chore(agents): update sort_order values for agent types to improve logical grouping

- Implemented sorting of agent types by `sort_order` in Agents page.
- Added support for category, icon, color, sort_order, typical_tasks, and collaboration_hints fields in agent creation and update actions.

.env.template

@@ -1,15 +1,22 @@
 # Common settings
-PROJECT_NAME=App
+PROJECT_NAME=Syndarix
 VERSION=1.0.0
 
 # Database settings
 POSTGRES_USER=postgres
 POSTGRES_PASSWORD=postgres
-POSTGRES_DB=app
+POSTGRES_DB=syndarix
 POSTGRES_HOST=db
 POSTGRES_PORT=5432
 DATABASE_URL=postgresql://${POSTGRES_USER}:${POSTGRES_PASSWORD}@${POSTGRES_HOST}:${POSTGRES_PORT}/${POSTGRES_DB}
 
+# Redis settings (cache, pub/sub, Celery broker)
+REDIS_URL=redis://redis:6379/0
+
+# Celery settings (optional - defaults to REDIS_URL if not set)
+# CELERY_BROKER_URL=redis://redis:6379/0
+# CELERY_RESULT_BACKEND=redis://redis:6379/0
+
 # Backend settings
 BACKEND_PORT=8000
 # CRITICAL: Generate a secure SECRET_KEY for production!

.gitea/workflows/ci.yaml

@@ -0,0 +1,460 @@
+# Syndarix CI/CD Pipeline
+# Gitea Actions workflow for continuous integration and deployment
+#
+# Pipeline Structure:
+# - lint: Fast feedback (linting and type checking)
+# - test: Run test suites (depends on lint)
+# - build: Build Docker images (depends on test)
+# - deploy: Deploy to production (depends on build, only on main)
+
+name: CI/CD Pipeline
+
+on:
+  push:
+    branches:
+      - main
+      - dev
+      - 'feature/**'
+  pull_request:
+    branches:
+      - main
+      - dev
+
+env:
+  PYTHON_VERSION: "3.12"
+  NODE_VERSION: "20"
+  UV_VERSION: "0.4.x"
+
+jobs:
+  # ===========================================================================
+  # LINT JOB - Fast feedback first
+  # ===========================================================================
+  lint:
+    name: Lint & Type Check
+    runs-on: ubuntu-latest
+    strategy:
+      matrix:
+        component: [backend, frontend]
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      # ----- Backend Linting -----
+      - name: Set up Python
+        if: matrix.component == 'backend'
+        uses: actions/setup-python@v5
+        with:
+          python-version: ${{ env.PYTHON_VERSION }}
+
+      - name: Install uv
+        if: matrix.component == 'backend'
+        uses: astral-sh/setup-uv@v4
+        with:
+          version: ${{ env.UV_VERSION }}
+
+      - name: Cache uv dependencies
+        if: matrix.component == 'backend'
+        uses: actions/cache@v4
+        with:
+          path: |
+            ~/.cache/uv
+            backend/.venv
+          key: uv-${{ runner.os }}-${{ hashFiles('backend/uv.lock') }}
+          restore-keys: |
+            uv-${{ runner.os }}-
+
+      - name: Install backend dependencies
+        if: matrix.component == 'backend'
+        working-directory: backend
+        run: uv sync --extra dev --frozen
+
+      - name: Run ruff linting
+        if: matrix.component == 'backend'
+        working-directory: backend
+        run: uv run ruff check app
+
+      - name: Run ruff format check
+        if: matrix.component == 'backend'
+        working-directory: backend
+        run: uv run ruff format --check app
+
+      - name: Run mypy type checking
+        if: matrix.component == 'backend'
+        working-directory: backend
+        run: uv run mypy app
+
+      # ----- Frontend Linting -----
+      - name: Set up Node.js
+        if: matrix.component == 'frontend'
+        uses: actions/setup-node@v4
+        with:
+          node-version: ${{ env.NODE_VERSION }}
+
+      - name: Cache npm dependencies
+        if: matrix.component == 'frontend'
+        uses: actions/cache@v4
+        with:
+          path: |
+            ~/.npm
+            frontend/node_modules
+          key: npm-${{ runner.os }}-${{ hashFiles('frontend/package-lock.json') }}
+          restore-keys: |
+            npm-${{ runner.os }}-
+
+      - name: Install frontend dependencies
+        if: matrix.component == 'frontend'
+        working-directory: frontend
+        run: npm ci
+
+      - name: Run ESLint
+        if: matrix.component == 'frontend'
+        working-directory: frontend
+        run: npm run lint
+
+      - name: Run TypeScript type check
+        if: matrix.component == 'frontend'
+        working-directory: frontend
+        run: npm run type-check
+
+      - name: Run Prettier format check
+        if: matrix.component == 'frontend'
+        working-directory: frontend
+        run: npm run format:check
+
+  # ===========================================================================
+  # TEST JOB - Run test suites
+  # ===========================================================================
+  test:
+    name: Test
+    runs-on: ubuntu-latest
+    needs: lint
+    strategy:
+      matrix:
+        component: [backend, frontend]
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      # ----- Backend Tests -----
+      - name: Set up Python
+        if: matrix.component == 'backend'
+        uses: actions/setup-python@v5
+        with:
+          python-version: ${{ env.PYTHON_VERSION }}
+
+      - name: Install uv
+        if: matrix.component == 'backend'
+        uses: astral-sh/setup-uv@v4
+        with:
+          version: ${{ env.UV_VERSION }}
+
+      - name: Cache uv dependencies
+        if: matrix.component == 'backend'
+        uses: actions/cache@v4
+        with:
+          path: |
+            ~/.cache/uv
+            backend/.venv
+          key: uv-${{ runner.os }}-${{ hashFiles('backend/uv.lock') }}
+          restore-keys: |
+            uv-${{ runner.os }}-
+
+      - name: Install backend dependencies
+        if: matrix.component == 'backend'
+        working-directory: backend
+        run: uv sync --extra dev --frozen
+
+      - name: Run pytest with coverage
+        if: matrix.component == 'backend'
+        working-directory: backend
+        env:
+          IS_TEST: "True"
+        run: |
+          uv run pytest --cov=app --cov-report=xml --cov-report=term-missing --cov-fail-under=90
+
+      - name: Upload backend coverage report
+        if: matrix.component == 'backend'
+        uses: actions/upload-artifact@v4
+        with:
+          name: backend-coverage
+          path: backend/coverage.xml
+          retention-days: 7
+
+      # ----- Frontend Tests -----
+      - name: Set up Node.js
+        if: matrix.component == 'frontend'
+        uses: actions/setup-node@v4
+        with:
+          node-version: ${{ env.NODE_VERSION }}
+
+      - name: Cache npm dependencies
+        if: matrix.component == 'frontend'
+        uses: actions/cache@v4
+        with:
+          path: |
+            ~/.npm
+            frontend/node_modules
+          key: npm-${{ runner.os }}-${{ hashFiles('frontend/package-lock.json') }}
+          restore-keys: |
+            npm-${{ runner.os }}-
+
+      - name: Install frontend dependencies
+        if: matrix.component == 'frontend'
+        working-directory: frontend
+        run: npm ci
+
+      - name: Run Jest unit tests
+        if: matrix.component == 'frontend'
+        working-directory: frontend
+        run: npm test -- --coverage --passWithNoTests
+
+      - name: Upload frontend coverage report
+        if: matrix.component == 'frontend'
+        uses: actions/upload-artifact@v4
+        with:
+          name: frontend-coverage
+          path: frontend/coverage/
+          retention-days: 7
+
+  # ===========================================================================
+  # BUILD JOB - Build Docker images
+  # ===========================================================================
+  build:
+    name: Build
+    runs-on: ubuntu-latest
+    needs: test
+    strategy:
+      matrix:
+        component: [backend, frontend]
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      - name: Set up Docker Buildx
+        uses: docker/setup-buildx-action@v3
+
+      - name: Cache Docker layers
+        uses: actions/cache@v4
+        with:
+          path: /tmp/.buildx-cache
+          key: docker-${{ matrix.component }}-${{ github.sha }}
+          restore-keys: |
+            docker-${{ matrix.component }}-
+
+      - name: Build backend Docker image
+        if: matrix.component == 'backend'
+        uses: docker/build-push-action@v5
+        with:
+          context: ./backend
+          file: ./backend/Dockerfile
+          target: production
+          push: false
+          tags: syndarix-backend:${{ github.sha }}
+          cache-from: type=local,src=/tmp/.buildx-cache
+          cache-to: type=local,dest=/tmp/.buildx-cache-new,mode=max
+
+      - name: Build frontend Docker image
+        if: matrix.component == 'frontend'
+        uses: docker/build-push-action@v5
+        with:
+          context: ./frontend
+          file: ./frontend/Dockerfile
+          target: runner
+          push: false
+          tags: syndarix-frontend:${{ github.sha }}
+          build-args: |
+            NEXT_PUBLIC_API_URL=http://localhost:8000
+          cache-from: type=local,src=/tmp/.buildx-cache
+          cache-to: type=local,dest=/tmp/.buildx-cache-new,mode=max
+
+      # Prevent cache from growing indefinitely
+      - name: Move cache
+        run: |
+          rm -rf /tmp/.buildx-cache
+          mv /tmp/.buildx-cache-new /tmp/.buildx-cache
+
+  # ===========================================================================
+  # DEPLOY JOB - Deploy to production (only on main branch)
+  # ===========================================================================
+  deploy:
+    name: Deploy
+    runs-on: ubuntu-latest
+    needs: build
+    if: github.ref == 'refs/heads/main' && github.event_name == 'push'
+    environment: production
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      - name: Deploy notification
+        run: |
+          echo "Deployment to production would happen here"
+          echo "Branch: ${{ github.ref }}"
+          echo "Commit: ${{ github.sha }}"
+          echo "Actor: ${{ github.actor }}"
+
+      # TODO: Add actual deployment steps when infrastructure is ready
+      # Options:
+      # - SSH to production server and run docker-compose pull && docker-compose up -d
+      # - Use Kubernetes deployment
+      # - Use cloud provider deployment (AWS ECS, GCP Cloud Run, etc.)
+      # - Trigger webhook to deployment orchestrator
+
+  # ===========================================================================
+  # SECURITY SCAN JOB - Run on main and dev branches
+  # ===========================================================================
+  security:
+    name: Security Scan
+    runs-on: ubuntu-latest
+    needs: lint
+    if: github.ref == 'refs/heads/main' || github.ref == 'refs/heads/dev'
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      - name: Set up Python
+        uses: actions/setup-python@v5
+        with:
+          python-version: ${{ env.PYTHON_VERSION }}
+
+      - name: Install uv
+        uses: astral-sh/setup-uv@v4
+        with:
+          version: ${{ env.UV_VERSION }}
+
+      - name: Install backend dependencies
+        working-directory: backend
+        run: uv sync --extra dev --frozen
+
+      - name: Run Bandit security scan (via ruff)
+        working-directory: backend
+        run: |
+          # Ruff includes flake8-bandit (S rules) for security scanning
+          # Run with explicit security rules only
+          uv run ruff check app --select=S --ignore=S101,S104,S105,S106,S603,S607
+
+      - name: Run pip-audit for dependency vulnerabilities
+        working-directory: backend
+        run: |
+          # pip-audit checks for known vulnerabilities in Python dependencies
+          uv run pip-audit --require-hashes --disable-pip -r <(uv pip compile pyproject.toml) || true
+          # Note: Using || true temporarily while setting up proper remediation
+
+      - name: Check for secrets in code
+        run: |
+          # Basic check for common secret patterns
+          # In production, use tools like gitleaks or trufflehog
+          echo "Checking for potential hardcoded secrets..."
+          ! grep -rn --include="*.py" --include="*.ts" --include="*.tsx" --include="*.js" \
+            -E "(api_key|apikey|secret_key|secretkey|password|passwd|token)\s*=\s*['\"][^'\"]{8,}['\"]" \
+            backend/app frontend/src || echo "No obvious secrets found"
+
+      - name: Set up Node.js
+        uses: actions/setup-node@v4
+        with:
+          node-version: ${{ env.NODE_VERSION }}
+
+      - name: Install frontend dependencies
+        working-directory: frontend
+        run: npm ci
+
+      - name: Run npm audit
+        working-directory: frontend
+        run: |
+          npm audit --audit-level=high || true
+          # Note: Using || true to not fail on moderate vulnerabilities
+          # In production, consider stricter settings
+
+  # ===========================================================================
+  # E2E TEST JOB - Run end-to-end tests with Playwright
+  # ===========================================================================
+  e2e-tests:
+    name: E2E Tests
+    runs-on: ubuntu-latest
+    needs: [lint, test]
+    if: github.ref == 'refs/heads/main' || github.ref == 'refs/heads/dev' || github.event_name == 'pull_request'
+    services:
+      postgres:
+        image: pgvector/pgvector:pg17
+        env:
+          POSTGRES_USER: postgres
+          POSTGRES_PASSWORD: postgres
+          POSTGRES_DB: syndarix_test
+        ports:
+          - 5432:5432
+        options: >-
+          --health-cmd "pg_isready -U postgres"
+          --health-interval 10s
+          --health-timeout 5s
+          --health-retries 5
+      redis:
+        image: redis:7-alpine
+        ports:
+          - 6379:6379
+        options: >-
+          --health-cmd "redis-cli ping"
+          --health-interval 10s
+          --health-timeout 5s
+          --health-retries 5
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+
+      - name: Set up Python
+        uses: actions/setup-python@v5
+        with:
+          python-version: ${{ env.PYTHON_VERSION }}
+
+      - name: Install uv
+        uses: astral-sh/setup-uv@v4
+        with:
+          version: ${{ env.UV_VERSION }}
+
+      - name: Install backend dependencies
+        working-directory: backend
+        run: uv sync --extra dev --frozen
+
+      - name: Set up Node.js
+        uses: actions/setup-node@v4
+        with:
+          node-version: ${{ env.NODE_VERSION }}
+
+      - name: Install frontend dependencies
+        working-directory: frontend
+        run: npm ci
+
+      - name: Install Playwright browsers
+        working-directory: frontend
+        run: npx playwright install --with-deps chromium
+
+      - name: Start backend server
+        working-directory: backend
+        env:
+          DATABASE_URL: postgresql://postgres:postgres@localhost:5432/syndarix_test
+          REDIS_URL: redis://localhost:6379/0
+          SECRET_KEY: test-secret-key-for-e2e-tests-only
+          ENVIRONMENT: test
+          IS_TEST: "True"
+        run: |
+          # Run migrations
+          uv run python -c "from app.database import create_tables; import asyncio; asyncio.run(create_tables())" || true
+          # Start backend in background
+          uv run uvicorn app.main:app --host 0.0.0.0 --port 8000 &
+          # Wait for backend to be ready
+          sleep 10
+
+      - name: Run Playwright E2E tests
+        working-directory: frontend
+        env:
+          NEXT_PUBLIC_API_URL: http://localhost:8000
+        run: |
+          npm run build
+          npm run test:e2e -- --project=chromium
+
+      - name: Upload Playwright report
+        uses: actions/upload-artifact@v4
+        if: always()
+        with:
+          name: playwright-report
+          path: frontend/playwright-report/
+          retention-days: 7

.githooks/pre-commit

@@ -0,0 +1,61 @@
+#!/bin/bash
+# Pre-commit hook to enforce validation before commits on protected branches
+# Install: git config core.hooksPath .githooks
+
+set -e
+
+# Get the current branch name
+BRANCH=$(git rev-parse --abbrev-ref HEAD)
+
+# Protected branches that require validation
+PROTECTED_BRANCHES="main dev"
+
+# Check if we're on a protected branch
+is_protected() {
+    for branch in $PROTECTED_BRANCHES; do
+        if [ "$BRANCH" = "$branch" ]; then
+            return 0
+        fi
+    done
+    return 1
+}
+
+if is_protected; then
+    echo "🔒 Committing to protected branch '$BRANCH' - running validation..."
+
+    # Check if we have backend changes
+    if git diff --cached --name-only | grep -q "^backend/"; then
+        echo "📦 Backend changes detected - running make validate..."
+        cd backend
+        if ! make validate; then
+            echo ""
+            echo "❌ Backend validation failed!"
+            echo "   Please fix the issues and try again."
+            echo "   Run 'cd backend && make validate' to see errors."
+            exit 1
+        fi
+        cd ..
+        echo "✅ Backend validation passed!"
+    fi
+
+    # Check if we have frontend changes
+    if git diff --cached --name-only | grep -q "^frontend/"; then
+        echo "🎨 Frontend changes detected - running npm run validate..."
+        cd frontend
+        if ! npm run validate 2>/dev/null; then
+            echo ""
+            echo "❌ Frontend validation failed!"
+            echo "   Please fix the issues and try again."
+            echo "   Run 'cd frontend && npm run validate' to see errors."
+            exit 1
+        fi
+        cd ..
+        echo "✅ Frontend validation passed!"
+    fi
+
+    echo "🎉 All validations passed! Proceeding with commit..."
+else
+    echo "📝 Committing to feature branch '$BRANCH' - skipping validation (run manually if needed)"
+fi
+
+exit 0

CLAUDE.md

@@ -1,243 +1,204 @@
 # CLAUDE.md
 
-Claude Code context for FastAPI + Next.js Full-Stack Template.
+Claude Code context for **Syndarix** - AI-Powered Software Consulting Agency.
 
-**See [AGENTS.md](./AGENTS.md) for project context, architecture, and development commands.**
+**Built on PragmaStack.** See [AGENTS.md](./AGENTS.md) for base template context.
+
+---
+
+## Syndarix Project Context
+
+### Vision
+
+Syndarix is an autonomous platform that orchestrates specialized AI agents to deliver complete software solutions with minimal human intervention. It acts as a virtual consulting agency with AI agents playing roles like Product Owner, Architect, Engineers, QA, etc.
+
+### Repository
+
+- **URL:** https://gitea.pragmazest.com/cardosofelipe/syndarix
+- **Issue Tracker:** Gitea Issues (primary)
+- **CI/CD:** Gitea Actions
+
+### Core Concepts
+
+**Agent Types & Instances:**
+- Agent Type = Template (base model, failover, expertise, personality)
+- Agent Instance = Spawned from type, assigned to project
+- Multiple instances of same type can work together
+
+**Project Workflow:**
+1. Requirements discovery with Product Owner agent
+2. Architecture spike (PO + BA + Architect brainstorm)
+3. Implementation planning and backlog creation
+4. Autonomous sprint execution with checkpoints
+5. Demo and client feedback
+
+**Autonomy Levels:**
+- `FULL_CONTROL`: Approve every action
+- `MILESTONE`: Approve sprint boundaries
+- `AUTONOMOUS`: Only major decisions
+
+**MCP-First Architecture:**
+All integrations via Model Context Protocol servers with explicit scoping:
+```python
+# All tools take project_id for scoping
+search_knowledge(project_id="proj-123", query="auth flow")
+create_issue(project_id="proj-123", title="Add login")
+```
+
+### Directory Structure
+
+```
+docs/
+├── development/    # Workflow and coding standards
+├── requirements/   # Requirements documents
+├── architecture/   # Architecture documentation
+├── adrs/          # Architecture Decision Records
+└── spikes/        # Spike research documents
+```
+
+### Current Phase
+
+**Backlog Population** - Creating detailed issues for Phase 0-1 implementation.
+
+---
+
+## Development Standards
+
+**CRITICAL: These rules are mandatory. See linked docs for full details.**
+
+### Quick Reference
+
+| Topic | Documentation |
+|-------|---------------|
+| **Workflow & Branching** | [docs/development/WORKFLOW.md](./docs/development/WORKFLOW.md) |
+| **Coding Standards** | [docs/development/CODING_STANDARDS.md](./docs/development/CODING_STANDARDS.md) |
+| **Design System** | [frontend/docs/design-system/](./frontend/docs/design-system/) |
+| **Backend E2E Testing** | [backend/docs/E2E_TESTING.md](./backend/docs/E2E_TESTING.md) |
+| **Demo Mode** | [frontend/docs/DEMO_MODE.md](./frontend/docs/DEMO_MODE.md) |
+
+### Essential Rules Summary
+
+1. **Issue-Driven Development**: Every piece of work MUST have an issue first
+2. **Branch per Feature**: `feature/<issue-number>-<description>`, single branch for design+implementation
+3. **Testing Required**: All code must be tested, aim for >90% coverage
+4. **Code Review**: Must pass multi-agent review before merge
+5. **No Direct Commits**: Never commit directly to `main` or `dev`
+6. **Stack Verification**: ALWAYS run the full stack before considering work done (see below)
+
+### CRITICAL: Stack Verification Before Merge
+
+**This is NON-NEGOTIABLE. A feature with 100% test coverage that crashes on startup is WORTHLESS.**
+
+Before considering ANY issue complete:
+
+```bash
+# 1. Start the dev stack
+make dev
+
+# 2. Wait for backend to be healthy, check logs
+docker compose -f docker-compose.dev.yml logs backend --tail=100
+
+# 3. Start frontend
+cd frontend && npm run dev
+
+# 4. Verify both are running without errors
+```
+
+**The issue is NOT done if:**
+- Backend crashes on startup (import errors, missing dependencies)
+- Frontend fails to compile or render
+- Health checks fail
+- Any error appears in logs
+
+**Why this matters:**
+- Tests run in isolation and may pass despite broken imports
+- Docker builds cache layers and may hide dependency issues
+- A single `ModuleNotFoundError` renders all test coverage meaningless
+
+### Common Commands
+
+```bash
+# Backend
+IS_TEST=True uv run pytest          # Run tests
+uv run ruff check src/              # Lint
+uv run mypy src/                    # Type check
+python migrate.py auto "message"    # Database migration
+
+# Frontend
+npm test                            # Unit tests
+npm run lint                        # Lint
+npm run type-check                  # Type check
+npm run generate:api                # Regenerate API client
+```
+
+---
 
 ## Claude Code-Specific Guidance
 
 ### Critical User Preferences
 
-#### File Operations - NEVER Use Heredoc/Cat Append
-**ALWAYS use Read/Write/Edit tools instead of `cat >> file << EOF` commands.**
+**File Operations:**
+- ALWAYS use Read/Write/Edit tools instead of `cat >> file << EOF`
+- Never use heredoc - it triggers manual approval dialogs
 
-This triggers manual approval dialogs and disrupts workflow.
-
-```bash
-# WRONG ❌
-cat >> file.txt << EOF
-content
-EOF
-
-# CORRECT ✅ - Use Read, then Write tools
-```
-
-#### Work Style
+**Work Style:**
 - User prefers autonomous operation without frequent interruptions
 - Ask for batch permissions upfront for long work sessions
 - Work independently, document decisions clearly
 - Only use emojis if the user explicitly requests it
 
-### When Working with This Stack
-
-**Dependency Management:**
-- Backend uses **uv** (modern Python package manager), not pip
-- Always use `uv run` prefix: `IS_TEST=True uv run pytest`
-- Or use Makefile commands: `make test`, `make install-dev`
-- Add dependencies: `uv add <package>` or `uv add --dev <package>`
-
-**Database Migrations:**
-- Use the `migrate.py` helper script, not Alembic directly
-- Generate + apply: `python migrate.py auto "message"`
-- Never commit migrations without testing them first
-- Check current state: `python migrate.py current`
-
-**Frontend API Client Generation:**
-- Run `npm run generate:api` after backend schema changes
-- Client is auto-generated from OpenAPI spec
-- Located in `frontend/src/lib/api/generated/`
-- NEVER manually edit generated files
-
-**Testing Commands:**
-- Backend unit/integration: `IS_TEST=True uv run pytest` (always prefix with `IS_TEST=True`)
-- Backend E2E (requires Docker): `make test-e2e`
-- Frontend unit: `npm test`
-- Frontend E2E: `npm run test:e2e`
-- Use `make test` or `make test-cov` in backend for convenience
-
-**Backend E2E Testing (requires Docker):**
-- Install deps: `make install-e2e`
-- Run all E2E tests: `make test-e2e`
-- Run schema tests only: `make test-e2e-schema`
-- Run all tests: `make test-all` (unit + E2E)
-- Uses Testcontainers (real PostgreSQL) + Schemathesis (OpenAPI contract testing)
-- Markers: `@pytest.mark.e2e`, `@pytest.mark.postgres`, `@pytest.mark.schemathesis`
-- See: `backend/docs/E2E_TESTING.md` for complete guide
-
-### 🔴 CRITICAL: Auth Store Dependency Injection Pattern
+### Critical Pattern: Auth Store DI
 
 **ALWAYS use `useAuth()` from `AuthContext`, NEVER import `useAuthStore` directly!**
 
 ```typescript
-// ❌ WRONG - Bypasses dependency injection
+// ❌ WRONG
 import { useAuthStore } from '@/lib/stores/authStore';
-const { user, isAuthenticated } = useAuthStore();
 
-// ✅ CORRECT - Uses dependency injection
+// ✅ CORRECT
 import { useAuth } from '@/lib/auth/AuthContext';
-const { user, isAuthenticated } = useAuth();
 ```
 
-**Why This Matters:**
-- E2E tests inject mock stores via `window.__TEST_AUTH_STORE__`
-- Unit tests inject via `<AuthProvider store={mockStore}>`
-- Direct `useAuthStore` imports bypass this injection → **tests fail**
-- ESLint will catch violations (added Nov 2025)
-
-**Exceptions:**
-1. `AuthContext.tsx` - DI boundary, legitimately needs real store
-2. `client.ts` - Non-React context, uses dynamic import + `__TEST_AUTH_STORE__` check
-
-### E2E Test Best Practices
-
-When writing or fixing Playwright tests:
-
-**Navigation Pattern:**
-```typescript
-// ✅ CORRECT - Use Promise.all for Next.js Link clicks
-await Promise.all([
-  page.waitForURL('/target', { timeout: 10000 }),
-  link.click()
-]);
-```
-
-**Selectors:**
-- Use ID-based selectors for validation errors: `#email-error`
-- Error IDs use dashes not underscores: `#new-password-error`
-- Target `.border-destructive[role="alert"]` to avoid Next.js route announcer conflicts
-- Avoid generic `[role="alert"]` which matches multiple elements
-
-**URL Assertions:**
-```typescript
-// ✅ Use regex to handle query params
-await expect(page).toHaveURL(/\/auth\/login/);
-
-// ❌ Don't use exact strings (fails with query params)
-await expect(page).toHaveURL('/auth/login');
-```
-
-**Configuration:**
-- Uses 12 workers in non-CI mode (`playwright.config.ts`)
-- Reduces to 2 workers in CI for stability
-- Tests are designed to be non-flaky with proper waits
-
-### Important Implementation Details
-
-**Authentication Testing:**
-- Backend fixtures in `tests/conftest.py`:
-  - `async_test_db`: Fresh SQLite per test
-  - `async_test_user` / `async_test_superuser`: Pre-created users
-  - `user_token` / `superuser_token`: Access tokens for API calls
-- Always use `@pytest.mark.asyncio` for async tests
-- Use `@pytest_asyncio.fixture` for async fixtures
-
-**Database Testing:**
-```python
-# Mock database exceptions correctly
-from unittest.mock import patch, AsyncMock
-
-async def mock_commit():
-    raise OperationalError("Connection lost", {}, Exception())
-
-with patch.object(session, 'commit', side_effect=mock_commit):
-    with patch.object(session, 'rollback', new_callable=AsyncMock) as mock_rollback:
-        with pytest.raises(OperationalError):
-            await crud_method(session, obj_in=data)
-        mock_rollback.assert_called_once()
-```
-
-**Frontend Component Development:**
-- Follow design system docs in `frontend/docs/design-system/`
-- Read `08-ai-guidelines.md` for AI code generation rules
-- Use parent-controlled spacing (see `04-spacing-philosophy.md`)
-- WCAG AA compliance required (see `07-accessibility.md`)
-
-**Security Considerations:**
-- Backend has comprehensive security tests (JWT attacks, session hijacking)
-- Never skip security headers in production
-- Rate limiting is configured in route decorators: `@limiter.limit("10/minute")`
-- Session revocation is database-backed, not just JWT expiry
-
-### Common Workflows Guidance
-
-**When Adding a New Feature:**
-1. Start with backend schema and CRUD
-2. Implement API route with proper authorization
-3. Write backend tests (aim for >90% coverage)
-4. Generate frontend API client: `npm run generate:api`
-5. Implement frontend components
-6. Write frontend unit tests
-7. Add E2E tests for critical flows
-8. Update relevant documentation
-
-**When Fixing Tests:**
-- Backend: Check test database isolation and async fixture usage
-- Frontend unit: Verify mocking of `useAuth()` not `useAuthStore`
-- E2E: Use `Promise.all()` pattern and regex URL assertions
-
-**When Debugging:**
-- Backend: Check `IS_TEST=True` environment variable is set
-- Frontend: Run `npm run type-check` first
-- E2E: Use `npm run test:e2e:debug` for step-by-step debugging
-- Check logs: Backend has detailed error logging
-
-**Demo Mode (Frontend-Only Showcase):**
-- Enable: `echo "NEXT_PUBLIC_DEMO_MODE=true" > frontend/.env.local`
-- Uses MSW (Mock Service Worker) to intercept API calls in browser
-- Zero backend required - perfect for Vercel deployments
-- **Fully Automated**: MSW handlers auto-generated from OpenAPI spec
-  - Run `npm run generate:api` → updates both API client AND MSW handlers
-  - No manual synchronization needed!
-- Demo credentials (any password ≥8 chars works):
-  - User: `demo@example.com` / `DemoPass123`
-  - Admin: `admin@example.com` / `AdminPass123`
-- **Safe**: MSW never runs during tests (Jest or Playwright)
-- **Coverage**: Mock files excluded from linting and coverage
-- **Documentation**: `frontend/docs/DEMO_MODE.md` for complete guide
+See [CODING_STANDARDS.md](./docs/development/CODING_STANDARDS.md#auth-store-dependency-injection) for details.
 
 ### Tool Usage Preferences
 
 **Prefer specialized tools over bash:**
 - Use Read/Write/Edit tools for file operations
-- Never use `cat`, `echo >`, or heredoc for file manipulation
 - Use Task tool with `subagent_type=Explore` for codebase exploration
 - Use Grep tool for code search, not bash `grep`
 
-**When to use parallel tool calls:**
-- Independent git commands: `git status`, `git diff`, `git log`
+**Parallel tool calls for:**
+- Independent git commands
 - Reading multiple unrelated files
-- Running multiple test suites simultaneously
+- Running multiple test suites
 - Independent validation steps
 
-## Custom Skills
+---
 
-No Claude Code Skills installed yet. To create one, invoke the built-in "skill-creator" skill.
+## Key Extensions (from PragmaStack base)
 
-**Potential skill ideas for this project:**
-- API endpoint generator workflow (schema → CRUD → route → tests → frontend client)
-- Component generator with design system compliance
-- Database migration troubleshooting helper
-- Test coverage analyzer and improvement suggester
-- E2E test generator for new features
+- Celery + Redis for agent job queue
+- WebSocket/SSE for real-time updates
+- pgvector for RAG knowledge base
+- MCP server integration layer
+
+---
 
 ## Additional Resources
 
-**Comprehensive Documentation:**
+**Documentation:**
 - [AGENTS.md](./AGENTS.md) - Framework-agnostic AI assistant context
 - [README.md](./README.md) - User-facing project overview
-- `backend/docs/` - Backend architecture, coding standards, common pitfalls
-- `frontend/docs/design-system/` - Complete design system guide
+- [docs/development/](./docs/development/) - Development workflow and standards
+- [backend/docs/](./backend/docs/) - Backend architecture and guides
+- [frontend/docs/design-system/](./frontend/docs/design-system/) - Complete design system
 
 **API Documentation (when running):**
 - Swagger UI: http://localhost:8000/docs
 - ReDoc: http://localhost:8000/redoc
 - OpenAPI JSON: http://localhost:8000/api/v1/openapi.json
 
-**Testing Documentation:**
-- Backend tests: `backend/tests/` (97% coverage)
-- Frontend E2E: `frontend/e2e/README.md`
-- Design system: `frontend/docs/design-system/08-ai-guidelines.md`
-
 ---
 
 **For project architecture, development commands, and general context, see [AGENTS.md](./AGENTS.md).**

Makefile

@@ -1,18 +1,34 @@
 .PHONY: help dev dev-full prod down logs logs-dev clean clean-slate drop-db reset-db push-images deploy
+.PHONY: test test-backend test-mcp test-frontend test-all test-cov test-integration validate validate-all format-all
 
 VERSION ?= latest
 REGISTRY ?= ghcr.io/cardosofelipe/pragma-stack
 
 # Default target
 help:
-	@echo "FastAPI + Next.js Full-Stack Template"
+	@echo "Syndarix - AI-Powered Software Consulting Agency"
 	@echo ""
 	@echo "Development:"
-	@echo "  make dev           - Start backend + db (frontend runs separately)"
+	@echo "  make dev           - Start backend + db + MCP servers (frontend runs separately)"
 	@echo "  make dev-full      - Start all services including frontend"
 	@echo "  make down          - Stop all services"
 	@echo "  make logs-dev      - Follow dev container logs"
 	@echo ""
+	@echo "Testing:"
+	@echo "  make test          - Run all tests (backend + MCP servers)"
+	@echo "  make test-backend  - Run backend tests only"
+	@echo "  make test-mcp      - Run MCP server tests only"
+	@echo "  make test-frontend - Run frontend tests only"
+	@echo "  make test-cov      - Run all tests with coverage reports"
+	@echo "  make test-integration - Run MCP integration tests (requires running stack)"
+	@echo ""
+	@echo "Formatting:"
+	@echo "  make format-all    - Format code in backend + MCP servers + frontend"
+	@echo ""
+	@echo "Validation:"
+	@echo "  make validate      - Validate backend + MCP servers (lint, type-check, test)"
+	@echo "  make validate-all  - Validate everything including frontend"
+	@echo ""
 	@echo "Database:"
 	@echo "  make drop-db       - Drop and recreate empty database"
 	@echo "  make reset-db      - Drop database and apply all migrations"
@@ -28,8 +44,10 @@ help:
 	@echo "  make clean-slate   - Stop containers AND delete volumes (DATA LOSS!)"
 	@echo ""
 	@echo "Subdirectory commands:"
-	@echo "  cd backend && make help   - Backend-specific commands"
-	@echo "  cd frontend && npm run    - Frontend-specific commands"
+	@echo "  cd backend && make help              - Backend-specific commands"
+	@echo "  cd mcp-servers/llm-gateway && make   - LLM Gateway commands"
+	@echo "  cd mcp-servers/knowledge-base && make - Knowledge Base commands"
+	@echo "  cd frontend && npm run               - Frontend-specific commands"
 
 # ============================================================================
 # Development
@@ -99,3 +117,91 @@ clean:
 # WARNING! THIS REMOVES CONTAINERS AND VOLUMES AS WELL - DO NOT USE THIS UNLESS YOU WANT TO START OVER WITH DATA AND ALL
 clean-slate:
 	docker compose -f docker-compose.dev.yml down -v --remove-orphans
+
+# ============================================================================
+# Testing
+# ============================================================================
+
+test: test-backend test-mcp
+	@echo ""
+	@echo "All tests passed!"
+
+test-backend:
+	@echo "Running backend tests..."
+	@cd backend && IS_TEST=True uv run pytest tests/ -v
+
+test-mcp:
+	@echo "Running MCP server tests..."
+	@echo ""
+	@echo "=== LLM Gateway ==="
+	@cd mcp-servers/llm-gateway && uv run pytest tests/ -v
+	@echo ""
+	@echo "=== Knowledge Base ==="
+	@cd mcp-servers/knowledge-base && uv run pytest tests/ -v
+
+test-frontend:
+	@echo "Running frontend tests..."
+	@cd frontend && npm test
+
+test-all: test test-frontend
+	@echo ""
+	@echo "All tests (backend + MCP + frontend) passed!"
+
+test-cov:
+	@echo "Running all tests with coverage..."
+	@echo ""
+	@echo "=== Backend Coverage ==="
+	@cd backend && IS_TEST=True uv run pytest tests/ -v --cov=app --cov-report=term-missing
+	@echo ""
+	@echo "=== LLM Gateway Coverage ==="
+	@cd mcp-servers/llm-gateway && uv run pytest tests/ -v --cov=. --cov-report=term-missing
+	@echo ""
+	@echo "=== Knowledge Base Coverage ==="
+	@cd mcp-servers/knowledge-base && uv run pytest tests/ -v --cov=. --cov-report=term-missing
+
+test-integration:
+	@echo "Running MCP integration tests..."
+	@echo "Note: Requires running stack (make dev first)"
+	@cd backend && RUN_INTEGRATION_TESTS=true IS_TEST=True uv run pytest tests/integration/ -v
+
+# ============================================================================
+# Formatting
+# ============================================================================
+
+format-all:
+	@echo "Formatting backend..."
+	@cd backend && make format
+	@echo ""
+	@echo "Formatting LLM Gateway..."
+	@cd mcp-servers/llm-gateway && make format
+	@echo ""
+	@echo "Formatting Knowledge Base..."
+	@cd mcp-servers/knowledge-base && make format
+	@echo ""
+	@echo "Formatting frontend..."
+	@cd frontend && npm run format
+	@echo ""
+	@echo "All code formatted!"
+
+# ============================================================================
+# Validation (lint + type-check + test)
+# ============================================================================
+
+validate:
+	@echo "Validating backend..."
+	@cd backend && make validate
+	@echo ""
+	@echo "Validating LLM Gateway..."
+	@cd mcp-servers/llm-gateway && make validate
+	@echo ""
+	@echo "Validating Knowledge Base..."
+	@cd mcp-servers/knowledge-base && make validate
+	@echo ""
+	@echo "All validations passed!"
+
+validate-all: validate
+	@echo ""
+	@echo "Validating frontend..."
+	@cd frontend && npm run validate
+	@echo ""
+	@echo "Full validation passed!"

README.md

@@ -1,659 +1,175 @@
-# <img src="frontend/public/logo.svg" alt="PragmaStack" width="32" height="32" style="vertical-align: middle" /> PragmaStack
+# Syndarix
 
-> **The Pragmatic Full-Stack Template. Production-ready, security-first, and opinionated.**
+> **Your AI-Powered Software Consulting Agency**
+>
+> An autonomous platform that orchestrates specialized AI agents to deliver complete software solutions with minimal human intervention.
 
-[![Backend Coverage](https://img.shields.io/badge/backend_coverage-97%25-brightgreen)](./backend/tests)
-[![Frontend Coverage](https://img.shields.io/badge/frontend_coverage-97%25-brightgreen)](./frontend/tests)
-[![E2E Tests](https://img.shields.io/badge/e2e_tests-passing-success)](./frontend/e2e)
+[![Built on PragmaStack](https://img.shields.io/badge/Built_on-PragmaStack-blue)](https://gitea.pragmazest.com/cardosofelipe/fast-next-template)
 [![License: MIT](https://img.shields.io/badge/License-MIT-blue.svg)](./LICENSE)
-[![PRs Welcome](https://img.shields.io/badge/PRs-welcome-brightgreen.svg)](./CONTRIBUTING.md)
-
-![Landing Page](docs/images/landing.png)
 
 ---
 
-## Why PragmaStack?
+## Vision
 
-Building a modern full-stack application often leads to "analysis paralysis" or "boilerplate fatigue". You spend weeks setting up authentication, testing, and linting before writing a single line of business logic.
+Syndarix transforms the software development lifecycle by providing a **virtual consulting team** of AI agents that collaboratively plan, design, implement, test, and deliver complete software solutions.
 
-**PragmaStack cuts through the noise.**
+**The Problem:** Even with AI coding assistants, developers spend as much time managing AI as doing the work themselves. Context switching, babysitting, and knowledge fragmentation limit productivity.
 
-We provide a **pragmatic**, opinionated foundation that prioritizes:
-- **Speed**: Ship features, not config files.
-- **Robustness**: Security and testing are not optional.
-- **Clarity**: Code that is easy to read and maintain.
-
-Whether you're building a SaaS, an internal tool, or a side project, PragmaStack gives you a solid starting point without the bloat.
+**The Solution:** A structured, autonomous agency where specialized AI agents handle different roles (Product Owner, Architect, Engineers, QA, etc.) with proper workflows, reviews, and quality gates.
 
 ---
 
-## ✨ Features
+## Key Features
 
-### 🔐 **Authentication & Security**
-- JWT-based authentication with access + refresh tokens
-- **OAuth/Social Login** (Google, GitHub) with PKCE support
-- **OAuth 2.0 Authorization Server** (MCP-ready) for third-party integrations
-- Session management with device tracking and revocation
-- Password reset flow (email integration ready)
-- Secure password hashing (bcrypt)
-- CSRF protection, rate limiting, and security headers
-- Comprehensive security tests (JWT algorithm attacks, session hijacking, privilege escalation)
+### Multi-Agent Orchestration
+- Configurable agent **types** with base model, failover, expertise, and personality
+- Spawn multiple **instances** from the same type (e.g., Dave, Ellis, Kate as Software Developers)
+- Agent-to-agent communication and collaboration
+- Per-instance customization with domain-specific knowledge
 
-### 🔌 **OAuth Provider Mode (MCP Integration)**
-Full OAuth 2.0 Authorization Server for Model Context Protocol (MCP) and third-party clients:
-- **RFC 7636**: Authorization Code Flow with PKCE (S256 only)
-- **RFC 8414**: Server metadata discovery at `/.well-known/oauth-authorization-server`
-- **RFC 7662**: Token introspection endpoint
-- **RFC 7009**: Token revocation endpoint
-- **JWT access tokens**: Self-contained, configurable lifetime
-- **Opaque refresh tokens**: Secure rotation, database-backed revocation
-- **Consent management**: Users can review and revoke app permissions
-- **Client management**: Admin endpoints for registering OAuth clients
-- **Scopes**: `openid`, `profile`, `email`, `read:users`, `write:users`, `admin`
+### Complete SDLC Support
+- **Requirements Discovery** → **Architecture Spike** → **Implementation Planning**
+- **Sprint Management** with automated ceremonies
+- **Issue Tracking** with Epic/Story/Task hierarchy
+- **Git Integration** with proper branch/PR workflows
+- **CI/CD Pipelines** with automated testing
 
-### 👥 **Multi-Tenancy & Organizations**
-- Full organization system with role-based access control (Owner, Admin, Member)
-- Invite/remove members, manage permissions
-- Organization-scoped data access
-- User can belong to multiple organizations
+### Configurable Autonomy
+- From `FULL_CONTROL` (approve everything) to `AUTONOMOUS` (only major milestones)
+- Client can intervene at any point
+- Transparent progress visibility
 
-### 🛠️ **Admin Panel**
-- Complete user management (CRUD, activate/deactivate, bulk operations)
-- Organization management (create, edit, delete, member management)
-- Session monitoring across all users
-- Real-time statistics dashboard
-- Admin-only routes with proper authorization
+### MCP-First Architecture
+- All integrations via **Model Context Protocol (MCP)** servers
+- Unified Knowledge Base with project/agent scoping
+- Git providers (Gitea, GitHub, GitLab) via MCP
+- Extensible through custom MCP tools
 
-### 🎨 **Modern Frontend**
-- Next.js 16 with App Router and React 19
-- **PragmaStack Design System** built on shadcn/ui + TailwindCSS
-- Pre-configured theme with dark mode support (coming soon)
-- Responsive, accessible components (WCAG AA compliant)
-- Rich marketing landing page with animated components
-- Live component showcase and documentation at `/dev`
-
-### 🌍 **Internationalization (i18n)**
-- Built-in multi-language support with next-intl v4
-- Locale-based routing (`/en/*`, `/it/*`)
-- Seamless language switching with LocaleSwitcher component
-- SEO-friendly URLs and metadata per locale
-- Translation files for English and Italian (easily extensible)
-- Type-safe translations throughout the app
-
-### 🎯 **Content & UX Features**
-- **Toast notifications** with Sonner for elegant user feedback
-- **Smooth animations** powered by Framer Motion
-- **Markdown rendering** with syntax highlighting (GitHub Flavored Markdown)
-- **Charts and visualizations** ready with Recharts
-- **SEO optimization** with dynamic sitemap and robots.txt generation
-- **Session tracking UI** with device information and revocation controls
-
-### 🧪 **Comprehensive Testing**
-- **Backend Testing**: ~97% unit test coverage
-  - Unit, integration, and security tests
-  - Async database testing with SQLAlchemy
-  - API endpoint testing with fixtures
-  - Security vulnerability tests (JWT attacks, session hijacking, privilege escalation)
-- **Frontend Unit Tests**: ~97% coverage with Jest
-  - Component testing
-  - Hook testing
-  - Utility function testing
-- **End-to-End Tests**: Playwright with zero flaky tests
-  - Complete user flows (auth, navigation, settings)
-  - Parallel execution for speed
-  - Visual regression testing ready
-
-### 📚 **Developer Experience**
-- Auto-generated TypeScript API client from OpenAPI spec
-- Interactive API documentation (Swagger + ReDoc)
-- Database migrations with Alembic helper script
-- Hot reload in development for both frontend and backend
-- Comprehensive code documentation and design system docs
-- Live component playground at `/dev` with code examples
-- Docker support for easy deployment
-- VSCode workspace settings included
-
-### 📊 **Ready for Production**
-- Docker + docker-compose setup
-- Environment-based configuration
-- Database connection pooling
-- Error handling and logging
-- Health check endpoints
-- Production security headers
-- Rate limiting on sensitive endpoints
-- SEO optimization with dynamic sitemaps and robots.txt
-- Multi-language SEO with locale-specific metadata
-- Performance monitoring and bundle analysis
+### Project Complexity Wizard
+- **Script** → Minimal process, no repo needed
+- **Simple** → Single sprint, basic backlog
+- **Medium/Complex** → Full AGILE workflow with multiple sprints
 
 ---
 
-## 📸 Screenshots
+## Technology Stack
 
-<details>
-<summary>Click to view screenshots</summary>
+Built on [PragmaStack](https://gitea.pragmazest.com/cardosofelipe/fast-next-template):
 
-### Landing Page
-![Landing Page](docs/images/landing.png)
+| Component | Technology |
+|-----------|------------|
+| Backend | FastAPI 0.115+ (Python 3.11+) |
+| Frontend | Next.js 16 (React 19) |
+| Database | PostgreSQL 15+ with pgvector |
+| ORM | SQLAlchemy 2.0 |
+| State Management | Zustand + TanStack Query |
+| UI | shadcn/ui + Tailwind 4 |
+| Auth | JWT dual-token + OAuth 2.0 |
+| Testing | pytest + Jest + Playwright |
 
-
-
-### Authentication
-![Login Page](docs/images/login.png)
-
-
-
-### Admin Dashboard
-![Admin Dashboard](docs/images/admin-dashboard.png)
-
-
-
-### Design System
-![Components](docs/images/design-system.png)
-
-</details>
+### Syndarix Extensions
+| Component | Technology |
+|-----------|------------|
+| Task Queue | Celery + Redis |
+| Real-time | FastAPI WebSocket / SSE |
+| Vector DB | pgvector (PostgreSQL extension) |
+| MCP SDK | Anthropic MCP SDK |
 
 ---
 
-## 🎭 Demo Mode
+## Project Status
 
-**Try the frontend without a backend!** Perfect for:
-- **Free deployment** on Vercel (no backend costs)
-- **Portfolio showcasing** with live demos
-- **Client presentations** without infrastructure setup
+**Phase:** Architecture & Planning
+
+See [docs/requirements/](./docs/requirements/) for the comprehensive requirements document.
+
+### Current Milestones
+- [x] Fork PragmaStack as foundation
+- [x] Create requirements document
+- [ ] Execute architecture spikes
+- [ ] Create ADRs for key decisions
+- [ ] Begin MVP implementation
+
+---
+
+## Documentation
+
+- [Requirements Document](./docs/requirements/SYNDARIX_REQUIREMENTS.md)
+- [Architecture Decisions](./docs/adrs/) (coming soon)
+- [Spike Research](./docs/spikes/) (coming soon)
+- [Architecture Overview](./docs/architecture/) (coming soon)
+
+---
+
+## Getting Started
+
+### Prerequisites
+- Docker & Docker Compose
+- Node.js 20+
+- Python 3.11+
+- PostgreSQL 15+ (or use Docker)
 
 ### Quick Start
-
-```bash
-cd frontend
-echo "NEXT_PUBLIC_DEMO_MODE=true" > .env.local
-npm run dev
-```
-
-**Demo Credentials:**
-- Regular user: `demo@example.com` / `DemoPass123`
-- Admin user: `admin@example.com` / `AdminPass123`
-
-Demo mode uses [Mock Service Worker (MSW)](https://mswjs.io/) to intercept API calls in the browser. Your code remains unchanged - the same components work with both real and mocked backends.
-
-**Key Features:**
-- ✅ Zero backend required
-- ✅ All features functional (auth, admin, stats)
-- ✅ Realistic network delays and errors
-- ✅ Does NOT interfere with tests (97%+ coverage maintained)
-- ✅ One-line toggle: `NEXT_PUBLIC_DEMO_MODE=true`
-
-📖 **[Complete Demo Mode Documentation](./frontend/docs/DEMO_MODE.md)**
-
----
-
-## 🚀 Tech Stack
-
-### Backend
-- **[FastAPI](https://fastapi.tiangolo.com/)** - Modern async Python web framework
-- **[SQLAlchemy 2.0](https://www.sqlalchemy.org/)** - Powerful ORM with async support
-- **[PostgreSQL](https://www.postgresql.org/)** - Robust relational database
-- **[Alembic](https://alembic.sqlalchemy.org/)** - Database migrations
-- **[Pydantic v2](https://docs.pydantic.dev/)** - Data validation with type hints
-- **[pytest](https://pytest.org/)** - Testing framework with async support
-
-### Frontend
-- **[Next.js 16](https://nextjs.org/)** - React framework with App Router
-- **[React 19](https://react.dev/)** - UI library
-- **[TypeScript](https://www.typescriptlang.org/)** - Type-safe JavaScript
-- **[TailwindCSS](https://tailwindcss.com/)** - Utility-first CSS framework
-- **[shadcn/ui](https://ui.shadcn.com/)** - Beautiful, accessible component library
-- **[next-intl](https://next-intl.dev/)** - Internationalization (i18n) with type safety
-- **[TanStack Query](https://tanstack.com/query)** - Powerful data fetching/caching
-- **[Zustand](https://zustand-demo.pmnd.rs/)** - Lightweight state management
-- **[Framer Motion](https://www.framer.com/motion/)** - Production-ready animation library
-- **[Sonner](https://sonner.emilkowal.ski/)** - Beautiful toast notifications
-- **[Recharts](https://recharts.org/)** - Composable charting library
-- **[React Markdown](https://github.com/remarkjs/react-markdown)** - Markdown rendering with GFM support
-- **[Playwright](https://playwright.dev/)** - End-to-end testing
-
-### DevOps
-- **[Docker](https://www.docker.com/)** - Containerization
-- **[docker-compose](https://docs.docker.com/compose/)** - Multi-container orchestration
-- **GitHub Actions** (coming soon) - CI/CD pipelines
-
----
-
-## 📋 Prerequisites
-
-- **Docker & Docker Compose** (recommended) - [Install Docker](https://docs.docker.com/get-docker/)
-- **OR manually:**
-  - Python 3.12+
-  - Node.js 18+ (Node 20+ recommended)
-  - PostgreSQL 15+
-
----
-
-## 🏃 Quick Start (Docker)
-
-The fastest way to get started is with Docker:
-
 ```bash
 # Clone the repository
-git clone https://github.com/cardosofelipe/pragma-stack.git
-cd fast-next-template
+git clone https://gitea.pragmazest.com/cardosofelipe/syndarix.git
+cd syndarix
 
-# Copy environment file
+# Copy environment template
 cp .env.template .env
 
-# Start all services (backend, frontend, database)
-docker-compose up
+# Start development environment
+docker-compose -f docker-compose.dev.yml up -d
 
-# In another terminal, run database migrations
-docker-compose exec backend alembic upgrade head
+# Run database migrations
+make migrate
 
-# Create first superuser (optional)
-docker-compose exec backend python -c "from app.init_db import init_db; import asyncio; asyncio.run(init_db())"
-```
-
-**That's it! 🎉**
-
-- Frontend: http://localhost:3000
-- Backend API: http://localhost:8000
-- API Docs: http://localhost:8000/docs
-
-Default superuser credentials:
-- Email: `admin@example.com`
-- Password: `admin123`
-
-**⚠️ Change these immediately in production!**
-
----
-
-## 🛠️ Manual Setup (Development)
-
-### Backend Setup
-
-```bash
-cd backend
-
-# Create virtual environment
-python -m venv .venv
-source .venv/bin/activate  # On Windows: .venv\Scripts\activate
-
-# Install dependencies
-pip install -r requirements.txt
-
-# Setup environment
-cp .env.example .env
-# Edit .env with your database credentials
-
-# Run migrations
-alembic upgrade head
-
-# Initialize database with first superuser
-python -c "from app.init_db import init_db; import asyncio; asyncio.run(init_db())"
-
-# Start development server
-uvicorn app.main:app --reload --host 0.0.0.0 --port 8000
-```
-
-### Frontend Setup
-
-```bash
-cd frontend
-
-# Install dependencies
-npm install
-
-# Setup environment
-cp .env.local.example .env.local
-# Edit .env.local with your backend URL
-
-# Generate API client
-npm run generate:api
-
-# Start development server
-npm run dev
-```
-
-Visit http://localhost:3000 to see your app!
-
----
-
-## 📂 Project Structure
-
-```
-├── backend/                 # FastAPI backend
-│   ├── app/
-│   │   ├── api/            # API routes and dependencies
-│   │   ├── core/           # Core functionality (auth, config, database)
-│   │   ├── crud/           # Database operations
-│   │   ├── models/         # SQLAlchemy models
-│   │   ├── schemas/        # Pydantic schemas
-│   │   ├── services/       # Business logic
-│   │   └── utils/          # Utilities
-│   ├── tests/              # Backend tests (97% coverage)
-│   ├── alembic/            # Database migrations
-│   └── docs/               # Backend documentation
-│
-├── frontend/               # Next.js frontend
-│   ├── src/
-│   │   ├── app/           # Next.js App Router pages
-│   │   ├── components/    # React components
-│   │   ├── lib/           # Libraries and utilities
-│   │   │   ├── api/       # API client (auto-generated)
-│   │   │   └── stores/    # Zustand stores
-│   │   └── hooks/         # Custom React hooks
-│   ├── e2e/               # Playwright E2E tests
-│   ├── tests/             # Unit tests (Jest)
-│   └── docs/              # Frontend documentation
-│       └── design-system/ # Comprehensive design system docs
-│
-├── docker-compose.yml      # Docker orchestration
-├── docker-compose.dev.yml  # Development with hot reload
-└── README.md              # You are here!
+# Start the development servers
+make dev
 ```
 
 ---
 
-## 🧪 Testing
+## Architecture Overview
 
-This template takes testing seriously with comprehensive coverage across all layers:
-
-### Backend Unit & Integration Tests
-
-**High coverage (~97%)** across all critical paths including security-focused tests.
-
-```bash
-cd backend
-
-# Run all tests
-IS_TEST=True pytest
-
-# Run with coverage report
-IS_TEST=True pytest --cov=app --cov-report=term-missing
-
-# Run specific test file
-IS_TEST=True pytest tests/api/test_auth.py -v
-
-# Generate HTML coverage report
-IS_TEST=True pytest --cov=app --cov-report=html
-open htmlcov/index.html
 ```
-
-**Test types:**
-- **Unit tests**: CRUD operations, utilities, business logic
-- **Integration tests**: API endpoints with database
-- **Security tests**: JWT algorithm attacks, session hijacking, privilege escalation
-- **Error handling tests**: Database failures, validation errors
-
-### Frontend Unit Tests
-
-**High coverage (~97%)** with Jest and React Testing Library.
-
-```bash
-cd frontend
-
-# Run unit tests
-npm test
-
-# Run with coverage
-npm run test:coverage
-
-# Watch mode
-npm run test:watch
-```
-
-**Test types:**
-- Component rendering and interactions
-- Custom hooks behavior
-- State management
-- Utility functions
-- API integration mocks
-
-### End-to-End Tests
-
-**Zero flaky tests** with Playwright covering complete user journeys.
-
-```bash
-cd frontend
-
-# Run E2E tests
-npm run test:e2e
-
-# Run E2E tests in UI mode (recommended for development)
-npm run test:e2e:ui
-
-# Run specific test file
-npx playwright test auth-login.spec.ts
-
-# Generate test report
-npx playwright show-report
-```
-
-**Test coverage:**
-- Complete authentication flows
-- Navigation and routing
-- Form submissions and validation
-- Settings and profile management
-- Session management
-- Admin panel workflows (in progress)
-
----
-
-## 🤖 AI-Friendly Documentation
-
-This project includes comprehensive documentation designed for AI coding assistants:
-
-- **[AGENTS.md](./AGENTS.md)** - Framework-agnostic AI assistant context for PragmaStack
-- **[CLAUDE.md](./CLAUDE.md)** - Claude Code-specific guidance
-
-These files provide AI assistants with the **PragmaStack** architecture, patterns, and best practices.
-
----
-
-## 🗄️ Database Migrations
-
-The template uses Alembic for database migrations:
-
-```bash
-cd backend
-
-# Generate migration from model changes
-python migrate.py generate "description of changes"
-
-# Apply migrations
-python migrate.py apply
-
-# Or do both in one command
-python migrate.py auto "description"
-
-# View migration history
-python migrate.py list
-
-# Check current revision
-python migrate.py current
++====================================================================+
+|                         SYNDARIX CORE                               |
++====================================================================+
+|  +------------------+  +------------------+  +------------------+   |
+|  | Agent Orchestrator|  | Project Manager |  | Workflow Engine  |   |
+|  +------------------+  +------------------+  +------------------+   |
++====================================================================+
+                              |
+                              v
++====================================================================+
+|                    MCP ORCHESTRATION LAYER                          |
+|  All integrations via unified MCP servers with project scoping      |
++====================================================================+
+                              |
+     +------------------------+------------------------+
+     |                        |                        |
++----v----+  +----v----+  +----v----+  +----v----+  +----v----+
+|   LLM   |  |   Git   |  |Knowledge|  |  File   |  |  Code   |
+| Providers|  |   MCP   |  |Base MCP |  |Sys. MCP |  |Analysis |
++---------+  +---------+  +---------+  +---------+  +---------+
 ```
 
 ---
 
-## 📖 Documentation
+## Contributing
 
-### AI Assistant Documentation
-
-- **[AGENTS.md](./AGENTS.md)** - Framework-agnostic AI coding assistant context
-- **[CLAUDE.md](./CLAUDE.md)** - Claude Code-specific guidance and preferences
-
-### Backend Documentation
-
-- **[ARCHITECTURE.md](./backend/docs/ARCHITECTURE.md)** - System architecture and design patterns
-- **[CODING_STANDARDS.md](./backend/docs/CODING_STANDARDS.md)** - Code quality standards
-- **[COMMON_PITFALLS.md](./backend/docs/COMMON_PITFALLS.md)** - Common mistakes to avoid
-- **[FEATURE_EXAMPLE.md](./backend/docs/FEATURE_EXAMPLE.md)** - Step-by-step feature guide
-
-### Frontend Documentation
-
-- **[PragmaStack Design System](./frontend/docs/design-system/)** - Complete design system guide
-  - Quick start, foundations (colors, typography, spacing)
-  - Component library guide
-  - Layout patterns, spacing philosophy
-  - Forms, accessibility, AI guidelines
-- **[E2E Testing Guide](./frontend/e2e/README.md)** - E2E testing setup and best practices
-
-### API Documentation
-
-When the backend is running:
-- **Swagger UI**: http://localhost:8000/docs
-- **ReDoc**: http://localhost:8000/redoc
-- **OpenAPI JSON**: http://localhost:8000/api/v1/openapi.json
+See [CONTRIBUTING.md](./CONTRIBUTING.md) for guidelines.
 
 ---
 
-## 🚢 Deployment
+## License
 
-### Docker Production Deployment
-
-```bash
-# Build and start all services
-docker-compose up -d
-
-# Run migrations
-docker-compose exec backend alembic upgrade head
-
-# View logs
-docker-compose logs -f
-
-# Stop services
-docker-compose down
-```
-
-### Production Checklist
-
-- [ ] Change default superuser credentials
-- [ ] Set strong `SECRET_KEY` in backend `.env`
-- [ ] Configure production database (PostgreSQL)
-- [ ] Set `ENVIRONMENT=production` in backend
-- [ ] Configure CORS origins for your domain
-- [ ] Setup SSL/TLS certificates
-- [ ] Configure email service for password resets
-- [ ] Setup monitoring and logging
-- [ ] Configure backup strategy
-- [ ] Review and adjust rate limits
-- [ ] Test security headers
+MIT License - see [LICENSE](./LICENSE) for details.
 
 ---
 
-## 🛣️ Roadmap & Status
+## Acknowledgments
 
-### ✅ Completed
-- [x] Authentication system (JWT, refresh tokens, session management, OAuth)
-- [x] User management (CRUD, profile, password change)
-- [x] Organization system with RBAC (Owner, Admin, Member)
-- [x] Admin panel (users, organizations, sessions, statistics)
-- [x] **Internationalization (i18n)** with next-intl (English + Italian)
-- [x] Backend testing infrastructure (~97% coverage)
-- [x] Frontend unit testing infrastructure (~97% coverage)
-- [x] Frontend E2E testing (Playwright, zero flaky tests)
-- [x] Design system documentation
-- [x] **Marketing landing page** with animated components
-- [x] **`/dev` documentation portal** with live component examples
-- [x] **Toast notifications** system (Sonner)
-- [x] **Charts and visualizations** (Recharts)
-- [x] **Animation system** (Framer Motion)
-- [x] **Markdown rendering** with syntax highlighting
-- [x] **SEO optimization** (sitemap, robots.txt, locale-aware metadata)
-- [x] Database migrations with helper script
-- [x] Docker deployment
-- [x] API documentation (OpenAPI/Swagger)
-
-### 🚧 In Progress
-- [ ] Email integration (templates ready, SMTP pending)
-
-### 🔮 Planned
-- [ ] GitHub Actions CI/CD pipelines
-- [ ] Dynamic test coverage badges from CI
-- [ ] E2E test coverage reporting
-- [ ] OAuth token encryption at rest (security hardening)
-- [ ] Additional languages (Spanish, French, German, etc.)
-- [ ] SSO/SAML authentication
-- [ ] Real-time notifications with WebSockets
-- [ ] Webhook system
-- [ ] File upload/storage (S3-compatible)
-- [ ] Audit logging system
-- [ ] API versioning example
-
-
----
-
-## 🤝 Contributing
-
-Contributions are welcome! Whether you're fixing bugs, improving documentation, or proposing new features, we'd love your help.
-
-### How to Contribute
-
-1. **Fork the repository**
-2. **Create a feature branch** (`git checkout -b feature/amazing-feature`)
-3. **Make your changes**
-   - Follow existing code style
-   - Add tests for new features
-   - Update documentation as needed
-4. **Run tests** to ensure everything works
-5. **Commit your changes** (`git commit -m 'Add amazing feature'`)
-6. **Push to your branch** (`git push origin feature/amazing-feature`)
-7. **Open a Pull Request**
-
-### Development Guidelines
-
-- Write tests for new features (aim for >90% coverage)
-- Follow the existing architecture patterns
-- Update documentation when adding features
-- Keep commits atomic and well-described
-- Be respectful and constructive in discussions
-
-### Reporting Issues
-
-Found a bug? Have a suggestion? [Open an issue](https://github.com/cardosofelipe/pragma-stack/issues)!
-
-Please include:
-- Clear description of the issue/suggestion
-- Steps to reproduce (for bugs)
-- Expected vs. actual behavior
-- Environment details (OS, Python/Node version, etc.)
-
----
-
-## 📄 License
-
-This project is licensed under the **MIT License** - see the [LICENSE](./LICENSE) file for details.
-
-**TL;DR**: You can use this template for any purpose, commercial or non-commercial. Attribution is appreciated but not required!
-
----
-
-## 🙏 Acknowledgments
-
-This template is built on the shoulders of giants:
-
-- [FastAPI](https://fastapi.tiangolo.com/) by Sebastián Ramírez
-- [Next.js](https://nextjs.org/) by Vercel
-- [shadcn/ui](https://ui.shadcn.com/) by shadcn
-- [TanStack Query](https://tanstack.com/query) by Tanner Linsley
-- [Playwright](https://playwright.dev/) by Microsoft
-- And countless other open-source projects that make modern development possible
-
----
-
-## 💬 Questions?
-
-- **Documentation**: Check the `/docs` folders in backend and frontend
-- **Issues**: [GitHub Issues](https://github.com/cardosofelipe/pragma-stack/issues)
-- **Discussions**: [GitHub Discussions](https://github.com/cardosofelipe/pragma-stack/discussions)
-
----
-
-## ⭐ Star This Repo
-
-If this template saves you time, consider giving it a star! It helps others discover the project and motivates continued development.
-
-**Happy coding! 🚀**
-
----
-
-<div align="center">
-Made with ❤️ by a developer who got tired of rebuilding the same boilerplate
-</div>
+- Built on [PragmaStack](https://gitea.pragmazest.com/cardosofelipe/fast-next-template)
+- Powered by Claude and the Anthropic API

backend/Dockerfile

@@ -7,7 +7,10 @@ ENV PYTHONDONTWRITEBYTECODE=1 \
     PYTHONPATH=/app \
     UV_COMPILE_BYTECODE=1 \
     UV_LINK_MODE=copy \
-    UV_NO_CACHE=1
+    UV_NO_CACHE=1 \
+    UV_PROJECT_ENVIRONMENT=/opt/venv \
+    VIRTUAL_ENV=/opt/venv \
+    PATH="/opt/venv/bin:$PATH"
 
 # Install system dependencies and uv
 RUN apt-get update && \
@@ -20,7 +23,7 @@ RUN apt-get update && \
 # Copy dependency files
 COPY pyproject.toml uv.lock ./
 
-# Install dependencies using uv (development mode with dev dependencies)
+# Install dependencies using uv into /opt/venv (outside /app to survive bind mounts)
 RUN uv sync --extra dev --frozen
 
 # Copy application code
@@ -45,7 +48,10 @@ ENV PYTHONDONTWRITEBYTECODE=1 \
     PYTHONPATH=/app \
     UV_COMPILE_BYTECODE=1 \
     UV_LINK_MODE=copy \
-    UV_NO_CACHE=1
+    UV_NO_CACHE=1 \
+    UV_PROJECT_ENVIRONMENT=/opt/venv \
+    VIRTUAL_ENV=/opt/venv \
+    PATH="/opt/venv/bin:$PATH"
 
 # Install system dependencies and uv
 RUN apt-get update && \
@@ -58,7 +64,7 @@ RUN apt-get update && \
 # Copy dependency files
 COPY pyproject.toml uv.lock ./
 
-# Install only production dependencies using uv (no dev dependencies)
+# Install only production dependencies using uv into /opt/venv
 RUN uv sync --frozen --no-dev
 
 # Copy application code
@@ -67,7 +73,7 @@ COPY entrypoint.sh /usr/local/bin/
 RUN chmod +x /usr/local/bin/entrypoint.sh
 
 # Set ownership to non-root user
-RUN chown -R appuser:appuser /app
+RUN chown -R appuser:appuser /app /opt/venv
 
 # Switch to non-root user
 USER appuser
@@ -77,4 +83,4 @@ HEALTHCHECK --interval=30s --timeout=10s --start-period=40s --retries=3 \
     CMD curl -f http://localhost:8000/health || exit 1
 
 ENTRYPOINT ["/usr/local/bin/entrypoint.sh"]
-CMD ["uv", "run", "uvicorn", "app.main:app", "--host", "0.0.0.0", "--port", "8000"]
+CMD ["uvicorn", "app.main:app", "--host", "0.0.0.0", "--port", "8000"]

backend/Makefile

@@ -1,4 +1,4 @@
-.PHONY: help lint lint-fix format format-check type-check test test-cov validate clean install-dev sync check-docker install-e2e test-e2e test-e2e-schema test-all
+.PHONY: help lint lint-fix format format-check type-check test test-cov validate clean install-dev sync check-docker install-e2e test-e2e test-e2e-schema test-all test-integration
 
 # Default target
 help:
@@ -22,6 +22,7 @@ help:
 	@echo "  make test-cov      - Run pytest with coverage report"
 	@echo "  make test-e2e      - Run E2E tests (PostgreSQL, requires Docker)"
 	@echo "  make test-e2e-schema - Run Schemathesis API schema tests"
+	@echo "  make test-integration - Run MCP integration tests (requires running stack)"
 	@echo "  make test-all      - Run all tests (unit + E2E)"
 	@echo "  make check-docker  - Check if Docker is available"
 	@echo ""
@@ -79,9 +80,18 @@ test:
 
 test-cov:
 	@echo "🧪 Running tests with coverage..."
-	@IS_TEST=True PYTHONPATH=. uv run pytest --cov=app --cov-report=term-missing --cov-report=html -n 16
+	@IS_TEST=True PYTHONPATH=. uv run pytest --cov=app --cov-report=term-missing --cov-report=html -n 20
 	@echo "📊 Coverage report generated in htmlcov/index.html"
 
+# ============================================================================
+# Integration Testing (requires running stack: make dev)
+# ============================================================================
+
+test-integration:
+	@echo "🧪 Running MCP integration tests..."
+	@echo "Note: Requires running stack (make dev from project root)"
+	@RUN_INTEGRATION_TESTS=true IS_TEST=True PYTHONPATH=. uv run pytest tests/integration/ -v
+
 # ============================================================================
 # E2E Testing (requires Docker)
 # ============================================================================

backend/README.md

@@ -1,6 +1,6 @@
-# PragmaStack Backend API
+# Syndarix Backend API
 
-> The pragmatic, production-ready FastAPI backend for PragmaStack.
+> The pragmatic, production-ready FastAPI backend for Syndarix.
 
 ## Overview
 

backend/app/alembic/env.py

@@ -40,6 +40,7 @@ def include_object(object, name, type_, reflected, compare_to):
             return False
     return True
 
+
 # Interpret the config file for Python logging.
 # This line sets up loggers basically.
 if config.config_file_name is not None:

backend/app/alembic/versions/0001_initial_models.py

@@ -1,262 +1,446 @@
 """initial models
 
 Revision ID: 0001
-Revises: 
+Revises:
 Create Date: 2025-11-27 09:08:09.464506
 
 """
-from typing import Sequence, Union
 
-from alembic import op
+from collections.abc import Sequence
+
 import sqlalchemy as sa
+from alembic import op
 from sqlalchemy.dialects import postgresql
 
 # revision identifiers, used by Alembic.
-revision: str = '0001'
-down_revision: Union[str, None] = None
-branch_labels: Union[str, Sequence[str], None] = None
-depends_on: Union[str, Sequence[str], None] = None
+revision: str = "0001"
+down_revision: str | None = None
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
 
 
 def upgrade() -> None:
     # ### commands auto generated by Alembic - please adjust! ###
-    op.create_table('oauth_states',
-    sa.Column('state', sa.String(length=255), nullable=False),
-    sa.Column('code_verifier', sa.String(length=128), nullable=True),
-    sa.Column('nonce', sa.String(length=255), nullable=True),
-    sa.Column('provider', sa.String(length=50), nullable=False),
-    sa.Column('redirect_uri', sa.String(length=500), nullable=True),
-    sa.Column('user_id', sa.UUID(), nullable=True),
-    sa.Column('expires_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.PrimaryKeyConstraint('id')
+    op.create_table(
+        "oauth_states",
+        sa.Column("state", sa.String(length=255), nullable=False),
+        sa.Column("code_verifier", sa.String(length=128), nullable=True),
+        sa.Column("nonce", sa.String(length=255), nullable=True),
+        sa.Column("provider", sa.String(length=50), nullable=False),
+        sa.Column("redirect_uri", sa.String(length=500), nullable=True),
+        sa.Column("user_id", sa.UUID(), nullable=True),
+        sa.Column("expires_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.PrimaryKeyConstraint("id"),
     )
-    op.create_index(op.f('ix_oauth_states_state'), 'oauth_states', ['state'], unique=True)
-    op.create_table('organizations',
-    sa.Column('name', sa.String(length=255), nullable=False),
-    sa.Column('slug', sa.String(length=255), nullable=False),
-    sa.Column('description', sa.Text(), nullable=True),
-    sa.Column('is_active', sa.Boolean(), nullable=False),
-    sa.Column('settings', postgresql.JSONB(astext_type=sa.Text()), nullable=True),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.PrimaryKeyConstraint('id')
+    op.create_index(
+        op.f("ix_oauth_states_state"), "oauth_states", ["state"], unique=True
     )
-    op.create_index(op.f('ix_organizations_is_active'), 'organizations', ['is_active'], unique=False)
-    op.create_index(op.f('ix_organizations_name'), 'organizations', ['name'], unique=False)
-    op.create_index('ix_organizations_name_active', 'organizations', ['name', 'is_active'], unique=False)
-    op.create_index(op.f('ix_organizations_slug'), 'organizations', ['slug'], unique=True)
-    op.create_index('ix_organizations_slug_active', 'organizations', ['slug', 'is_active'], unique=False)
-    op.create_table('users',
-    sa.Column('email', sa.String(length=255), nullable=False),
-    sa.Column('password_hash', sa.String(length=255), nullable=True),
-    sa.Column('first_name', sa.String(length=100), nullable=False),
-    sa.Column('last_name', sa.String(length=100), nullable=True),
-    sa.Column('phone_number', sa.String(length=20), nullable=True),
-    sa.Column('is_active', sa.Boolean(), nullable=False),
-    sa.Column('is_superuser', sa.Boolean(), nullable=False),
-    sa.Column('preferences', postgresql.JSONB(astext_type=sa.Text()), nullable=True),
-    sa.Column('locale', sa.String(length=10), nullable=True),
-    sa.Column('deleted_at', sa.DateTime(timezone=True), nullable=True),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.PrimaryKeyConstraint('id')
+    op.create_table(
+        "organizations",
+        sa.Column("name", sa.String(length=255), nullable=False),
+        sa.Column("slug", sa.String(length=255), nullable=False),
+        sa.Column("description", sa.Text(), nullable=True),
+        sa.Column("is_active", sa.Boolean(), nullable=False),
+        sa.Column("settings", postgresql.JSONB(astext_type=sa.Text()), nullable=True),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.PrimaryKeyConstraint("id"),
     )
-    op.create_index(op.f('ix_users_deleted_at'), 'users', ['deleted_at'], unique=False)
-    op.create_index(op.f('ix_users_email'), 'users', ['email'], unique=True)
-    op.create_index(op.f('ix_users_is_active'), 'users', ['is_active'], unique=False)
-    op.create_index(op.f('ix_users_is_superuser'), 'users', ['is_superuser'], unique=False)
-    op.create_index(op.f('ix_users_locale'), 'users', ['locale'], unique=False)
-    op.create_table('oauth_accounts',
-    sa.Column('user_id', sa.UUID(), nullable=False),
-    sa.Column('provider', sa.String(length=50), nullable=False),
-    sa.Column('provider_user_id', sa.String(length=255), nullable=False),
-    sa.Column('provider_email', sa.String(length=255), nullable=True),
-    sa.Column('access_token_encrypted', sa.String(length=2048), nullable=True),
-    sa.Column('refresh_token_encrypted', sa.String(length=2048), nullable=True),
-    sa.Column('token_expires_at', sa.DateTime(timezone=True), nullable=True),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.ForeignKeyConstraint(['user_id'], ['users.id'], ondelete='CASCADE'),
-    sa.PrimaryKeyConstraint('id'),
-    sa.UniqueConstraint('provider', 'provider_user_id', name='uq_oauth_provider_user')
+    op.create_index(
+        op.f("ix_organizations_is_active"), "organizations", ["is_active"], unique=False
     )
-    op.create_index(op.f('ix_oauth_accounts_provider'), 'oauth_accounts', ['provider'], unique=False)
-    op.create_index(op.f('ix_oauth_accounts_provider_email'), 'oauth_accounts', ['provider_email'], unique=False)
-    op.create_index(op.f('ix_oauth_accounts_user_id'), 'oauth_accounts', ['user_id'], unique=False)
-    op.create_index('ix_oauth_accounts_user_provider', 'oauth_accounts', ['user_id', 'provider'], unique=False)
-    op.create_table('oauth_clients',
-    sa.Column('client_id', sa.String(length=64), nullable=False),
-    sa.Column('client_secret_hash', sa.String(length=255), nullable=True),
-    sa.Column('client_name', sa.String(length=255), nullable=False),
-    sa.Column('client_description', sa.String(length=1000), nullable=True),
-    sa.Column('client_type', sa.String(length=20), nullable=False),
-    sa.Column('redirect_uris', postgresql.JSONB(astext_type=sa.Text()), nullable=False),
-    sa.Column('allowed_scopes', postgresql.JSONB(astext_type=sa.Text()), nullable=False),
-    sa.Column('access_token_lifetime', sa.String(length=10), nullable=False),
-    sa.Column('refresh_token_lifetime', sa.String(length=10), nullable=False),
-    sa.Column('is_active', sa.Boolean(), nullable=False),
-    sa.Column('owner_user_id', sa.UUID(), nullable=True),
-    sa.Column('mcp_server_url', sa.String(length=2048), nullable=True),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.ForeignKeyConstraint(['owner_user_id'], ['users.id'], ondelete='SET NULL'),
-    sa.PrimaryKeyConstraint('id')
+    op.create_index(
+        op.f("ix_organizations_name"), "organizations", ["name"], unique=False
     )
-    op.create_index(op.f('ix_oauth_clients_client_id'), 'oauth_clients', ['client_id'], unique=True)
-    op.create_index(op.f('ix_oauth_clients_is_active'), 'oauth_clients', ['is_active'], unique=False)
-    op.create_table('user_organizations',
-    sa.Column('user_id', sa.UUID(), nullable=False),
-    sa.Column('organization_id', sa.UUID(), nullable=False),
-    sa.Column('role', sa.Enum('OWNER', 'ADMIN', 'MEMBER', 'GUEST', name='organizationrole'), nullable=False),
-    sa.Column('is_active', sa.Boolean(), nullable=False),
-    sa.Column('custom_permissions', sa.String(length=500), nullable=True),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.ForeignKeyConstraint(['organization_id'], ['organizations.id'], ondelete='CASCADE'),
-    sa.ForeignKeyConstraint(['user_id'], ['users.id'], ondelete='CASCADE'),
-    sa.PrimaryKeyConstraint('user_id', 'organization_id')
+    op.create_index(
+        "ix_organizations_name_active",
+        "organizations",
+        ["name", "is_active"],
+        unique=False,
     )
-    op.create_index('ix_user_org_org_active', 'user_organizations', ['organization_id', 'is_active'], unique=False)
-    op.create_index('ix_user_org_role', 'user_organizations', ['role'], unique=False)
-    op.create_index('ix_user_org_user_active', 'user_organizations', ['user_id', 'is_active'], unique=False)
-    op.create_index(op.f('ix_user_organizations_is_active'), 'user_organizations', ['is_active'], unique=False)
-    op.create_table('user_sessions',
-    sa.Column('user_id', sa.UUID(), nullable=False),
-    sa.Column('refresh_token_jti', sa.String(length=255), nullable=False),
-    sa.Column('device_name', sa.String(length=255), nullable=True),
-    sa.Column('device_id', sa.String(length=255), nullable=True),
-    sa.Column('ip_address', sa.String(length=45), nullable=True),
-    sa.Column('user_agent', sa.String(length=500), nullable=True),
-    sa.Column('last_used_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('expires_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('is_active', sa.Boolean(), nullable=False),
-    sa.Column('location_city', sa.String(length=100), nullable=True),
-    sa.Column('location_country', sa.String(length=100), nullable=True),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.ForeignKeyConstraint(['user_id'], ['users.id'], ondelete='CASCADE'),
-    sa.PrimaryKeyConstraint('id')
+    op.create_index(
+        op.f("ix_organizations_slug"), "organizations", ["slug"], unique=True
     )
-    op.create_index(op.f('ix_user_sessions_is_active'), 'user_sessions', ['is_active'], unique=False)
-    op.create_index('ix_user_sessions_jti_active', 'user_sessions', ['refresh_token_jti', 'is_active'], unique=False)
-    op.create_index(op.f('ix_user_sessions_refresh_token_jti'), 'user_sessions', ['refresh_token_jti'], unique=True)
-    op.create_index('ix_user_sessions_user_active', 'user_sessions', ['user_id', 'is_active'], unique=False)
-    op.create_index(op.f('ix_user_sessions_user_id'), 'user_sessions', ['user_id'], unique=False)
-    op.create_table('oauth_authorization_codes',
-    sa.Column('code', sa.String(length=128), nullable=False),
-    sa.Column('client_id', sa.String(length=64), nullable=False),
-    sa.Column('user_id', sa.UUID(), nullable=False),
-    sa.Column('redirect_uri', sa.String(length=2048), nullable=False),
-    sa.Column('scope', sa.String(length=1000), nullable=False),
-    sa.Column('code_challenge', sa.String(length=128), nullable=True),
-    sa.Column('code_challenge_method', sa.String(length=10), nullable=True),
-    sa.Column('state', sa.String(length=256), nullable=True),
-    sa.Column('nonce', sa.String(length=256), nullable=True),
-    sa.Column('expires_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('used', sa.Boolean(), nullable=False),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.ForeignKeyConstraint(['client_id'], ['oauth_clients.client_id'], ondelete='CASCADE'),
-    sa.ForeignKeyConstraint(['user_id'], ['users.id'], ondelete='CASCADE'),
-    sa.PrimaryKeyConstraint('id')
+    op.create_index(
+        "ix_organizations_slug_active",
+        "organizations",
+        ["slug", "is_active"],
+        unique=False,
     )
-    op.create_index('ix_oauth_authorization_codes_client_user', 'oauth_authorization_codes', ['client_id', 'user_id'], unique=False)
-    op.create_index(op.f('ix_oauth_authorization_codes_code'), 'oauth_authorization_codes', ['code'], unique=True)
-    op.create_index('ix_oauth_authorization_codes_expires_at', 'oauth_authorization_codes', ['expires_at'], unique=False)
-    op.create_table('oauth_consents',
-    sa.Column('user_id', sa.UUID(), nullable=False),
-    sa.Column('client_id', sa.String(length=64), nullable=False),
-    sa.Column('granted_scopes', sa.String(length=1000), nullable=False),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.ForeignKeyConstraint(['client_id'], ['oauth_clients.client_id'], ondelete='CASCADE'),
-    sa.ForeignKeyConstraint(['user_id'], ['users.id'], ondelete='CASCADE'),
-    sa.PrimaryKeyConstraint('id')
+    op.create_table(
+        "users",
+        sa.Column("email", sa.String(length=255), nullable=False),
+        sa.Column("password_hash", sa.String(length=255), nullable=True),
+        sa.Column("first_name", sa.String(length=100), nullable=False),
+        sa.Column("last_name", sa.String(length=100), nullable=True),
+        sa.Column("phone_number", sa.String(length=20), nullable=True),
+        sa.Column("is_active", sa.Boolean(), nullable=False),
+        sa.Column("is_superuser", sa.Boolean(), nullable=False),
+        sa.Column(
+            "preferences", postgresql.JSONB(astext_type=sa.Text()), nullable=True
+        ),
+        sa.Column("locale", sa.String(length=10), nullable=True),
+        sa.Column("deleted_at", sa.DateTime(timezone=True), nullable=True),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.PrimaryKeyConstraint("id"),
     )
-    op.create_index('ix_oauth_consents_user_client', 'oauth_consents', ['user_id', 'client_id'], unique=True)
-    op.create_table('oauth_provider_refresh_tokens',
-    sa.Column('token_hash', sa.String(length=64), nullable=False),
-    sa.Column('jti', sa.String(length=64), nullable=False),
-    sa.Column('client_id', sa.String(length=64), nullable=False),
-    sa.Column('user_id', sa.UUID(), nullable=False),
-    sa.Column('scope', sa.String(length=1000), nullable=False),
-    sa.Column('expires_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('revoked', sa.Boolean(), nullable=False),
-    sa.Column('last_used_at', sa.DateTime(timezone=True), nullable=True),
-    sa.Column('device_info', sa.String(length=500), nullable=True),
-    sa.Column('ip_address', sa.String(length=45), nullable=True),
-    sa.Column('id', sa.UUID(), nullable=False),
-    sa.Column('created_at', sa.DateTime(timezone=True), nullable=False),
-    sa.Column('updated_at', sa.DateTime(timezone=True), nullable=False),
-    sa.ForeignKeyConstraint(['client_id'], ['oauth_clients.client_id'], ondelete='CASCADE'),
-    sa.ForeignKeyConstraint(['user_id'], ['users.id'], ondelete='CASCADE'),
-    sa.PrimaryKeyConstraint('id')
+    op.create_index(op.f("ix_users_deleted_at"), "users", ["deleted_at"], unique=False)
+    op.create_index(op.f("ix_users_email"), "users", ["email"], unique=True)
+    op.create_index(op.f("ix_users_is_active"), "users", ["is_active"], unique=False)
+    op.create_index(
+        op.f("ix_users_is_superuser"), "users", ["is_superuser"], unique=False
+    )
+    op.create_index(op.f("ix_users_locale"), "users", ["locale"], unique=False)
+    op.create_table(
+        "oauth_accounts",
+        sa.Column("user_id", sa.UUID(), nullable=False),
+        sa.Column("provider", sa.String(length=50), nullable=False),
+        sa.Column("provider_user_id", sa.String(length=255), nullable=False),
+        sa.Column("provider_email", sa.String(length=255), nullable=True),
+        sa.Column("access_token_encrypted", sa.String(length=2048), nullable=True),
+        sa.Column("refresh_token_encrypted", sa.String(length=2048), nullable=True),
+        sa.Column("token_expires_at", sa.DateTime(timezone=True), nullable=True),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.ForeignKeyConstraint(["user_id"], ["users.id"], ondelete="CASCADE"),
+        sa.PrimaryKeyConstraint("id"),
+        sa.UniqueConstraint(
+            "provider", "provider_user_id", name="uq_oauth_provider_user"
+        ),
+    )
+    op.create_index(
+        op.f("ix_oauth_accounts_provider"), "oauth_accounts", ["provider"], unique=False
+    )
+    op.create_index(
+        op.f("ix_oauth_accounts_provider_email"),
+        "oauth_accounts",
+        ["provider_email"],
+        unique=False,
+    )
+    op.create_index(
+        op.f("ix_oauth_accounts_user_id"), "oauth_accounts", ["user_id"], unique=False
+    )
+    op.create_index(
+        "ix_oauth_accounts_user_provider",
+        "oauth_accounts",
+        ["user_id", "provider"],
+        unique=False,
+    )
+    op.create_table(
+        "oauth_clients",
+        sa.Column("client_id", sa.String(length=64), nullable=False),
+        sa.Column("client_secret_hash", sa.String(length=255), nullable=True),
+        sa.Column("client_name", sa.String(length=255), nullable=False),
+        sa.Column("client_description", sa.String(length=1000), nullable=True),
+        sa.Column("client_type", sa.String(length=20), nullable=False),
+        sa.Column(
+            "redirect_uris", postgresql.JSONB(astext_type=sa.Text()), nullable=False
+        ),
+        sa.Column(
+            "allowed_scopes", postgresql.JSONB(astext_type=sa.Text()), nullable=False
+        ),
+        sa.Column("access_token_lifetime", sa.String(length=10), nullable=False),
+        sa.Column("refresh_token_lifetime", sa.String(length=10), nullable=False),
+        sa.Column("is_active", sa.Boolean(), nullable=False),
+        sa.Column("owner_user_id", sa.UUID(), nullable=True),
+        sa.Column("mcp_server_url", sa.String(length=2048), nullable=True),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.ForeignKeyConstraint(["owner_user_id"], ["users.id"], ondelete="SET NULL"),
+        sa.PrimaryKeyConstraint("id"),
+    )
+    op.create_index(
+        op.f("ix_oauth_clients_client_id"), "oauth_clients", ["client_id"], unique=True
+    )
+    op.create_index(
+        op.f("ix_oauth_clients_is_active"), "oauth_clients", ["is_active"], unique=False
+    )
+    op.create_table(
+        "user_organizations",
+        sa.Column("user_id", sa.UUID(), nullable=False),
+        sa.Column("organization_id", sa.UUID(), nullable=False),
+        sa.Column(
+            "role",
+            sa.Enum("OWNER", "ADMIN", "MEMBER", "GUEST", name="organizationrole"),
+            nullable=False,
+        ),
+        sa.Column("is_active", sa.Boolean(), nullable=False),
+        sa.Column("custom_permissions", sa.String(length=500), nullable=True),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.ForeignKeyConstraint(
+            ["organization_id"], ["organizations.id"], ondelete="CASCADE"
+        ),
+        sa.ForeignKeyConstraint(["user_id"], ["users.id"], ondelete="CASCADE"),
+        sa.PrimaryKeyConstraint("user_id", "organization_id"),
+    )
+    op.create_index(
+        "ix_user_org_org_active",
+        "user_organizations",
+        ["organization_id", "is_active"],
+        unique=False,
+    )
+    op.create_index("ix_user_org_role", "user_organizations", ["role"], unique=False)
+    op.create_index(
+        "ix_user_org_user_active",
+        "user_organizations",
+        ["user_id", "is_active"],
+        unique=False,
+    )
+    op.create_index(
+        op.f("ix_user_organizations_is_active"),
+        "user_organizations",
+        ["is_active"],
+        unique=False,
+    )
+    op.create_table(
+        "user_sessions",
+        sa.Column("user_id", sa.UUID(), nullable=False),
+        sa.Column("refresh_token_jti", sa.String(length=255), nullable=False),
+        sa.Column("device_name", sa.String(length=255), nullable=True),
+        sa.Column("device_id", sa.String(length=255), nullable=True),
+        sa.Column("ip_address", sa.String(length=45), nullable=True),
+        sa.Column("user_agent", sa.String(length=500), nullable=True),
+        sa.Column("last_used_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("expires_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("is_active", sa.Boolean(), nullable=False),
+        sa.Column("location_city", sa.String(length=100), nullable=True),
+        sa.Column("location_country", sa.String(length=100), nullable=True),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.ForeignKeyConstraint(["user_id"], ["users.id"], ondelete="CASCADE"),
+        sa.PrimaryKeyConstraint("id"),
+    )
+    op.create_index(
+        op.f("ix_user_sessions_is_active"), "user_sessions", ["is_active"], unique=False
+    )
+    op.create_index(
+        "ix_user_sessions_jti_active",
+        "user_sessions",
+        ["refresh_token_jti", "is_active"],
+        unique=False,
+    )
+    op.create_index(
+        op.f("ix_user_sessions_refresh_token_jti"),
+        "user_sessions",
+        ["refresh_token_jti"],
+        unique=True,
+    )
+    op.create_index(
+        "ix_user_sessions_user_active",
+        "user_sessions",
+        ["user_id", "is_active"],
+        unique=False,
+    )
+    op.create_index(
+        op.f("ix_user_sessions_user_id"), "user_sessions", ["user_id"], unique=False
+    )
+    op.create_table(
+        "oauth_authorization_codes",
+        sa.Column("code", sa.String(length=128), nullable=False),
+        sa.Column("client_id", sa.String(length=64), nullable=False),
+        sa.Column("user_id", sa.UUID(), nullable=False),
+        sa.Column("redirect_uri", sa.String(length=2048), nullable=False),
+        sa.Column("scope", sa.String(length=1000), nullable=False),
+        sa.Column("code_challenge", sa.String(length=128), nullable=True),
+        sa.Column("code_challenge_method", sa.String(length=10), nullable=True),
+        sa.Column("state", sa.String(length=256), nullable=True),
+        sa.Column("nonce", sa.String(length=256), nullable=True),
+        sa.Column("expires_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("used", sa.Boolean(), nullable=False),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.ForeignKeyConstraint(
+            ["client_id"], ["oauth_clients.client_id"], ondelete="CASCADE"
+        ),
+        sa.ForeignKeyConstraint(["user_id"], ["users.id"], ondelete="CASCADE"),
+        sa.PrimaryKeyConstraint("id"),
+    )
+    op.create_index(
+        "ix_oauth_authorization_codes_client_user",
+        "oauth_authorization_codes",
+        ["client_id", "user_id"],
+        unique=False,
+    )
+    op.create_index(
+        op.f("ix_oauth_authorization_codes_code"),
+        "oauth_authorization_codes",
+        ["code"],
+        unique=True,
+    )
+    op.create_index(
+        "ix_oauth_authorization_codes_expires_at",
+        "oauth_authorization_codes",
+        ["expires_at"],
+        unique=False,
+    )
+    op.create_table(
+        "oauth_consents",
+        sa.Column("user_id", sa.UUID(), nullable=False),
+        sa.Column("client_id", sa.String(length=64), nullable=False),
+        sa.Column("granted_scopes", sa.String(length=1000), nullable=False),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.ForeignKeyConstraint(
+            ["client_id"], ["oauth_clients.client_id"], ondelete="CASCADE"
+        ),
+        sa.ForeignKeyConstraint(["user_id"], ["users.id"], ondelete="CASCADE"),
+        sa.PrimaryKeyConstraint("id"),
+    )
+    op.create_index(
+        "ix_oauth_consents_user_client",
+        "oauth_consents",
+        ["user_id", "client_id"],
+        unique=True,
+    )
+    op.create_table(
+        "oauth_provider_refresh_tokens",
+        sa.Column("token_hash", sa.String(length=64), nullable=False),
+        sa.Column("jti", sa.String(length=64), nullable=False),
+        sa.Column("client_id", sa.String(length=64), nullable=False),
+        sa.Column("user_id", sa.UUID(), nullable=False),
+        sa.Column("scope", sa.String(length=1000), nullable=False),
+        sa.Column("expires_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("revoked", sa.Boolean(), nullable=False),
+        sa.Column("last_used_at", sa.DateTime(timezone=True), nullable=True),
+        sa.Column("device_info", sa.String(length=500), nullable=True),
+        sa.Column("ip_address", sa.String(length=45), nullable=True),
+        sa.Column("id", sa.UUID(), nullable=False),
+        sa.Column("created_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("updated_at", sa.DateTime(timezone=True), nullable=False),
+        sa.ForeignKeyConstraint(
+            ["client_id"], ["oauth_clients.client_id"], ondelete="CASCADE"
+        ),
+        sa.ForeignKeyConstraint(["user_id"], ["users.id"], ondelete="CASCADE"),
+        sa.PrimaryKeyConstraint("id"),
+    )
+    op.create_index(
+        "ix_oauth_provider_refresh_tokens_client_user",
+        "oauth_provider_refresh_tokens",
+        ["client_id", "user_id"],
+        unique=False,
+    )
+    op.create_index(
+        "ix_oauth_provider_refresh_tokens_expires_at",
+        "oauth_provider_refresh_tokens",
+        ["expires_at"],
+        unique=False,
+    )
+    op.create_index(
+        op.f("ix_oauth_provider_refresh_tokens_jti"),
+        "oauth_provider_refresh_tokens",
+        ["jti"],
+        unique=True,
+    )
+    op.create_index(
+        op.f("ix_oauth_provider_refresh_tokens_revoked"),
+        "oauth_provider_refresh_tokens",
+        ["revoked"],
+        unique=False,
+    )
+    op.create_index(
+        op.f("ix_oauth_provider_refresh_tokens_token_hash"),
+        "oauth_provider_refresh_tokens",
+        ["token_hash"],
+        unique=True,
+    )
+    op.create_index(
+        "ix_oauth_provider_refresh_tokens_user_revoked",
+        "oauth_provider_refresh_tokens",
+        ["user_id", "revoked"],
+        unique=False,
     )
-    op.create_index('ix_oauth_provider_refresh_tokens_client_user', 'oauth_provider_refresh_tokens', ['client_id', 'user_id'], unique=False)
-    op.create_index('ix_oauth_provider_refresh_tokens_expires_at', 'oauth_provider_refresh_tokens', ['expires_at'], unique=False)
-    op.create_index(op.f('ix_oauth_provider_refresh_tokens_jti'), 'oauth_provider_refresh_tokens', ['jti'], unique=True)
-    op.create_index(op.f('ix_oauth_provider_refresh_tokens_revoked'), 'oauth_provider_refresh_tokens', ['revoked'], unique=False)
-    op.create_index(op.f('ix_oauth_provider_refresh_tokens_token_hash'), 'oauth_provider_refresh_tokens', ['token_hash'], unique=True)
-    op.create_index('ix_oauth_provider_refresh_tokens_user_revoked', 'oauth_provider_refresh_tokens', ['user_id', 'revoked'], unique=False)
     # ### end Alembic commands ###
 
 
 def downgrade() -> None:
     # ### commands auto generated by Alembic - please adjust! ###
-    op.drop_index('ix_oauth_provider_refresh_tokens_user_revoked', table_name='oauth_provider_refresh_tokens')
-    op.drop_index(op.f('ix_oauth_provider_refresh_tokens_token_hash'), table_name='oauth_provider_refresh_tokens')
-    op.drop_index(op.f('ix_oauth_provider_refresh_tokens_revoked'), table_name='oauth_provider_refresh_tokens')
-    op.drop_index(op.f('ix_oauth_provider_refresh_tokens_jti'), table_name='oauth_provider_refresh_tokens')
-    op.drop_index('ix_oauth_provider_refresh_tokens_expires_at', table_name='oauth_provider_refresh_tokens')
-    op.drop_index('ix_oauth_provider_refresh_tokens_client_user', table_name='oauth_provider_refresh_tokens')
-    op.drop_table('oauth_provider_refresh_tokens')
-    op.drop_index('ix_oauth_consents_user_client', table_name='oauth_consents')
-    op.drop_table('oauth_consents')
-    op.drop_index('ix_oauth_authorization_codes_expires_at', table_name='oauth_authorization_codes')
-    op.drop_index(op.f('ix_oauth_authorization_codes_code'), table_name='oauth_authorization_codes')
-    op.drop_index('ix_oauth_authorization_codes_client_user', table_name='oauth_authorization_codes')
-    op.drop_table('oauth_authorization_codes')
-    op.drop_index(op.f('ix_user_sessions_user_id'), table_name='user_sessions')
-    op.drop_index('ix_user_sessions_user_active', table_name='user_sessions')
-    op.drop_index(op.f('ix_user_sessions_refresh_token_jti'), table_name='user_sessions')
-    op.drop_index('ix_user_sessions_jti_active', table_name='user_sessions')
-    op.drop_index(op.f('ix_user_sessions_is_active'), table_name='user_sessions')
-    op.drop_table('user_sessions')
-    op.drop_index(op.f('ix_user_organizations_is_active'), table_name='user_organizations')
-    op.drop_index('ix_user_org_user_active', table_name='user_organizations')
-    op.drop_index('ix_user_org_role', table_name='user_organizations')
-    op.drop_index('ix_user_org_org_active', table_name='user_organizations')
-    op.drop_table('user_organizations')
-    op.drop_index(op.f('ix_oauth_clients_is_active'), table_name='oauth_clients')
-    op.drop_index(op.f('ix_oauth_clients_client_id'), table_name='oauth_clients')
-    op.drop_table('oauth_clients')
-    op.drop_index('ix_oauth_accounts_user_provider', table_name='oauth_accounts')
-    op.drop_index(op.f('ix_oauth_accounts_user_id'), table_name='oauth_accounts')
-    op.drop_index(op.f('ix_oauth_accounts_provider_email'), table_name='oauth_accounts')
-    op.drop_index(op.f('ix_oauth_accounts_provider'), table_name='oauth_accounts')
-    op.drop_table('oauth_accounts')
-    op.drop_index(op.f('ix_users_locale'), table_name='users')
-    op.drop_index(op.f('ix_users_is_superuser'), table_name='users')
-    op.drop_index(op.f('ix_users_is_active'), table_name='users')
-    op.drop_index(op.f('ix_users_email'), table_name='users')
-    op.drop_index(op.f('ix_users_deleted_at'), table_name='users')
-    op.drop_table('users')
-    op.drop_index('ix_organizations_slug_active', table_name='organizations')
-    op.drop_index(op.f('ix_organizations_slug'), table_name='organizations')
-    op.drop_index('ix_organizations_name_active', table_name='organizations')
-    op.drop_index(op.f('ix_organizations_name'), table_name='organizations')
-    op.drop_index(op.f('ix_organizations_is_active'), table_name='organizations')
-    op.drop_table('organizations')
-    op.drop_index(op.f('ix_oauth_states_state'), table_name='oauth_states')
-    op.drop_table('oauth_states')
+    op.drop_index(
+        "ix_oauth_provider_refresh_tokens_user_revoked",
+        table_name="oauth_provider_refresh_tokens",
+    )
+    op.drop_index(
+        op.f("ix_oauth_provider_refresh_tokens_token_hash"),
+        table_name="oauth_provider_refresh_tokens",
+    )
+    op.drop_index(
+        op.f("ix_oauth_provider_refresh_tokens_revoked"),
+        table_name="oauth_provider_refresh_tokens",
+    )
+    op.drop_index(
+        op.f("ix_oauth_provider_refresh_tokens_jti"),
+        table_name="oauth_provider_refresh_tokens",
+    )
+    op.drop_index(
+        "ix_oauth_provider_refresh_tokens_expires_at",
+        table_name="oauth_provider_refresh_tokens",
+    )
+    op.drop_index(
+        "ix_oauth_provider_refresh_tokens_client_user",
+        table_name="oauth_provider_refresh_tokens",
+    )
+    op.drop_table("oauth_provider_refresh_tokens")
+    op.drop_index("ix_oauth_consents_user_client", table_name="oauth_consents")
+    op.drop_table("oauth_consents")
+    op.drop_index(
+        "ix_oauth_authorization_codes_expires_at",
+        table_name="oauth_authorization_codes",
+    )
+    op.drop_index(
+        op.f("ix_oauth_authorization_codes_code"),
+        table_name="oauth_authorization_codes",
+    )
+    op.drop_index(
+        "ix_oauth_authorization_codes_client_user",
+        table_name="oauth_authorization_codes",
+    )
+    op.drop_table("oauth_authorization_codes")
+    op.drop_index(op.f("ix_user_sessions_user_id"), table_name="user_sessions")
+    op.drop_index("ix_user_sessions_user_active", table_name="user_sessions")
+    op.drop_index(
+        op.f("ix_user_sessions_refresh_token_jti"), table_name="user_sessions"
+    )
+    op.drop_index("ix_user_sessions_jti_active", table_name="user_sessions")
+    op.drop_index(op.f("ix_user_sessions_is_active"), table_name="user_sessions")
+    op.drop_table("user_sessions")
+    op.drop_index(
+        op.f("ix_user_organizations_is_active"), table_name="user_organizations"
+    )
+    op.drop_index("ix_user_org_user_active", table_name="user_organizations")
+    op.drop_index("ix_user_org_role", table_name="user_organizations")
+    op.drop_index("ix_user_org_org_active", table_name="user_organizations")
+    op.drop_table("user_organizations")
+    op.drop_index(op.f("ix_oauth_clients_is_active"), table_name="oauth_clients")
+    op.drop_index(op.f("ix_oauth_clients_client_id"), table_name="oauth_clients")
+    op.drop_table("oauth_clients")
+    op.drop_index("ix_oauth_accounts_user_provider", table_name="oauth_accounts")
+    op.drop_index(op.f("ix_oauth_accounts_user_id"), table_name="oauth_accounts")
+    op.drop_index(op.f("ix_oauth_accounts_provider_email"), table_name="oauth_accounts")
+    op.drop_index(op.f("ix_oauth_accounts_provider"), table_name="oauth_accounts")
+    op.drop_table("oauth_accounts")
+    op.drop_index(op.f("ix_users_locale"), table_name="users")
+    op.drop_index(op.f("ix_users_is_superuser"), table_name="users")
+    op.drop_index(op.f("ix_users_is_active"), table_name="users")
+    op.drop_index(op.f("ix_users_email"), table_name="users")
+    op.drop_index(op.f("ix_users_deleted_at"), table_name="users")
+    op.drop_table("users")
+    op.drop_index("ix_organizations_slug_active", table_name="organizations")
+    op.drop_index(op.f("ix_organizations_slug"), table_name="organizations")
+    op.drop_index("ix_organizations_name_active", table_name="organizations")
+    op.drop_index(op.f("ix_organizations_name"), table_name="organizations")
+    op.drop_index(op.f("ix_organizations_is_active"), table_name="organizations")
+    op.drop_table("organizations")
+    op.drop_index(op.f("ix_oauth_states_state"), table_name="oauth_states")
+    op.drop_table("oauth_states")
     # ### end Alembic commands ###

backend/app/alembic/versions/0002_add_performance_indexes.py

@@ -114,8 +114,13 @@ def upgrade() -> None:
 
 def downgrade() -> None:
     # Drop indexes in reverse order
-    op.drop_index("ix_perf_oauth_auth_codes_expires", table_name="oauth_authorization_codes")
-    op.drop_index("ix_perf_oauth_refresh_tokens_expires", table_name="oauth_provider_refresh_tokens")
+    op.drop_index(
+        "ix_perf_oauth_auth_codes_expires", table_name="oauth_authorization_codes"
+    )
+    op.drop_index(
+        "ix_perf_oauth_refresh_tokens_expires",
+        table_name="oauth_provider_refresh_tokens",
+    )
     op.drop_index("ix_perf_user_sessions_expires", table_name="user_sessions")
     op.drop_index("ix_perf_organizations_slug_lower", table_name="organizations")
     op.drop_index("ix_perf_users_active", table_name="users")

backend/app/alembic/versions/0003_enable_pgvector_extension.py

@@ -0,0 +1,66 @@
+"""Enable pgvector extension
+
+Revision ID: 0003
+Revises: 0002
+Create Date: 2025-12-30
+
+This migration enables the pgvector extension for PostgreSQL, which provides
+vector similarity search capabilities required for the RAG (Retrieval-Augmented
+Generation) knowledge base system.
+
+Vector Dimension Reference (per ADR-008 and SPIKE-006):
+---------------------------------------------------------
+The dimension size depends on the embedding model used:
+
+| Model                      | Dimensions | Use Case                    |
+|----------------------------|------------|------------------------------|
+| text-embedding-3-small     | 1536       | General docs, conversations  |
+| text-embedding-3-large     | 256-3072   | High accuracy (configurable) |
+| voyage-code-3              | 1024       | Code files (Python, JS, etc) |
+| voyage-3-large             | 1024       | High quality general purpose |
+| nomic-embed-text (Ollama)  | 768        | Local/fallback embedding     |
+
+Recommended defaults for Syndarix:
+- Documentation/conversations: 1536 (text-embedding-3-small)
+- Code files: 1024 (voyage-code-3)
+
+Prerequisites:
+--------------
+This migration requires PostgreSQL with the pgvector extension installed.
+The Docker Compose configuration uses `pgvector/pgvector:pg17` which includes
+the extension pre-installed.
+
+References:
+-----------
+- ADR-008: Knowledge Base and RAG Architecture
+- SPIKE-006: Knowledge Base with pgvector for RAG System
+- https://github.com/pgvector/pgvector
+"""
+
+from collections.abc import Sequence
+
+from alembic import op
+
+# revision identifiers, used by Alembic.
+revision: str = "0003"
+down_revision: str | None = "0002"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def upgrade() -> None:
+    """Enable the pgvector extension.
+
+    The CREATE EXTENSION IF NOT EXISTS statement is idempotent - it will
+    succeed whether the extension already exists or not.
+    """
+    op.execute("CREATE EXTENSION IF NOT EXISTS vector")
+
+
+def downgrade() -> None:
+    """Drop the pgvector extension.
+
+    Note: This will fail if any tables with vector columns exist.
+    Future migrations that create vector columns should be downgraded first.
+    """
+    op.execute("DROP EXTENSION IF EXISTS vector")

backend/app/alembic/versions/0004_add_syndarix_models.py

@@ -0,0 +1,507 @@
+"""Add Syndarix models
+
+Revision ID: 0004
+Revises: 0003
+Create Date: 2025-12-31
+
+This migration creates the core Syndarix domain tables:
+- projects: Client engagement projects
+- agent_types: Agent template configurations
+- agent_instances: Spawned agent instances assigned to projects
+- sprints: Sprint containers for issues
+- issues: Work items (epics, stories, tasks, bugs)
+"""
+
+from collections.abc import Sequence
+
+import sqlalchemy as sa
+from alembic import op
+from sqlalchemy.dialects import postgresql
+
+# revision identifiers, used by Alembic.
+revision: str = "0004"
+down_revision: str | None = "0003"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def upgrade() -> None:
+    """Create Syndarix domain tables."""
+
+    # =========================================================================
+    # Create projects table
+    # Note: ENUM types are created automatically by sa.Enum() during table creation
+    # =========================================================================
+    op.create_table(
+        "projects",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("name", sa.String(255), nullable=False),
+        sa.Column("slug", sa.String(255), nullable=False),
+        sa.Column("description", sa.Text(), nullable=True),
+        sa.Column(
+            "autonomy_level",
+            sa.Enum(
+                "full_control",
+                "milestone",
+                "autonomous",
+                name="autonomy_level",
+            ),
+            nullable=False,
+            server_default="milestone",
+        ),
+        sa.Column(
+            "status",
+            sa.Enum(
+                "active",
+                "paused",
+                "completed",
+                "archived",
+                name="project_status",
+            ),
+            nullable=False,
+            server_default="active",
+        ),
+        sa.Column(
+            "complexity",
+            sa.Enum(
+                "script",
+                "simple",
+                "medium",
+                "complex",
+                name="project_complexity",
+            ),
+            nullable=False,
+            server_default="medium",
+        ),
+        sa.Column(
+            "client_mode",
+            sa.Enum("technical", "auto", name="client_mode"),
+            nullable=False,
+            server_default="auto",
+        ),
+        sa.Column(
+            "settings",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="{}",
+        ),
+        sa.Column("owner_id", postgresql.UUID(as_uuid=True), nullable=True),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+        sa.ForeignKeyConstraint(["owner_id"], ["users.id"], ondelete="SET NULL"),
+        sa.UniqueConstraint("slug"),
+    )
+    # Single column indexes
+    op.create_index("ix_projects_name", "projects", ["name"])
+    op.create_index("ix_projects_slug", "projects", ["slug"])
+    op.create_index("ix_projects_status", "projects", ["status"])
+    op.create_index("ix_projects_autonomy_level", "projects", ["autonomy_level"])
+    op.create_index("ix_projects_complexity", "projects", ["complexity"])
+    op.create_index("ix_projects_client_mode", "projects", ["client_mode"])
+    op.create_index("ix_projects_owner_id", "projects", ["owner_id"])
+    # Composite indexes
+    op.create_index("ix_projects_slug_status", "projects", ["slug", "status"])
+    op.create_index("ix_projects_owner_status", "projects", ["owner_id", "status"])
+    op.create_index(
+        "ix_projects_autonomy_status", "projects", ["autonomy_level", "status"]
+    )
+    op.create_index(
+        "ix_projects_complexity_status", "projects", ["complexity", "status"]
+    )
+
+    # =========================================================================
+    # Create agent_types table
+    # =========================================================================
+    op.create_table(
+        "agent_types",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("name", sa.String(255), nullable=False),
+        sa.Column("slug", sa.String(255), nullable=False),
+        sa.Column("description", sa.Text(), nullable=True),
+        # Areas of expertise (e.g., ["python", "fastapi", "databases"])
+        sa.Column(
+            "expertise",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+        # System prompt defining personality and behavior (required)
+        sa.Column("personality_prompt", sa.Text(), nullable=False),
+        # LLM model configuration
+        sa.Column("primary_model", sa.String(100), nullable=False),
+        sa.Column(
+            "fallback_models",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+        # Model parameters (temperature, max_tokens, etc.)
+        sa.Column(
+            "model_params",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="{}",
+        ),
+        # MCP servers this agent can connect to
+        sa.Column(
+            "mcp_servers",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+        # Tool permissions configuration
+        sa.Column(
+            "tool_permissions",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="{}",
+        ),
+        sa.Column("is_active", sa.Boolean(), nullable=False, server_default="true"),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+        sa.UniqueConstraint("slug"),
+    )
+    # Single column indexes
+    op.create_index("ix_agent_types_name", "agent_types", ["name"])
+    op.create_index("ix_agent_types_slug", "agent_types", ["slug"])
+    op.create_index("ix_agent_types_is_active", "agent_types", ["is_active"])
+    # Composite indexes
+    op.create_index("ix_agent_types_slug_active", "agent_types", ["slug", "is_active"])
+    op.create_index("ix_agent_types_name_active", "agent_types", ["name", "is_active"])
+
+    # =========================================================================
+    # Create agent_instances table
+    # =========================================================================
+    op.create_table(
+        "agent_instances",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("agent_type_id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("project_id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("name", sa.String(100), nullable=False),
+        sa.Column(
+            "status",
+            sa.Enum(
+                "idle",
+                "working",
+                "waiting",
+                "paused",
+                "terminated",
+                name="agent_status",
+            ),
+            nullable=False,
+            server_default="idle",
+        ),
+        sa.Column("current_task", sa.Text(), nullable=True),
+        # Short-term memory (conversation context, recent decisions)
+        sa.Column(
+            "short_term_memory",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="{}",
+        ),
+        # Reference to long-term memory in vector store
+        sa.Column("long_term_memory_ref", sa.String(500), nullable=True),
+        # Session ID for active MCP connections
+        sa.Column("session_id", sa.String(255), nullable=True),
+        # Activity tracking
+        sa.Column("last_activity_at", sa.DateTime(timezone=True), nullable=True),
+        sa.Column("terminated_at", sa.DateTime(timezone=True), nullable=True),
+        # Usage metrics
+        sa.Column("tasks_completed", sa.Integer(), nullable=False, server_default="0"),
+        sa.Column("tokens_used", sa.BigInteger(), nullable=False, server_default="0"),
+        sa.Column(
+            "cost_incurred",
+            sa.Numeric(precision=10, scale=4),
+            nullable=False,
+            server_default="0",
+        ),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+        sa.ForeignKeyConstraint(
+            ["agent_type_id"], ["agent_types.id"], ondelete="RESTRICT"
+        ),
+        sa.ForeignKeyConstraint(["project_id"], ["projects.id"], ondelete="CASCADE"),
+    )
+    # Single column indexes
+    op.create_index("ix_agent_instances_name", "agent_instances", ["name"])
+    op.create_index("ix_agent_instances_status", "agent_instances", ["status"])
+    op.create_index(
+        "ix_agent_instances_agent_type_id", "agent_instances", ["agent_type_id"]
+    )
+    op.create_index("ix_agent_instances_project_id", "agent_instances", ["project_id"])
+    op.create_index("ix_agent_instances_session_id", "agent_instances", ["session_id"])
+    op.create_index(
+        "ix_agent_instances_last_activity_at", "agent_instances", ["last_activity_at"]
+    )
+    op.create_index(
+        "ix_agent_instances_terminated_at", "agent_instances", ["terminated_at"]
+    )
+    # Composite indexes
+    op.create_index(
+        "ix_agent_instances_project_status",
+        "agent_instances",
+        ["project_id", "status"],
+    )
+    op.create_index(
+        "ix_agent_instances_type_status",
+        "agent_instances",
+        ["agent_type_id", "status"],
+    )
+    op.create_index(
+        "ix_agent_instances_project_type",
+        "agent_instances",
+        ["project_id", "agent_type_id"],
+    )
+
+    # =========================================================================
+    # Create sprints table (before issues for FK reference)
+    # =========================================================================
+    op.create_table(
+        "sprints",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("project_id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("name", sa.String(255), nullable=False),
+        sa.Column("number", sa.Integer(), nullable=False),
+        sa.Column("goal", sa.Text(), nullable=True),
+        sa.Column("start_date", sa.Date(), nullable=False),
+        sa.Column("end_date", sa.Date(), nullable=False),
+        sa.Column(
+            "status",
+            sa.Enum(
+                "planned",
+                "active",
+                "in_review",
+                "completed",
+                "cancelled",
+                name="sprint_status",
+            ),
+            nullable=False,
+            server_default="planned",
+        ),
+        sa.Column("planned_points", sa.Integer(), nullable=True),
+        sa.Column("velocity", sa.Integer(), nullable=True),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+        sa.ForeignKeyConstraint(["project_id"], ["projects.id"], ondelete="CASCADE"),
+        sa.UniqueConstraint("project_id", "number", name="uq_sprint_project_number"),
+    )
+    # Single column indexes
+    op.create_index("ix_sprints_project_id", "sprints", ["project_id"])
+    op.create_index("ix_sprints_status", "sprints", ["status"])
+    op.create_index("ix_sprints_start_date", "sprints", ["start_date"])
+    op.create_index("ix_sprints_end_date", "sprints", ["end_date"])
+    # Composite indexes
+    op.create_index("ix_sprints_project_status", "sprints", ["project_id", "status"])
+    op.create_index("ix_sprints_project_number", "sprints", ["project_id", "number"])
+    op.create_index("ix_sprints_date_range", "sprints", ["start_date", "end_date"])
+
+    # =========================================================================
+    # Create issues table
+    # =========================================================================
+    op.create_table(
+        "issues",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("project_id", postgresql.UUID(as_uuid=True), nullable=False),
+        # Parent issue for hierarchy (Epic -> Story -> Task)
+        sa.Column("parent_id", postgresql.UUID(as_uuid=True), nullable=True),
+        # Issue type (epic, story, task, bug)
+        sa.Column(
+            "type",
+            sa.Enum(
+                "epic",
+                "story",
+                "task",
+                "bug",
+                name="issue_type",
+            ),
+            nullable=False,
+            server_default="task",
+        ),
+        # Reporter (who created this issue)
+        sa.Column("reporter_id", postgresql.UUID(as_uuid=True), nullable=True),
+        # Issue content
+        sa.Column("title", sa.String(500), nullable=False),
+        sa.Column("body", sa.Text(), nullable=False, server_default=""),
+        # Status and priority
+        sa.Column(
+            "status",
+            sa.Enum(
+                "open",
+                "in_progress",
+                "in_review",
+                "blocked",
+                "closed",
+                name="issue_status",
+            ),
+            nullable=False,
+            server_default="open",
+        ),
+        sa.Column(
+            "priority",
+            sa.Enum(
+                "low",
+                "medium",
+                "high",
+                "critical",
+                name="issue_priority",
+            ),
+            nullable=False,
+            server_default="medium",
+        ),
+        # Labels for categorization
+        sa.Column(
+            "labels",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+        # Assignment - agent or human (mutually exclusive)
+        sa.Column("assigned_agent_id", postgresql.UUID(as_uuid=True), nullable=True),
+        sa.Column("human_assignee", sa.String(255), nullable=True),
+        # Sprint association
+        sa.Column("sprint_id", postgresql.UUID(as_uuid=True), nullable=True),
+        # Estimation
+        sa.Column("story_points", sa.Integer(), nullable=True),
+        sa.Column("due_date", sa.Date(), nullable=True),
+        # External tracker integration (String for flexibility)
+        sa.Column("external_tracker_type", sa.String(50), nullable=True),
+        sa.Column("external_issue_id", sa.String(255), nullable=True),
+        sa.Column("remote_url", sa.String(1000), nullable=True),
+        sa.Column("external_issue_number", sa.Integer(), nullable=True),
+        # Sync status
+        sa.Column(
+            "sync_status",
+            sa.Enum(
+                "synced",
+                "pending",
+                "conflict",
+                "error",
+                name="sync_status",
+            ),
+            nullable=False,
+            server_default="synced",
+        ),
+        sa.Column("last_synced_at", sa.DateTime(timezone=True), nullable=True),
+        sa.Column("external_updated_at", sa.DateTime(timezone=True), nullable=True),
+        # Lifecycle
+        sa.Column("closed_at", sa.DateTime(timezone=True), nullable=True),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+        sa.ForeignKeyConstraint(["project_id"], ["projects.id"], ondelete="CASCADE"),
+        sa.ForeignKeyConstraint(["parent_id"], ["issues.id"], ondelete="CASCADE"),
+        sa.ForeignKeyConstraint(["sprint_id"], ["sprints.id"], ondelete="SET NULL"),
+        sa.ForeignKeyConstraint(
+            ["assigned_agent_id"], ["agent_instances.id"], ondelete="SET NULL"
+        ),
+    )
+    # Single column indexes
+    op.create_index("ix_issues_project_id", "issues", ["project_id"])
+    op.create_index("ix_issues_parent_id", "issues", ["parent_id"])
+    op.create_index("ix_issues_type", "issues", ["type"])
+    op.create_index("ix_issues_reporter_id", "issues", ["reporter_id"])
+    op.create_index("ix_issues_status", "issues", ["status"])
+    op.create_index("ix_issues_priority", "issues", ["priority"])
+    op.create_index("ix_issues_assigned_agent_id", "issues", ["assigned_agent_id"])
+    op.create_index("ix_issues_human_assignee", "issues", ["human_assignee"])
+    op.create_index("ix_issues_sprint_id", "issues", ["sprint_id"])
+    op.create_index("ix_issues_due_date", "issues", ["due_date"])
+    op.create_index(
+        "ix_issues_external_tracker_type", "issues", ["external_tracker_type"]
+    )
+    op.create_index("ix_issues_sync_status", "issues", ["sync_status"])
+    op.create_index("ix_issues_closed_at", "issues", ["closed_at"])
+    # Composite indexes
+    op.create_index("ix_issues_project_status", "issues", ["project_id", "status"])
+    op.create_index("ix_issues_project_priority", "issues", ["project_id", "priority"])
+    op.create_index("ix_issues_project_sprint", "issues", ["project_id", "sprint_id"])
+    op.create_index("ix_issues_project_type", "issues", ["project_id", "type"])
+    op.create_index(
+        "ix_issues_project_agent", "issues", ["project_id", "assigned_agent_id"]
+    )
+    op.create_index(
+        "ix_issues_project_status_priority",
+        "issues",
+        ["project_id", "status", "priority"],
+    )
+    op.create_index(
+        "ix_issues_external_tracker_id",
+        "issues",
+        ["external_tracker_type", "external_issue_id"],
+    )
+
+
+def downgrade() -> None:
+    """Drop Syndarix domain tables."""
+    # Drop tables in reverse order (respecting FK constraints)
+    op.drop_table("issues")
+    op.drop_table("sprints")
+    op.drop_table("agent_instances")
+    op.drop_table("agent_types")
+    op.drop_table("projects")
+
+    # Drop ENUM types
+    op.execute("DROP TYPE IF EXISTS sprint_status")
+    op.execute("DROP TYPE IF EXISTS sync_status")
+    op.execute("DROP TYPE IF EXISTS issue_priority")
+    op.execute("DROP TYPE IF EXISTS issue_status")
+    op.execute("DROP TYPE IF EXISTS issue_type")
+    op.execute("DROP TYPE IF EXISTS agent_status")
+    op.execute("DROP TYPE IF EXISTS client_mode")
+    op.execute("DROP TYPE IF EXISTS project_complexity")
+    op.execute("DROP TYPE IF EXISTS project_status")
+    op.execute("DROP TYPE IF EXISTS autonomy_level")

backend/app/alembic/versions/0005_add_memory_system_tables.py

@@ -0,0 +1,512 @@
+"""Add Agent Memory System tables
+
+Revision ID: 0005
+Revises: 0004
+Create Date: 2025-01-05
+
+This migration creates the Agent Memory System tables:
+- working_memory: Key-value storage with TTL for active sessions
+- episodes: Experiential memories from task executions
+- facts: Semantic knowledge triples with confidence scores
+- procedures: Learned skills and procedures
+- memory_consolidation_log: Tracks consolidation jobs
+
+See Issue #88: Database Schema & Storage Layer
+"""
+
+from collections.abc import Sequence
+
+import sqlalchemy as sa
+from alembic import op
+from sqlalchemy.dialects import postgresql
+
+# revision identifiers, used by Alembic.
+revision: str = "0005"
+down_revision: str | None = "0004"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def upgrade() -> None:
+    """Create Agent Memory System tables."""
+
+    # =========================================================================
+    # Create ENUM types for memory system
+    # =========================================================================
+
+    # Scope type enum
+    scope_type_enum = postgresql.ENUM(
+        "global",
+        "project",
+        "agent_type",
+        "agent_instance",
+        "session",
+        name="scope_type",
+        create_type=False,
+    )
+    scope_type_enum.create(op.get_bind(), checkfirst=True)
+
+    # Episode outcome enum
+    episode_outcome_enum = postgresql.ENUM(
+        "success",
+        "failure",
+        "partial",
+        name="episode_outcome",
+        create_type=False,
+    )
+    episode_outcome_enum.create(op.get_bind(), checkfirst=True)
+
+    # Consolidation type enum
+    consolidation_type_enum = postgresql.ENUM(
+        "working_to_episodic",
+        "episodic_to_semantic",
+        "episodic_to_procedural",
+        "pruning",
+        name="consolidation_type",
+        create_type=False,
+    )
+    consolidation_type_enum.create(op.get_bind(), checkfirst=True)
+
+    # Consolidation status enum
+    consolidation_status_enum = postgresql.ENUM(
+        "pending",
+        "running",
+        "completed",
+        "failed",
+        name="consolidation_status",
+        create_type=False,
+    )
+    consolidation_status_enum.create(op.get_bind(), checkfirst=True)
+
+    # =========================================================================
+    # Create working_memory table
+    # Key-value storage with TTL for active sessions
+    # =========================================================================
+    op.create_table(
+        "working_memory",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column(
+            "scope_type",
+            scope_type_enum,
+            nullable=False,
+        ),
+        sa.Column("scope_id", sa.String(255), nullable=False),
+        sa.Column("key", sa.String(255), nullable=False),
+        sa.Column("value", postgresql.JSONB(astext_type=sa.Text()), nullable=False),
+        sa.Column("expires_at", sa.DateTime(timezone=True), nullable=True),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+    )
+
+    # Working memory indexes
+    op.create_index(
+        "ix_working_memory_scope_type",
+        "working_memory",
+        ["scope_type"],
+    )
+    op.create_index(
+        "ix_working_memory_scope_id",
+        "working_memory",
+        ["scope_id"],
+    )
+    op.create_index(
+        "ix_working_memory_scope_key",
+        "working_memory",
+        ["scope_type", "scope_id", "key"],
+        unique=True,
+    )
+    op.create_index(
+        "ix_working_memory_expires",
+        "working_memory",
+        ["expires_at"],
+    )
+    op.create_index(
+        "ix_working_memory_scope_list",
+        "working_memory",
+        ["scope_type", "scope_id"],
+    )
+
+    # =========================================================================
+    # Create episodes table
+    # Experiential memories from task executions
+    # =========================================================================
+    op.create_table(
+        "episodes",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("project_id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("agent_instance_id", postgresql.UUID(as_uuid=True), nullable=True),
+        sa.Column("agent_type_id", postgresql.UUID(as_uuid=True), nullable=True),
+        sa.Column("session_id", sa.String(255), nullable=False),
+        sa.Column("task_type", sa.String(100), nullable=False),
+        sa.Column("task_description", sa.Text(), nullable=False),
+        sa.Column(
+            "actions",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+        sa.Column("context_summary", sa.Text(), nullable=False),
+        sa.Column(
+            "outcome",
+            episode_outcome_enum,
+            nullable=False,
+        ),
+        sa.Column("outcome_details", sa.Text(), nullable=True),
+        sa.Column("duration_seconds", sa.Float(), nullable=False, server_default="0.0"),
+        sa.Column("tokens_used", sa.BigInteger(), nullable=False, server_default="0"),
+        sa.Column(
+            "lessons_learned",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+        sa.Column("importance_score", sa.Float(), nullable=False, server_default="0.5"),
+        # Vector embedding - using TEXT as fallback, will be VECTOR(1536) when pgvector is available
+        sa.Column("embedding", sa.Text(), nullable=True),
+        sa.Column("occurred_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+        sa.ForeignKeyConstraint(
+            ["project_id"],
+            ["projects.id"],
+            name="fk_episodes_project",
+            ondelete="CASCADE",
+        ),
+        sa.ForeignKeyConstraint(
+            ["agent_instance_id"],
+            ["agent_instances.id"],
+            name="fk_episodes_agent_instance",
+            ondelete="SET NULL",
+        ),
+        sa.ForeignKeyConstraint(
+            ["agent_type_id"],
+            ["agent_types.id"],
+            name="fk_episodes_agent_type",
+            ondelete="SET NULL",
+        ),
+    )
+
+    # Episode indexes
+    op.create_index("ix_episodes_project_id", "episodes", ["project_id"])
+    op.create_index("ix_episodes_agent_instance_id", "episodes", ["agent_instance_id"])
+    op.create_index("ix_episodes_agent_type_id", "episodes", ["agent_type_id"])
+    op.create_index("ix_episodes_session_id", "episodes", ["session_id"])
+    op.create_index("ix_episodes_task_type", "episodes", ["task_type"])
+    op.create_index("ix_episodes_outcome", "episodes", ["outcome"])
+    op.create_index("ix_episodes_importance_score", "episodes", ["importance_score"])
+    op.create_index("ix_episodes_occurred_at", "episodes", ["occurred_at"])
+    op.create_index("ix_episodes_project_task", "episodes", ["project_id", "task_type"])
+    op.create_index(
+        "ix_episodes_project_outcome", "episodes", ["project_id", "outcome"]
+    )
+    op.create_index(
+        "ix_episodes_agent_task", "episodes", ["agent_instance_id", "task_type"]
+    )
+    op.create_index(
+        "ix_episodes_project_time", "episodes", ["project_id", "occurred_at"]
+    )
+    op.create_index(
+        "ix_episodes_importance_time",
+        "episodes",
+        ["importance_score", "occurred_at"],
+    )
+
+    # =========================================================================
+    # Create facts table
+    # Semantic knowledge triples with confidence scores
+    # =========================================================================
+    op.create_table(
+        "facts",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column(
+            "project_id", postgresql.UUID(as_uuid=True), nullable=True
+        ),  # NULL for global facts
+        sa.Column("subject", sa.String(500), nullable=False),
+        sa.Column("predicate", sa.String(255), nullable=False),
+        sa.Column("object", sa.Text(), nullable=False),
+        sa.Column("confidence", sa.Float(), nullable=False, server_default="0.8"),
+        # Source episode IDs stored as JSON array of UUID strings for cross-db compatibility
+        sa.Column(
+            "source_episode_ids",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+        sa.Column("first_learned", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("last_reinforced", sa.DateTime(timezone=True), nullable=False),
+        sa.Column(
+            "reinforcement_count", sa.Integer(), nullable=False, server_default="1"
+        ),
+        # Vector embedding
+        sa.Column("embedding", sa.Text(), nullable=True),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+        sa.ForeignKeyConstraint(
+            ["project_id"],
+            ["projects.id"],
+            name="fk_facts_project",
+            ondelete="CASCADE",
+        ),
+    )
+
+    # Fact indexes
+    op.create_index("ix_facts_project_id", "facts", ["project_id"])
+    op.create_index("ix_facts_subject", "facts", ["subject"])
+    op.create_index("ix_facts_predicate", "facts", ["predicate"])
+    op.create_index("ix_facts_confidence", "facts", ["confidence"])
+    op.create_index("ix_facts_subject_predicate", "facts", ["subject", "predicate"])
+    op.create_index("ix_facts_project_subject", "facts", ["project_id", "subject"])
+    op.create_index(
+        "ix_facts_confidence_time", "facts", ["confidence", "last_reinforced"]
+    )
+    # Unique constraint for triples within project scope
+    op.create_index(
+        "ix_facts_unique_triple",
+        "facts",
+        ["project_id", "subject", "predicate", "object"],
+        unique=True,
+        postgresql_where=sa.text("project_id IS NOT NULL"),
+    )
+    # Unique constraint for global facts (project_id IS NULL)
+    op.create_index(
+        "ix_facts_unique_triple_global",
+        "facts",
+        ["subject", "predicate", "object"],
+        unique=True,
+        postgresql_where=sa.text("project_id IS NULL"),
+    )
+
+    # =========================================================================
+    # Create procedures table
+    # Learned skills and procedures
+    # =========================================================================
+    op.create_table(
+        "procedures",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column("project_id", postgresql.UUID(as_uuid=True), nullable=True),
+        sa.Column("agent_type_id", postgresql.UUID(as_uuid=True), nullable=True),
+        sa.Column("name", sa.String(255), nullable=False),
+        sa.Column("trigger_pattern", sa.Text(), nullable=False),
+        sa.Column(
+            "steps",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+        sa.Column("success_count", sa.Integer(), nullable=False, server_default="0"),
+        sa.Column("failure_count", sa.Integer(), nullable=False, server_default="0"),
+        sa.Column("last_used", sa.DateTime(timezone=True), nullable=True),
+        # Vector embedding
+        sa.Column("embedding", sa.Text(), nullable=True),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+        sa.ForeignKeyConstraint(
+            ["project_id"],
+            ["projects.id"],
+            name="fk_procedures_project",
+            ondelete="CASCADE",
+        ),
+        sa.ForeignKeyConstraint(
+            ["agent_type_id"],
+            ["agent_types.id"],
+            name="fk_procedures_agent_type",
+            ondelete="SET NULL",
+        ),
+    )
+
+    # Procedure indexes
+    op.create_index("ix_procedures_project_id", "procedures", ["project_id"])
+    op.create_index("ix_procedures_agent_type_id", "procedures", ["agent_type_id"])
+    op.create_index("ix_procedures_name", "procedures", ["name"])
+    op.create_index("ix_procedures_last_used", "procedures", ["last_used"])
+    op.create_index(
+        "ix_procedures_unique_name",
+        "procedures",
+        ["project_id", "agent_type_id", "name"],
+        unique=True,
+    )
+    op.create_index("ix_procedures_project_name", "procedures", ["project_id", "name"])
+    # Note: agent_type_id already indexed via ix_procedures_agent_type_id (line 354)
+    op.create_index(
+        "ix_procedures_success_rate",
+        "procedures",
+        ["success_count", "failure_count"],
+    )
+
+    # =========================================================================
+    # Add check constraints for data integrity
+    # =========================================================================
+
+    # Episode constraints
+    op.create_check_constraint(
+        "ck_episodes_importance_range",
+        "episodes",
+        "importance_score >= 0.0 AND importance_score <= 1.0",
+    )
+    op.create_check_constraint(
+        "ck_episodes_duration_positive",
+        "episodes",
+        "duration_seconds >= 0.0",
+    )
+    op.create_check_constraint(
+        "ck_episodes_tokens_positive",
+        "episodes",
+        "tokens_used >= 0",
+    )
+
+    # Fact constraints
+    op.create_check_constraint(
+        "ck_facts_confidence_range",
+        "facts",
+        "confidence >= 0.0 AND confidence <= 1.0",
+    )
+    op.create_check_constraint(
+        "ck_facts_reinforcement_positive",
+        "facts",
+        "reinforcement_count >= 1",
+    )
+
+    # Procedure constraints
+    op.create_check_constraint(
+        "ck_procedures_success_positive",
+        "procedures",
+        "success_count >= 0",
+    )
+    op.create_check_constraint(
+        "ck_procedures_failure_positive",
+        "procedures",
+        "failure_count >= 0",
+    )
+
+    # =========================================================================
+    # Create memory_consolidation_log table
+    # Tracks consolidation jobs
+    # =========================================================================
+    op.create_table(
+        "memory_consolidation_log",
+        sa.Column("id", postgresql.UUID(as_uuid=True), nullable=False),
+        sa.Column(
+            "consolidation_type",
+            consolidation_type_enum,
+            nullable=False,
+        ),
+        sa.Column("source_count", sa.Integer(), nullable=False, server_default="0"),
+        sa.Column("result_count", sa.Integer(), nullable=False, server_default="0"),
+        sa.Column("started_at", sa.DateTime(timezone=True), nullable=False),
+        sa.Column("completed_at", sa.DateTime(timezone=True), nullable=True),
+        sa.Column(
+            "status",
+            consolidation_status_enum,
+            nullable=False,
+            server_default="pending",
+        ),
+        sa.Column("error", sa.Text(), nullable=True),
+        sa.Column(
+            "created_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.DateTime(timezone=True),
+            nullable=False,
+            server_default=sa.text("now()"),
+        ),
+        sa.PrimaryKeyConstraint("id"),
+    )
+
+    # Consolidation log indexes
+    op.create_index(
+        "ix_consolidation_type",
+        "memory_consolidation_log",
+        ["consolidation_type"],
+    )
+    op.create_index(
+        "ix_consolidation_status",
+        "memory_consolidation_log",
+        ["status"],
+    )
+    op.create_index(
+        "ix_consolidation_type_status",
+        "memory_consolidation_log",
+        ["consolidation_type", "status"],
+    )
+    op.create_index(
+        "ix_consolidation_started",
+        "memory_consolidation_log",
+        ["started_at"],
+    )
+
+
+def downgrade() -> None:
+    """Drop Agent Memory System tables."""
+
+    # Drop check constraints first
+    op.drop_constraint("ck_procedures_failure_positive", "procedures", type_="check")
+    op.drop_constraint("ck_procedures_success_positive", "procedures", type_="check")
+    op.drop_constraint("ck_facts_reinforcement_positive", "facts", type_="check")
+    op.drop_constraint("ck_facts_confidence_range", "facts", type_="check")
+    op.drop_constraint("ck_episodes_tokens_positive", "episodes", type_="check")
+    op.drop_constraint("ck_episodes_duration_positive", "episodes", type_="check")
+    op.drop_constraint("ck_episodes_importance_range", "episodes", type_="check")
+
+    # Drop unique indexes for global facts
+    op.drop_index("ix_facts_unique_triple_global", "facts")
+
+    # Drop tables in reverse order (dependencies first)
+    op.drop_table("memory_consolidation_log")
+    op.drop_table("procedures")
+    op.drop_table("facts")
+    op.drop_table("episodes")
+    op.drop_table("working_memory")
+
+    # Drop ENUM types
+    op.execute("DROP TYPE IF EXISTS consolidation_status")
+    op.execute("DROP TYPE IF EXISTS consolidation_type")
+    op.execute("DROP TYPE IF EXISTS episode_outcome")
+    op.execute("DROP TYPE IF EXISTS scope_type")

backend/app/alembic/versions/0006_add_abandoned_outcome.py

@@ -0,0 +1,52 @@
+"""Add ABANDONED to episode_outcome enum
+
+Revision ID: 0006
+Revises: 0005
+Create Date: 2025-01-06
+
+This migration adds the 'abandoned' value to the episode_outcome enum type.
+This allows episodes to track when a task was abandoned (not completed,
+but not necessarily a failure either - e.g., user cancelled, session timeout).
+"""
+
+from collections.abc import Sequence
+
+from alembic import op
+
+# revision identifiers, used by Alembic.
+revision: str = "0006"
+down_revision: str | None = "0005"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def upgrade() -> None:
+    """Add 'abandoned' value to episode_outcome enum."""
+    # PostgreSQL ALTER TYPE ADD VALUE is safe and non-blocking
+    op.execute("ALTER TYPE episode_outcome ADD VALUE IF NOT EXISTS 'abandoned'")
+
+
+def downgrade() -> None:
+    """Remove 'abandoned' from episode_outcome enum.
+
+    Note: PostgreSQL doesn't support removing values from enums directly.
+    This downgrade converts any 'abandoned' episodes to 'failure' and
+    recreates the enum without 'abandoned'.
+    """
+    # Convert any abandoned episodes to failure first
+    op.execute("""
+        UPDATE episodes
+        SET outcome = 'failure'
+        WHERE outcome = 'abandoned'
+    """)
+
+    # Recreate the enum without abandoned
+    # This is complex in PostgreSQL - requires creating new type, updating columns, dropping old
+    op.execute("ALTER TYPE episode_outcome RENAME TO episode_outcome_old")
+    op.execute("CREATE TYPE episode_outcome AS ENUM ('success', 'failure', 'partial')")
+    op.execute("""
+        ALTER TABLE episodes
+        ALTER COLUMN outcome TYPE episode_outcome
+        USING outcome::text::episode_outcome
+    """)
+    op.execute("DROP TYPE episode_outcome_old")

backend/app/alembic/versions/0007_add_agent_type_category_fields.py

@@ -0,0 +1,90 @@
+"""Add category and display fields to agent_types table
+
+Revision ID: 0007
+Revises: 0006
+Create Date: 2026-01-06
+
+This migration adds:
+- category: String(50) for grouping agents by role type
+- icon: String(50) for Lucide icon identifier
+- color: String(7) for hex color code
+- sort_order: Integer for display ordering within categories
+- typical_tasks: JSONB list of tasks this agent excels at
+- collaboration_hints: JSONB list of agent slugs that work well together
+"""
+
+from collections.abc import Sequence
+
+import sqlalchemy as sa
+from alembic import op
+from sqlalchemy.dialects import postgresql
+
+# revision identifiers, used by Alembic.
+revision: str = "0007"
+down_revision: str | None = "0006"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def upgrade() -> None:
+    """Add category and display fields to agent_types table."""
+    # Add new columns
+    op.add_column(
+        "agent_types",
+        sa.Column("category", sa.String(length=50), nullable=True),
+    )
+    op.add_column(
+        "agent_types",
+        sa.Column("icon", sa.String(length=50), nullable=True, server_default="bot"),
+    )
+    op.add_column(
+        "agent_types",
+        sa.Column(
+            "color", sa.String(length=7), nullable=True, server_default="#3B82F6"
+        ),
+    )
+    op.add_column(
+        "agent_types",
+        sa.Column("sort_order", sa.Integer(), nullable=False, server_default="0"),
+    )
+    op.add_column(
+        "agent_types",
+        sa.Column(
+            "typical_tasks",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+    )
+    op.add_column(
+        "agent_types",
+        sa.Column(
+            "collaboration_hints",
+            postgresql.JSONB(astext_type=sa.Text()),
+            nullable=False,
+            server_default="[]",
+        ),
+    )
+
+    # Add indexes for category and sort_order
+    op.create_index("ix_agent_types_category", "agent_types", ["category"])
+    op.create_index("ix_agent_types_sort_order", "agent_types", ["sort_order"])
+    op.create_index(
+        "ix_agent_types_category_sort", "agent_types", ["category", "sort_order"]
+    )
+
+
+def downgrade() -> None:
+    """Remove category and display fields from agent_types table."""
+    # Drop indexes
+    op.drop_index("ix_agent_types_category_sort", table_name="agent_types")
+    op.drop_index("ix_agent_types_sort_order", table_name="agent_types")
+    op.drop_index("ix_agent_types_category", table_name="agent_types")
+
+    # Drop columns
+    op.drop_column("agent_types", "collaboration_hints")
+    op.drop_column("agent_types", "typical_tasks")
+    op.drop_column("agent_types", "sort_order")
+    op.drop_column("agent_types", "color")
+    op.drop_column("agent_types", "icon")
+    op.drop_column("agent_types", "category")

backend/app/api/dependencies/auth.py

@@ -151,3 +151,83 @@ async def get_optional_current_user(
         return user
     except (TokenExpiredError, TokenInvalidError):
         return None
+
+
+async def get_current_user_sse(
+    db: AsyncSession = Depends(get_db),
+    authorization: str | None = Header(None),
+    token: str | None = None,  # Query parameter - passed directly from route
+) -> User:
+    """
+    Get the current authenticated user for SSE endpoints.
+
+    SSE (Server-Sent Events) via EventSource API doesn't support custom headers,
+    so this dependency accepts tokens from either:
+    1. Authorization header (preferred, for non-EventSource clients)
+    2. Query parameter 'token' (fallback for EventSource compatibility)
+
+    Security note: Query parameter tokens appear in server logs and browser history.
+    Consider implementing short-lived SSE-specific tokens for production if this
+    is a concern. The current approach is acceptable for internal/trusted networks.
+
+    Args:
+        db: Database session
+        authorization: Authorization header (Bearer token)
+        token: Query parameter token (fallback for EventSource)
+
+    Returns:
+        User: The authenticated user
+
+    Raises:
+        HTTPException: If authentication fails
+    """
+    # Try Authorization header first (preferred)
+    auth_token = None
+    if authorization:
+        scheme, param = get_authorization_scheme_param(authorization)
+        if scheme.lower() == "bearer" and param:
+            auth_token = param
+
+    # Fall back to query parameter if no header token
+    if not auth_token and token:
+        auth_token = token
+
+    if not auth_token:
+        raise HTTPException(
+            status_code=status.HTTP_401_UNAUTHORIZED,
+            detail="Not authenticated",
+            headers={"WWW-Authenticate": "Bearer"},
+        )
+
+    try:
+        # Decode token and get user ID
+        token_data = get_token_data(auth_token)
+
+        # Get user from database
+        result = await db.execute(select(User).where(User.id == token_data.user_id))
+        user = result.scalar_one_or_none()
+
+        if not user:
+            raise HTTPException(
+                status_code=status.HTTP_404_NOT_FOUND, detail="User not found"
+            )
+
+        if not user.is_active:
+            raise HTTPException(
+                status_code=status.HTTP_403_FORBIDDEN, detail="Inactive user"
+            )
+
+        return user
+
+    except TokenExpiredError:
+        raise HTTPException(
+            status_code=status.HTTP_401_UNAUTHORIZED,
+            detail="Token expired",
+            headers={"WWW-Authenticate": "Bearer"},
+        )
+    except TokenInvalidError:
+        raise HTTPException(
+            status_code=status.HTTP_401_UNAUTHORIZED,
+            detail="Could not validate credentials",
+            headers={"WWW-Authenticate": "Bearer"},
+        )

backend/app/api/dependencies/event_bus.py

@@ -0,0 +1,36 @@
+"""
+Event bus dependency for FastAPI routes.
+
+This module provides the FastAPI dependency for injecting the EventBus
+into route handlers. The event bus is a singleton that maintains
+Redis pub/sub connections for real-time event streaming.
+"""
+
+from app.services.event_bus import (
+    EventBus,
+    get_connected_event_bus as _get_connected_event_bus,
+)
+
+
+async def get_event_bus() -> EventBus:
+    """
+    FastAPI dependency that provides a connected EventBus instance.
+
+    The EventBus is a singleton that maintains Redis pub/sub connections.
+    It's lazily initialized and connected on first access, and should be
+    closed during application shutdown via close_event_bus().
+
+    Usage:
+        @router.get("/events/stream")
+        async def stream_events(
+            event_bus: EventBus = Depends(get_event_bus)
+        ):
+            ...
+
+    Returns:
+        EventBus: The global connected event bus instance
+
+    Raises:
+        EventBusConnectionError: If connection to Redis fails
+    """
+    return await _get_connected_event_bus()

backend/app/api/main.py

@@ -2,11 +2,19 @@ from fastapi import APIRouter
 
 from app.api.routes import (
     admin,
+    agent_types,
+    agents,
     auth,
+    context,
+    events,
+    issues,
+    mcp,
     oauth,
     oauth_provider,
     organizations,
+    projects,
     sessions,
+    sprints,
     users,
 )
 
@@ -22,3 +30,25 @@ api_router.include_router(admin.router, prefix="/admin", tags=["Admin"])
 api_router.include_router(
     organizations.router, prefix="/organizations", tags=["Organizations"]
 )
+# SSE events router - no prefix, routes define full paths
+api_router.include_router(events.router, tags=["Events"])
+
+# MCP (Model Context Protocol) router
+api_router.include_router(mcp.router, prefix="/mcp", tags=["MCP"])
+
+# Context Management Engine router
+api_router.include_router(context.router, prefix="/context", tags=["Context"])
+
+# Syndarix domain routers
+api_router.include_router(projects.router, prefix="/projects", tags=["Projects"])
+api_router.include_router(
+    agent_types.router, prefix="/agent-types", tags=["Agent Types"]
+)
+# Issues router - routes include /projects/{project_id}/issues paths
+api_router.include_router(issues.router, tags=["Issues"])
+# Agents router - routes include /projects/{project_id}/agents paths
+api_router.include_router(agents.router, tags=["Agents"])
+# Sprints router - routes need prefix as they use /projects/{project_id}/sprints paths
+api_router.include_router(
+    sprints.router, prefix="/projects/{project_id}/sprints", tags=["Sprints"]
+)

backend/app/api/routes/agent_types.py

@@ -0,0 +1,517 @@
+# app/api/routes/agent_types.py
+"""
+AgentType configuration API endpoints.
+
+Provides CRUD operations for managing AI agent type templates.
+Agent types define the base configuration (model, personality, expertise)
+from which agent instances are spawned for projects.
+
+Authorization:
+- Read endpoints: Any authenticated user
+- Write endpoints (create, update, delete): Superusers only
+"""
+
+import logging
+import os
+from typing import Any
+from uuid import UUID
+
+from fastapi import APIRouter, Depends, Query, Request, status
+from slowapi import Limiter
+from slowapi.util import get_remote_address
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.api.dependencies.auth import get_current_user
+from app.api.dependencies.permissions import require_superuser
+from app.core.database import get_db
+from app.core.exceptions import (
+    DuplicateError,
+    ErrorCode,
+    NotFoundError,
+)
+from app.crud.syndarix.agent_type import agent_type as agent_type_crud
+from app.models.user import User
+from app.schemas.common import (
+    MessageResponse,
+    PaginatedResponse,
+    PaginationParams,
+    create_pagination_meta,
+)
+from app.schemas.syndarix import (
+    AgentTypeCreate,
+    AgentTypeResponse,
+    AgentTypeUpdate,
+)
+
+router = APIRouter()
+logger = logging.getLogger(__name__)
+
+# Initialize limiter for this router
+limiter = Limiter(key_func=get_remote_address)
+
+# Use higher rate limits in test environment
+IS_TEST = os.getenv("IS_TEST", "False") == "True"
+RATE_MULTIPLIER = 100 if IS_TEST else 1
+
+
+def _build_agent_type_response(
+    agent_type: Any,
+    instance_count: int = 0,
+) -> AgentTypeResponse:
+    """
+    Build an AgentTypeResponse from a database model.
+
+    Args:
+        agent_type: AgentType model instance
+        instance_count: Number of agent instances for this type
+
+    Returns:
+        AgentTypeResponse schema
+    """
+    return AgentTypeResponse(
+        id=agent_type.id,
+        name=agent_type.name,
+        slug=agent_type.slug,
+        description=agent_type.description,
+        expertise=agent_type.expertise,
+        personality_prompt=agent_type.personality_prompt,
+        primary_model=agent_type.primary_model,
+        fallback_models=agent_type.fallback_models,
+        model_params=agent_type.model_params,
+        mcp_servers=agent_type.mcp_servers,
+        tool_permissions=agent_type.tool_permissions,
+        is_active=agent_type.is_active,
+        # Category and display fields
+        category=agent_type.category,
+        icon=agent_type.icon,
+        color=agent_type.color,
+        sort_order=agent_type.sort_order,
+        typical_tasks=agent_type.typical_tasks or [],
+        collaboration_hints=agent_type.collaboration_hints or [],
+        created_at=agent_type.created_at,
+        updated_at=agent_type.updated_at,
+        instance_count=instance_count,
+    )
+
+
+# ===== Write Endpoints (Admin Only) =====
+
+
+@router.post(
+    "",
+    response_model=AgentTypeResponse,
+    status_code=status.HTTP_201_CREATED,
+    summary="Create Agent Type",
+    description="Create a new agent type configuration (admin only)",
+    operation_id="create_agent_type",
+)
+@limiter.limit(f"{20 * RATE_MULTIPLIER}/minute")
+async def create_agent_type(
+    request: Request,
+    agent_type_in: AgentTypeCreate,
+    admin: User = Depends(require_superuser),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Create a new agent type configuration.
+
+    Agent types define templates for AI agents including:
+    - Model configuration (primary model, fallback models, parameters)
+    - Personality and expertise areas
+    - MCP server integrations and tool permissions
+
+    Requires superuser privileges.
+
+    Args:
+        request: FastAPI request object
+        agent_type_in: Agent type creation data
+        admin: Authenticated superuser
+        db: Database session
+
+    Returns:
+        The created agent type configuration
+
+    Raises:
+        DuplicateError: If slug already exists
+    """
+    try:
+        agent_type = await agent_type_crud.create(db, obj_in=agent_type_in)
+        logger.info(
+            f"Admin {admin.email} created agent type: {agent_type.name} "
+            f"(slug: {agent_type.slug})"
+        )
+        return _build_agent_type_response(agent_type, instance_count=0)
+
+    except ValueError as e:
+        logger.warning(f"Failed to create agent type: {e!s}")
+        raise DuplicateError(
+            message=str(e),
+            error_code=ErrorCode.ALREADY_EXISTS,
+            field="slug",
+        )
+    except Exception as e:
+        logger.error(f"Error creating agent type: {e!s}", exc_info=True)
+        raise
+
+
+@router.patch(
+    "/{agent_type_id}",
+    response_model=AgentTypeResponse,
+    summary="Update Agent Type",
+    description="Update an existing agent type configuration (admin only)",
+    operation_id="update_agent_type",
+)
+@limiter.limit(f"{30 * RATE_MULTIPLIER}/minute")
+async def update_agent_type(
+    request: Request,
+    agent_type_id: UUID,
+    agent_type_in: AgentTypeUpdate,
+    admin: User = Depends(require_superuser),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Update an existing agent type configuration.
+
+    Partial updates are supported - only provided fields will be updated.
+
+    Requires superuser privileges.
+
+    Args:
+        request: FastAPI request object
+        agent_type_id: UUID of the agent type to update
+        agent_type_in: Agent type update data
+        admin: Authenticated superuser
+        db: Database session
+
+    Returns:
+        The updated agent type configuration
+
+    Raises:
+        NotFoundError: If agent type not found
+        DuplicateError: If new slug already exists
+    """
+    try:
+        # Verify agent type exists
+        result = await agent_type_crud.get_with_instance_count(
+            db, agent_type_id=agent_type_id
+        )
+        if not result:
+            raise NotFoundError(
+                message=f"Agent type {agent_type_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        existing_type = result["agent_type"]
+        instance_count = result["instance_count"]
+
+        # Perform update
+        updated_type = await agent_type_crud.update(
+            db, db_obj=existing_type, obj_in=agent_type_in
+        )
+
+        logger.info(
+            f"Admin {admin.email} updated agent type: {updated_type.name} "
+            f"(id: {agent_type_id})"
+        )
+
+        return _build_agent_type_response(updated_type, instance_count=instance_count)
+
+    except NotFoundError:
+        raise
+    except ValueError as e:
+        logger.warning(f"Failed to update agent type {agent_type_id}: {e!s}")
+        raise DuplicateError(
+            message=str(e),
+            error_code=ErrorCode.ALREADY_EXISTS,
+            field="slug",
+        )
+    except Exception as e:
+        logger.error(f"Error updating agent type {agent_type_id}: {e!s}", exc_info=True)
+        raise
+
+
+@router.delete(
+    "/{agent_type_id}",
+    response_model=MessageResponse,
+    summary="Deactivate Agent Type",
+    description="Deactivate an agent type (soft delete, admin only)",
+    operation_id="deactivate_agent_type",
+)
+@limiter.limit(f"{10 * RATE_MULTIPLIER}/minute")
+async def deactivate_agent_type(
+    request: Request,
+    agent_type_id: UUID,
+    admin: User = Depends(require_superuser),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Deactivate an agent type (soft delete).
+
+    This sets is_active=False rather than deleting the record,
+    preserving referential integrity with existing agent instances.
+
+    Requires superuser privileges.
+
+    Args:
+        request: FastAPI request object
+        agent_type_id: UUID of the agent type to deactivate
+        admin: Authenticated superuser
+        db: Database session
+
+    Returns:
+        Success message
+
+    Raises:
+        NotFoundError: If agent type not found
+    """
+    try:
+        deactivated = await agent_type_crud.deactivate(db, agent_type_id=agent_type_id)
+
+        if not deactivated:
+            raise NotFoundError(
+                message=f"Agent type {agent_type_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        logger.info(
+            f"Admin {admin.email} deactivated agent type: {deactivated.name} "
+            f"(id: {agent_type_id})"
+        )
+
+        return MessageResponse(
+            success=True,
+            message=f"Agent type '{deactivated.name}' has been deactivated",
+        )
+
+    except NotFoundError:
+        raise
+    except Exception as e:
+        logger.error(
+            f"Error deactivating agent type {agent_type_id}: {e!s}", exc_info=True
+        )
+        raise
+
+
+# ===== Read Endpoints (Authenticated Users) =====
+
+
+@router.get(
+    "",
+    response_model=PaginatedResponse[AgentTypeResponse],
+    summary="List Agent Types",
+    description="Get paginated list of active agent types",
+    operation_id="list_agent_types",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def list_agent_types(
+    request: Request,
+    pagination: PaginationParams = Depends(),
+    is_active: bool = Query(True, description="Filter by active status"),
+    category: str | None = Query(None, description="Filter by category"),
+    search: str | None = Query(None, description="Search by name, slug, description"),
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    List all agent types with pagination and filtering.
+
+    By default, returns only active agent types. Set is_active=false
+    to include deactivated types (useful for admin views).
+
+    Args:
+        request: FastAPI request object
+        pagination: Pagination parameters (page, limit)
+        is_active: Filter by active status (default: True)
+        category: Filter by category (e.g., "development", "design")
+        search: Optional search term for name, slug, description
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Paginated list of agent types with instance counts
+    """
+    try:
+        # Get agent types with instance counts
+        results, total = await agent_type_crud.get_multi_with_instance_counts(
+            db,
+            skip=pagination.offset,
+            limit=pagination.limit,
+            is_active=is_active,
+            category=category,
+            search=search,
+        )
+
+        # Build response objects
+        agent_types_response = [
+            _build_agent_type_response(
+                item["agent_type"],
+                instance_count=item["instance_count"],
+            )
+            for item in results
+        ]
+
+        pagination_meta = create_pagination_meta(
+            total=total,
+            page=pagination.page,
+            limit=pagination.limit,
+            items_count=len(agent_types_response),
+        )
+
+        return PaginatedResponse(data=agent_types_response, pagination=pagination_meta)
+
+    except Exception as e:
+        logger.error(f"Error listing agent types: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/grouped",
+    response_model=dict[str, list[AgentTypeResponse]],
+    summary="List Agent Types Grouped by Category",
+    description="Get all agent types organized by category",
+    operation_id="list_agent_types_grouped",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def list_agent_types_grouped(
+    request: Request,
+    is_active: bool = Query(True, description="Filter by active status"),
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get agent types grouped by category.
+
+    Returns a dictionary where keys are category names and values
+    are lists of agent types, sorted by sort_order within each category.
+
+    Args:
+        request: FastAPI request object
+        is_active: Filter by active status (default: True)
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Dictionary mapping category to list of agent types
+    """
+    try:
+        grouped = await agent_type_crud.get_grouped_by_category(db, is_active=is_active)
+
+        # Transform to response objects
+        result: dict[str, list[AgentTypeResponse]] = {}
+        for category, types in grouped.items():
+            result[category] = [
+                _build_agent_type_response(t, instance_count=0) for t in types
+            ]
+
+        return result
+    except Exception as e:
+        logger.error(f"Error getting grouped agent types: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/{agent_type_id}",
+    response_model=AgentTypeResponse,
+    summary="Get Agent Type",
+    description="Get agent type details by ID",
+    operation_id="get_agent_type",
+)
+@limiter.limit(f"{100 * RATE_MULTIPLIER}/minute")
+async def get_agent_type(
+    request: Request,
+    agent_type_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get detailed information about a specific agent type.
+
+    Args:
+        request: FastAPI request object
+        agent_type_id: UUID of the agent type
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Agent type details with instance count
+
+    Raises:
+        NotFoundError: If agent type not found
+    """
+    try:
+        result = await agent_type_crud.get_with_instance_count(
+            db, agent_type_id=agent_type_id
+        )
+
+        if not result:
+            raise NotFoundError(
+                message=f"Agent type {agent_type_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        return _build_agent_type_response(
+            result["agent_type"],
+            instance_count=result["instance_count"],
+        )
+
+    except NotFoundError:
+        raise
+    except Exception as e:
+        logger.error(f"Error getting agent type {agent_type_id}: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/slug/{slug}",
+    response_model=AgentTypeResponse,
+    summary="Get Agent Type by Slug",
+    description="Get agent type details by slug",
+    operation_id="get_agent_type_by_slug",
+)
+@limiter.limit(f"{100 * RATE_MULTIPLIER}/minute")
+async def get_agent_type_by_slug(
+    request: Request,
+    slug: str,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get detailed information about an agent type by its slug.
+
+    Slugs are human-readable identifiers like "product-owner" or "backend-engineer".
+    Useful for referencing agent types in configuration files or APIs.
+
+    Args:
+        request: FastAPI request object
+        slug: Slug identifier of the agent type
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Agent type details with instance count
+
+    Raises:
+        NotFoundError: If agent type not found
+    """
+    try:
+        agent_type = await agent_type_crud.get_by_slug(db, slug=slug)
+
+        if not agent_type:
+            raise NotFoundError(
+                message=f"Agent type with slug '{slug}' not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Get instance count separately
+        result = await agent_type_crud.get_with_instance_count(
+            db, agent_type_id=agent_type.id
+        )
+        instance_count = result["instance_count"] if result else 0
+
+        return _build_agent_type_response(agent_type, instance_count=instance_count)
+
+    except NotFoundError:
+        raise
+    except Exception as e:
+        logger.error(f"Error getting agent type by slug '{slug}': {e!s}", exc_info=True)
+        raise

backend/app/api/routes/agents.py

@@ -0,0 +1,984 @@
+# app/api/routes/agents.py
+"""
+Agent Instance management endpoints for Syndarix projects.
+
+These endpoints allow project owners and superusers to manage AI agent instances
+within their projects, including spawning, pausing, resuming, and terminating agents.
+"""
+
+import logging
+import os
+from typing import Any
+from uuid import UUID
+
+from fastapi import APIRouter, Depends, Query, Request, status
+from slowapi import Limiter
+from slowapi.util import get_remote_address
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.api.dependencies.auth import get_current_user
+from app.core.database import get_db
+from app.core.exceptions import (
+    AuthorizationError,
+    NotFoundError,
+    ValidationException,
+)
+from app.crud.syndarix.agent_instance import agent_instance as agent_instance_crud
+from app.crud.syndarix.agent_type import agent_type as agent_type_crud
+from app.crud.syndarix.project import project as project_crud
+from app.models.syndarix import AgentInstance, Project
+from app.models.syndarix.enums import AgentStatus
+from app.models.user import User
+from app.schemas.common import (
+    MessageResponse,
+    PaginatedResponse,
+    PaginationParams,
+    create_pagination_meta,
+)
+from app.schemas.errors import ErrorCode
+from app.schemas.syndarix.agent_instance import (
+    AgentInstanceCreate,
+    AgentInstanceMetrics,
+    AgentInstanceResponse,
+    AgentInstanceUpdate,
+)
+
+router = APIRouter()
+logger = logging.getLogger(__name__)
+
+# Initialize limiter for this router
+limiter = Limiter(key_func=get_remote_address)
+
+# Use higher rate limits in test environment
+IS_TEST = os.getenv("IS_TEST", "False") == "True"
+RATE_MULTIPLIER = 100 if IS_TEST else 1
+
+
+# Valid status transitions for agent lifecycle management
+VALID_STATUS_TRANSITIONS: dict[AgentStatus, set[AgentStatus]] = {
+    AgentStatus.IDLE: {AgentStatus.WORKING, AgentStatus.PAUSED, AgentStatus.TERMINATED},
+    AgentStatus.WORKING: {
+        AgentStatus.IDLE,
+        AgentStatus.WAITING,
+        AgentStatus.PAUSED,
+        AgentStatus.TERMINATED,
+    },
+    AgentStatus.WAITING: {
+        AgentStatus.IDLE,
+        AgentStatus.WORKING,
+        AgentStatus.PAUSED,
+        AgentStatus.TERMINATED,
+    },
+    AgentStatus.PAUSED: {AgentStatus.IDLE, AgentStatus.TERMINATED},
+    AgentStatus.TERMINATED: set(),  # Terminal state, no transitions allowed
+}
+
+
+async def verify_project_access(
+    db: AsyncSession,
+    project_id: UUID,
+    user: User,
+) -> Project:
+    """
+    Verify user has access to a project.
+
+    Args:
+        db: Database session
+        project_id: UUID of the project to verify
+        user: Current authenticated user
+
+    Returns:
+        Project: The project if access is granted
+
+    Raises:
+        NotFoundError: If the project does not exist
+        AuthorizationError: If the user does not have access to the project
+    """
+    project = await project_crud.get(db, id=project_id)
+    if not project:
+        raise NotFoundError(
+            message=f"Project {project_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+    if not user.is_superuser and project.owner_id != user.id:
+        raise AuthorizationError(
+            message="You do not have access to this project",
+            error_code=ErrorCode.INSUFFICIENT_PERMISSIONS,
+        )
+    return project
+
+
+def validate_status_transition(
+    current_status: AgentStatus,
+    target_status: AgentStatus,
+) -> None:
+    """
+    Validate that a status transition is allowed.
+
+    Args:
+        current_status: The agent's current status
+        target_status: The desired target status
+
+    Raises:
+        ValidationException: If the transition is not allowed
+    """
+    valid_targets = VALID_STATUS_TRANSITIONS.get(current_status, set())
+    if target_status not in valid_targets:
+        raise ValidationException(
+            message=f"Cannot transition from {current_status.value} to {target_status.value}",
+            error_code=ErrorCode.VALIDATION_ERROR,
+            field="status",
+        )
+
+
+def build_agent_response(
+    agent: AgentInstance,
+    agent_type_name: str | None = None,
+    agent_type_slug: str | None = None,
+    project_name: str | None = None,
+    project_slug: str | None = None,
+    assigned_issues_count: int = 0,
+) -> AgentInstanceResponse:
+    """
+    Build an AgentInstanceResponse from an AgentInstance model.
+
+    Args:
+        agent: The agent instance model
+        agent_type_name: Name of the agent type
+        agent_type_slug: Slug of the agent type
+        project_name: Name of the project
+        project_slug: Slug of the project
+        assigned_issues_count: Number of issues assigned to this agent
+
+    Returns:
+        AgentInstanceResponse: The response schema
+    """
+    return AgentInstanceResponse(
+        id=agent.id,
+        agent_type_id=agent.agent_type_id,
+        project_id=agent.project_id,
+        name=agent.name,
+        status=agent.status,
+        current_task=agent.current_task,
+        short_term_memory=agent.short_term_memory or {},
+        long_term_memory_ref=agent.long_term_memory_ref,
+        session_id=agent.session_id,
+        last_activity_at=agent.last_activity_at,
+        terminated_at=agent.terminated_at,
+        tasks_completed=agent.tasks_completed,
+        tokens_used=agent.tokens_used,
+        cost_incurred=agent.cost_incurred,
+        created_at=agent.created_at,
+        updated_at=agent.updated_at,
+        agent_type_name=agent_type_name,
+        agent_type_slug=agent_type_slug,
+        project_name=project_name,
+        project_slug=project_slug,
+        assigned_issues_count=assigned_issues_count,
+    )
+
+
+# ===== Agent Instance Management Endpoints =====
+
+
+@router.post(
+    "/projects/{project_id}/agents",
+    response_model=AgentInstanceResponse,
+    status_code=status.HTTP_201_CREATED,
+    summary="Spawn Agent Instance",
+    description="Spawn a new agent instance in a project. Requires project ownership or superuser.",
+    operation_id="spawn_agent",
+)
+@limiter.limit(f"{20 * RATE_MULTIPLIER}/minute")
+async def spawn_agent(
+    request: Request,
+    project_id: UUID,
+    agent_in: AgentInstanceCreate,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Spawn a new agent instance in a project.
+
+    Creates a new agent instance from an agent type template and assigns it
+    to the specified project. The agent starts in IDLE status by default.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project to spawn the agent in
+        agent_in: Agent instance creation data
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        AgentInstanceResponse: The newly created agent instance
+
+    Raises:
+        NotFoundError: If the project is not found
+        AuthorizationError: If the user lacks access to the project
+        ValidationException: If the agent creation data is invalid
+    """
+    try:
+        # Verify project access
+        project = await verify_project_access(db, project_id, current_user)
+
+        # Ensure the agent is being created for the correct project
+        if agent_in.project_id != project_id:
+            raise ValidationException(
+                message="Agent project_id must match the URL project_id",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="project_id",
+            )
+
+        # Validate that the agent type exists and is active
+        agent_type = await agent_type_crud.get(db, id=agent_in.agent_type_id)
+        if not agent_type:
+            raise NotFoundError(
+                message=f"Agent type {agent_in.agent_type_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+        if not agent_type.is_active:
+            raise ValidationException(
+                message=f"Agent type '{agent_type.name}' is inactive and cannot be used",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="agent_type_id",
+            )
+
+        # Create the agent instance
+        agent = await agent_instance_crud.create(db, obj_in=agent_in)
+
+        logger.info(
+            f"User {current_user.email} spawned agent '{agent.name}' "
+            f"(id={agent.id}) in project {project.slug}"
+        )
+
+        # Get agent details for response
+        details = await agent_instance_crud.get_with_details(db, instance_id=agent.id)
+        if details:
+            return build_agent_response(
+                agent=details["instance"],
+                agent_type_name=details.get("agent_type_name"),
+                agent_type_slug=details.get("agent_type_slug"),
+                project_name=details.get("project_name"),
+                project_slug=details.get("project_slug"),
+                assigned_issues_count=details.get("assigned_issues_count", 0),
+            )
+
+        return build_agent_response(agent)
+
+    except (NotFoundError, AuthorizationError, ValidationException):
+        raise
+    except ValueError as e:
+        logger.warning(f"Failed to spawn agent: {e!s}")
+        raise ValidationException(
+            message=str(e),
+            error_code=ErrorCode.VALIDATION_ERROR,
+        )
+    except Exception as e:
+        logger.error(f"Error spawning agent: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/projects/{project_id}/agents",
+    response_model=PaginatedResponse[AgentInstanceResponse],
+    summary="List Project Agents",
+    description="List all agent instances in a project with optional filtering.",
+    operation_id="list_project_agents",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def list_project_agents(
+    request: Request,
+    project_id: UUID,
+    pagination: PaginationParams = Depends(),
+    status_filter: AgentStatus | None = Query(
+        None, alias="status", description="Filter by agent status"
+    ),
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    List all agent instances in a project.
+
+    Returns a paginated list of agents with optional status filtering.
+    Results are ordered by creation date (newest first).
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project
+        pagination: Pagination parameters
+        status_filter: Optional filter by agent status
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        PaginatedResponse[AgentInstanceResponse]: Paginated list of agents
+
+    Raises:
+        NotFoundError: If the project is not found
+        AuthorizationError: If the user lacks access to the project
+    """
+    try:
+        # Verify project access
+        project = await verify_project_access(db, project_id, current_user)
+
+        # Get agents for the project
+        agents, total = await agent_instance_crud.get_by_project(
+            db,
+            project_id=project_id,
+            status=status_filter,
+            skip=pagination.offset,
+            limit=pagination.limit,
+        )
+
+        # Build response objects
+        agent_responses = []
+        for agent in agents:
+            # Get details for each agent (could be optimized with bulk query)
+            details = await agent_instance_crud.get_with_details(
+                db, instance_id=agent.id
+            )
+            if details:
+                agent_responses.append(
+                    build_agent_response(
+                        agent=details["instance"],
+                        agent_type_name=details.get("agent_type_name"),
+                        agent_type_slug=details.get("agent_type_slug"),
+                        project_name=details.get("project_name"),
+                        project_slug=details.get("project_slug"),
+                        assigned_issues_count=details.get("assigned_issues_count", 0),
+                    )
+                )
+            else:
+                agent_responses.append(build_agent_response(agent))
+
+        pagination_meta = create_pagination_meta(
+            total=total,
+            page=pagination.page,
+            limit=pagination.limit,
+            items_count=len(agent_responses),
+        )
+
+        logger.debug(
+            f"User {current_user.email} listed {len(agent_responses)} agents "
+            f"in project {project.slug}"
+        )
+
+        return PaginatedResponse(data=agent_responses, pagination=pagination_meta)
+
+    except (NotFoundError, AuthorizationError):
+        raise
+    except Exception as e:
+        logger.error(f"Error listing project agents: {e!s}", exc_info=True)
+        raise
+
+
+# ===== Project Agent Metrics Endpoint =====
+# NOTE: This endpoint MUST be defined before /{agent_id} routes
+# to prevent FastAPI from trying to parse "metrics" as a UUID
+
+
+@router.get(
+    "/projects/{project_id}/agents/metrics",
+    response_model=AgentInstanceMetrics,
+    summary="Get Project Agent Metrics",
+    description="Get aggregated usage metrics for all agents in a project.",
+    operation_id="get_project_agent_metrics",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def get_project_agent_metrics(
+    request: Request,
+    project_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get aggregated usage metrics for all agents in a project.
+
+    Returns aggregated metrics across all agents including total
+    tasks completed, tokens used, and cost incurred.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        AgentInstanceMetrics: Aggregated project agent metrics
+
+    Raises:
+        NotFoundError: If the project is not found
+        AuthorizationError: If the user lacks access to the project
+    """
+    try:
+        # Verify project access
+        project = await verify_project_access(db, project_id, current_user)
+
+        # Get aggregated metrics for the project
+        metrics = await agent_instance_crud.get_project_metrics(
+            db, project_id=project_id
+        )
+
+        logger.debug(
+            f"User {current_user.email} retrieved project metrics for {project.slug}"
+        )
+
+        return AgentInstanceMetrics(
+            total_instances=metrics["total_instances"],
+            active_instances=metrics["active_instances"],
+            idle_instances=metrics["idle_instances"],
+            total_tasks_completed=metrics["total_tasks_completed"],
+            total_tokens_used=metrics["total_tokens_used"],
+            total_cost_incurred=metrics["total_cost_incurred"],
+        )
+
+    except (NotFoundError, AuthorizationError):
+        raise
+    except Exception as e:
+        logger.error(f"Error getting project agent metrics: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/projects/{project_id}/agents/{agent_id}",
+    response_model=AgentInstanceResponse,
+    summary="Get Agent Details",
+    description="Get detailed information about a specific agent instance.",
+    operation_id="get_agent",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def get_agent(
+    request: Request,
+    project_id: UUID,
+    agent_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get detailed information about a specific agent instance.
+
+    Returns full agent details including related entity information
+    (agent type name, project name) and assigned issues count.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project
+        agent_id: UUID of the agent instance
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        AgentInstanceResponse: The agent instance details
+
+    Raises:
+        NotFoundError: If the project or agent is not found
+        AuthorizationError: If the user lacks access to the project
+    """
+    try:
+        # Verify project access
+        await verify_project_access(db, project_id, current_user)
+
+        # Get agent with full details
+        details = await agent_instance_crud.get_with_details(db, instance_id=agent_id)
+
+        if not details:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        agent = details["instance"]
+
+        # Verify agent belongs to the specified project
+        if agent.project_id != project_id:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found in project {project_id}",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        logger.debug(
+            f"User {current_user.email} retrieved agent {agent.name} (id={agent_id})"
+        )
+
+        return build_agent_response(
+            agent=agent,
+            agent_type_name=details.get("agent_type_name"),
+            agent_type_slug=details.get("agent_type_slug"),
+            project_name=details.get("project_name"),
+            project_slug=details.get("project_slug"),
+            assigned_issues_count=details.get("assigned_issues_count", 0),
+        )
+
+    except (NotFoundError, AuthorizationError):
+        raise
+    except Exception as e:
+        logger.error(f"Error getting agent details: {e!s}", exc_info=True)
+        raise
+
+
+@router.patch(
+    "/projects/{project_id}/agents/{agent_id}",
+    response_model=AgentInstanceResponse,
+    summary="Update Agent",
+    description="Update an agent instance's configuration and state.",
+    operation_id="update_agent",
+)
+@limiter.limit(f"{30 * RATE_MULTIPLIER}/minute")
+async def update_agent(
+    request: Request,
+    project_id: UUID,
+    agent_id: UUID,
+    agent_in: AgentInstanceUpdate,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Update an agent instance's configuration and state.
+
+    Allows updating agent status, current task, memory, and other
+    configurable fields. Status transitions are validated according
+    to the agent lifecycle state machine.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project
+        agent_id: UUID of the agent instance
+        agent_in: Agent update data
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        AgentInstanceResponse: The updated agent instance
+
+    Raises:
+        NotFoundError: If the project or agent is not found
+        AuthorizationError: If the user lacks access to the project
+        ValidationException: If the status transition is invalid
+    """
+    try:
+        # Verify project access
+        await verify_project_access(db, project_id, current_user)
+
+        # Get current agent
+        agent = await agent_instance_crud.get(db, id=agent_id)
+        if not agent:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Verify agent belongs to the specified project
+        if agent.project_id != project_id:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found in project {project_id}",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Validate status transition if status is being changed
+        if agent_in.status is not None and agent_in.status != agent.status:
+            validate_status_transition(agent.status, agent_in.status)
+
+        # Update the agent
+        updated_agent = await agent_instance_crud.update(
+            db, db_obj=agent, obj_in=agent_in
+        )
+
+        logger.info(
+            f"User {current_user.email} updated agent {updated_agent.name} "
+            f"(id={agent_id})"
+        )
+
+        # Get updated details
+        details = await agent_instance_crud.get_with_details(
+            db, instance_id=updated_agent.id
+        )
+        if details:
+            return build_agent_response(
+                agent=details["instance"],
+                agent_type_name=details.get("agent_type_name"),
+                agent_type_slug=details.get("agent_type_slug"),
+                project_name=details.get("project_name"),
+                project_slug=details.get("project_slug"),
+                assigned_issues_count=details.get("assigned_issues_count", 0),
+            )
+
+        return build_agent_response(updated_agent)
+
+    except (NotFoundError, AuthorizationError, ValidationException):
+        raise
+    except Exception as e:
+        logger.error(f"Error updating agent: {e!s}", exc_info=True)
+        raise
+
+
+@router.post(
+    "/projects/{project_id}/agents/{agent_id}/pause",
+    response_model=AgentInstanceResponse,
+    summary="Pause Agent",
+    description="Pause an agent instance, temporarily stopping its work.",
+    operation_id="pause_agent",
+)
+@limiter.limit(f"{20 * RATE_MULTIPLIER}/minute")
+async def pause_agent(
+    request: Request,
+    project_id: UUID,
+    agent_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Pause an agent instance.
+
+    Transitions the agent to PAUSED status, temporarily stopping
+    its work. The agent can be resumed later with the resume endpoint.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project
+        agent_id: UUID of the agent instance
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        AgentInstanceResponse: The paused agent instance
+
+    Raises:
+        NotFoundError: If the project or agent is not found
+        AuthorizationError: If the user lacks access to the project
+        ValidationException: If the agent cannot be paused from its current state
+    """
+    try:
+        # Verify project access
+        await verify_project_access(db, project_id, current_user)
+
+        # Get current agent
+        agent = await agent_instance_crud.get(db, id=agent_id)
+        if not agent:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Verify agent belongs to the specified project
+        if agent.project_id != project_id:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found in project {project_id}",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Validate the transition to PAUSED
+        validate_status_transition(agent.status, AgentStatus.PAUSED)
+
+        # Update status to PAUSED
+        paused_agent = await agent_instance_crud.update_status(
+            db,
+            instance_id=agent_id,
+            status=AgentStatus.PAUSED,
+        )
+
+        if not paused_agent:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        logger.info(
+            f"User {current_user.email} paused agent {paused_agent.name} "
+            f"(id={agent_id})"
+        )
+
+        # Get updated details
+        details = await agent_instance_crud.get_with_details(
+            db, instance_id=paused_agent.id
+        )
+        if details:
+            return build_agent_response(
+                agent=details["instance"],
+                agent_type_name=details.get("agent_type_name"),
+                agent_type_slug=details.get("agent_type_slug"),
+                project_name=details.get("project_name"),
+                project_slug=details.get("project_slug"),
+                assigned_issues_count=details.get("assigned_issues_count", 0),
+            )
+
+        return build_agent_response(paused_agent)
+
+    except (NotFoundError, AuthorizationError, ValidationException):
+        raise
+    except Exception as e:
+        logger.error(f"Error pausing agent: {e!s}", exc_info=True)
+        raise
+
+
+@router.post(
+    "/projects/{project_id}/agents/{agent_id}/resume",
+    response_model=AgentInstanceResponse,
+    summary="Resume Agent",
+    description="Resume a paused agent instance.",
+    operation_id="resume_agent",
+)
+@limiter.limit(f"{20 * RATE_MULTIPLIER}/minute")
+async def resume_agent(
+    request: Request,
+    project_id: UUID,
+    agent_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Resume a paused agent instance.
+
+    Transitions the agent from PAUSED back to IDLE status,
+    allowing it to accept new work.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project
+        agent_id: UUID of the agent instance
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        AgentInstanceResponse: The resumed agent instance
+
+    Raises:
+        NotFoundError: If the project or agent is not found
+        AuthorizationError: If the user lacks access to the project
+        ValidationException: If the agent cannot be resumed from its current state
+    """
+    try:
+        # Verify project access
+        await verify_project_access(db, project_id, current_user)
+
+        # Get current agent
+        agent = await agent_instance_crud.get(db, id=agent_id)
+        if not agent:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Verify agent belongs to the specified project
+        if agent.project_id != project_id:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found in project {project_id}",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Validate the transition to IDLE (resume)
+        validate_status_transition(agent.status, AgentStatus.IDLE)
+
+        # Update status to IDLE
+        resumed_agent = await agent_instance_crud.update_status(
+            db,
+            instance_id=agent_id,
+            status=AgentStatus.IDLE,
+        )
+
+        if not resumed_agent:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        logger.info(
+            f"User {current_user.email} resumed agent {resumed_agent.name} "
+            f"(id={agent_id})"
+        )
+
+        # Get updated details
+        details = await agent_instance_crud.get_with_details(
+            db, instance_id=resumed_agent.id
+        )
+        if details:
+            return build_agent_response(
+                agent=details["instance"],
+                agent_type_name=details.get("agent_type_name"),
+                agent_type_slug=details.get("agent_type_slug"),
+                project_name=details.get("project_name"),
+                project_slug=details.get("project_slug"),
+                assigned_issues_count=details.get("assigned_issues_count", 0),
+            )
+
+        return build_agent_response(resumed_agent)
+
+    except (NotFoundError, AuthorizationError, ValidationException):
+        raise
+    except Exception as e:
+        logger.error(f"Error resuming agent: {e!s}", exc_info=True)
+        raise
+
+
+@router.delete(
+    "/projects/{project_id}/agents/{agent_id}",
+    response_model=MessageResponse,
+    summary="Terminate Agent",
+    description="Terminate an agent instance, permanently stopping it.",
+    operation_id="terminate_agent",
+)
+@limiter.limit(f"{10 * RATE_MULTIPLIER}/minute")
+async def terminate_agent(
+    request: Request,
+    project_id: UUID,
+    agent_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Terminate an agent instance.
+
+    Permanently terminates the agent, setting its status to TERMINATED.
+    This action cannot be undone - a new agent must be spawned if needed.
+    The agent's session and current task are cleared.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project
+        agent_id: UUID of the agent instance
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        MessageResponse: Confirmation message
+
+    Raises:
+        NotFoundError: If the project or agent is not found
+        AuthorizationError: If the user lacks access to the project
+        ValidationException: If the agent is already terminated
+    """
+    try:
+        # Verify project access
+        await verify_project_access(db, project_id, current_user)
+
+        # Get current agent
+        agent = await agent_instance_crud.get(db, id=agent_id)
+        if not agent:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Verify agent belongs to the specified project
+        if agent.project_id != project_id:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found in project {project_id}",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Check if already terminated
+        if agent.status == AgentStatus.TERMINATED:
+            raise ValidationException(
+                message="Agent is already terminated",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="status",
+            )
+
+        # Validate the transition to TERMINATED
+        validate_status_transition(agent.status, AgentStatus.TERMINATED)
+
+        agent_name = agent.name
+
+        # Terminate the agent
+        terminated_agent = await agent_instance_crud.terminate(db, instance_id=agent_id)
+
+        if not terminated_agent:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        logger.info(
+            f"User {current_user.email} terminated agent {agent_name} (id={agent_id})"
+        )
+
+        return MessageResponse(
+            success=True,
+            message=f"Agent '{agent_name}' has been terminated",
+        )
+
+    except (NotFoundError, AuthorizationError, ValidationException):
+        raise
+    except Exception as e:
+        logger.error(f"Error terminating agent: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/projects/{project_id}/agents/{agent_id}/metrics",
+    response_model=AgentInstanceMetrics,
+    summary="Get Agent Metrics",
+    description="Get usage metrics for a specific agent instance.",
+    operation_id="get_agent_metrics",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def get_agent_metrics(
+    request: Request,
+    project_id: UUID,
+    agent_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get usage metrics for a specific agent instance.
+
+    Returns metrics including tasks completed, tokens used,
+    and cost incurred for the specified agent.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project
+        agent_id: UUID of the agent instance
+        current_user: Current authenticated user
+        db: Database session
+
+    Returns:
+        AgentInstanceMetrics: Agent usage metrics
+
+    Raises:
+        NotFoundError: If the project or agent is not found
+        AuthorizationError: If the user lacks access to the project
+    """
+    try:
+        # Verify project access
+        await verify_project_access(db, project_id, current_user)
+
+        # Get agent
+        agent = await agent_instance_crud.get(db, id=agent_id)
+        if not agent:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Verify agent belongs to the specified project
+        if agent.project_id != project_id:
+            raise NotFoundError(
+                message=f"Agent {agent_id} not found in project {project_id}",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        # Calculate metrics for this single agent
+        # For a single agent, we report its individual metrics
+        is_active = agent.status == AgentStatus.WORKING
+        is_idle = agent.status == AgentStatus.IDLE
+
+        logger.debug(
+            f"User {current_user.email} retrieved metrics for agent {agent.name} "
+            f"(id={agent_id})"
+        )
+
+        return AgentInstanceMetrics(
+            total_instances=1,
+            active_instances=1 if is_active else 0,
+            idle_instances=1 if is_idle else 0,
+            total_tasks_completed=agent.tasks_completed,
+            total_tokens_used=agent.tokens_used,
+            total_cost_incurred=agent.cost_incurred,
+        )
+
+    except (NotFoundError, AuthorizationError):
+        raise
+    except Exception as e:
+        logger.error(f"Error getting agent metrics: {e!s}", exc_info=True)
+        raise

backend/app/api/routes/context.py

@@ -0,0 +1,411 @@
+"""
+Context Management API Endpoints.
+
+Provides REST endpoints for context assembly and optimization
+for LLM requests using the ContextEngine.
+"""
+
+import logging
+from typing import Annotated, Any
+
+from fastapi import APIRouter, Depends, HTTPException, Query, status
+from pydantic import BaseModel, Field
+
+from app.api.dependencies.permissions import require_superuser
+from app.models.user import User
+from app.services.context import (
+    AssemblyTimeoutError,
+    BudgetExceededError,
+    ContextEngine,
+    ContextSettings,
+    create_context_engine,
+    get_context_settings,
+)
+from app.services.mcp import MCPClientManager, get_mcp_client
+
+logger = logging.getLogger(__name__)
+
+router = APIRouter()
+
+
+# ============================================================================
+# Singleton Engine Management
+# ============================================================================
+
+_context_engine: ContextEngine | None = None
+
+
+def _get_or_create_engine(
+    mcp: MCPClientManager,
+    settings: ContextSettings | None = None,
+) -> ContextEngine:
+    """Get or create the singleton ContextEngine."""
+    global _context_engine
+    if _context_engine is None:
+        _context_engine = create_context_engine(
+            mcp_manager=mcp,
+            redis=None,  # Optional: add Redis caching later
+            settings=settings or get_context_settings(),
+        )
+        logger.info("ContextEngine initialized")
+    else:
+        # Ensure MCP manager is up to date
+        _context_engine.set_mcp_manager(mcp)
+    return _context_engine
+
+
+async def get_context_engine(
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> ContextEngine:
+    """FastAPI dependency to get the ContextEngine."""
+    return _get_or_create_engine(mcp)
+
+
+# ============================================================================
+# Request/Response Schemas
+# ============================================================================
+
+
+class ConversationTurn(BaseModel):
+    """A single conversation turn."""
+
+    role: str = Field(..., description="Role: 'user' or 'assistant'")
+    content: str = Field(..., description="Message content")
+
+
+class ToolResult(BaseModel):
+    """A tool execution result."""
+
+    tool_name: str = Field(..., description="Name of the tool")
+    content: str | dict[str, Any] = Field(..., description="Tool result content")
+    status: str = Field(default="success", description="Execution status")
+
+
+class AssembleContextRequest(BaseModel):
+    """Request to assemble context for an LLM request."""
+
+    project_id: str = Field(..., description="Project identifier")
+    agent_id: str = Field(..., description="Agent identifier")
+    query: str = Field(..., description="User's query or current request")
+    model: str = Field(
+        default="claude-3-sonnet",
+        description="Target model name",
+    )
+    max_tokens: int | None = Field(
+        None,
+        description="Maximum context tokens (uses model default if None)",
+    )
+    system_prompt: str | None = Field(
+        None,
+        description="System prompt/instructions",
+    )
+    task_description: str | None = Field(
+        None,
+        description="Current task description",
+    )
+    knowledge_query: str | None = Field(
+        None,
+        description="Query for knowledge base search",
+    )
+    knowledge_limit: int = Field(
+        default=10,
+        ge=1,
+        le=50,
+        description="Max number of knowledge results",
+    )
+    conversation_history: list[ConversationTurn] | None = Field(
+        None,
+        description="Previous conversation turns",
+    )
+    tool_results: list[ToolResult] | None = Field(
+        None,
+        description="Tool execution results to include",
+    )
+    compress: bool = Field(
+        default=True,
+        description="Whether to apply compression",
+    )
+    use_cache: bool = Field(
+        default=True,
+        description="Whether to use caching",
+    )
+
+
+class AssembledContextResponse(BaseModel):
+    """Response containing assembled context."""
+
+    content: str = Field(..., description="Assembled context content")
+    total_tokens: int = Field(..., description="Total token count")
+    context_count: int = Field(..., description="Number of context items included")
+    compressed: bool = Field(..., description="Whether compression was applied")
+    budget_used_percent: float = Field(
+        ...,
+        description="Percentage of token budget used",
+    )
+    metadata: dict[str, Any] = Field(
+        default_factory=dict,
+        description="Additional metadata",
+    )
+
+
+class TokenCountRequest(BaseModel):
+    """Request to count tokens in content."""
+
+    content: str = Field(..., description="Content to count tokens in")
+    model: str | None = Field(
+        None,
+        description="Model for model-specific tokenization",
+    )
+
+
+class TokenCountResponse(BaseModel):
+    """Response containing token count."""
+
+    token_count: int = Field(..., description="Number of tokens")
+    model: str | None = Field(None, description="Model used for counting")
+
+
+class BudgetInfoResponse(BaseModel):
+    """Response containing budget information for a model."""
+
+    model: str = Field(..., description="Model name")
+    total_tokens: int = Field(..., description="Total token budget")
+    system_tokens: int = Field(..., description="Tokens reserved for system")
+    knowledge_tokens: int = Field(..., description="Tokens for knowledge")
+    conversation_tokens: int = Field(..., description="Tokens for conversation")
+    tool_tokens: int = Field(..., description="Tokens for tool results")
+    response_reserve: int = Field(..., description="Tokens reserved for response")
+
+
+class ContextEngineStatsResponse(BaseModel):
+    """Response containing engine statistics."""
+
+    cache: dict[str, Any] = Field(..., description="Cache statistics")
+    settings: dict[str, Any] = Field(..., description="Current settings")
+
+
+class HealthResponse(BaseModel):
+    """Health check response."""
+
+    status: str = Field(..., description="Health status")
+    mcp_connected: bool = Field(..., description="Whether MCP is connected")
+    cache_enabled: bool = Field(..., description="Whether caching is enabled")
+
+
+# ============================================================================
+# Endpoints
+# ============================================================================
+
+
+@router.get(
+    "/health",
+    response_model=HealthResponse,
+    summary="Context Engine Health",
+    description="Check health status of the context engine.",
+)
+async def health_check(
+    engine: ContextEngine = Depends(get_context_engine),
+) -> HealthResponse:
+    """Check context engine health."""
+    stats = await engine.get_stats()
+    return HealthResponse(
+        status="healthy",
+        mcp_connected=engine._mcp is not None,
+        cache_enabled=stats.get("settings", {}).get("cache_enabled", False),
+    )
+
+
+@router.post(
+    "/assemble",
+    response_model=AssembledContextResponse,
+    summary="Assemble Context",
+    description="Assemble optimized context for an LLM request.",
+)
+async def assemble_context(
+    request: AssembleContextRequest,
+    current_user: User = Depends(require_superuser),
+    engine: ContextEngine = Depends(get_context_engine),
+) -> AssembledContextResponse:
+    """
+    Assemble optimized context for an LLM request.
+
+    This endpoint gathers context from various sources, scores and ranks them,
+    compresses if needed, and formats for the target model.
+    """
+    logger.info(
+        "Context assembly for project=%s agent=%s by user=%s",
+        request.project_id,
+        request.agent_id,
+        current_user.id,
+    )
+
+    # Convert conversation history to dict format
+    conversation_history = None
+    if request.conversation_history:
+        conversation_history = [
+            {"role": turn.role, "content": turn.content}
+            for turn in request.conversation_history
+        ]
+
+    # Convert tool results to dict format
+    tool_results = None
+    if request.tool_results:
+        tool_results = [
+            {
+                "tool_name": tr.tool_name,
+                "content": tr.content,
+                "status": tr.status,
+            }
+            for tr in request.tool_results
+        ]
+
+    try:
+        result = await engine.assemble_context(
+            project_id=request.project_id,
+            agent_id=request.agent_id,
+            query=request.query,
+            model=request.model,
+            max_tokens=request.max_tokens,
+            system_prompt=request.system_prompt,
+            task_description=request.task_description,
+            knowledge_query=request.knowledge_query,
+            knowledge_limit=request.knowledge_limit,
+            conversation_history=conversation_history,
+            tool_results=tool_results,
+            compress=request.compress,
+            use_cache=request.use_cache,
+        )
+
+        # Calculate budget usage percentage
+        budget = await engine.get_budget_for_model(request.model, request.max_tokens)
+        budget_used_percent = (result.total_tokens / budget.total) * 100
+
+        # Check if compression was applied (from metadata if available)
+        was_compressed = result.metadata.get("compressed_contexts", 0) > 0
+
+        return AssembledContextResponse(
+            content=result.content,
+            total_tokens=result.total_tokens,
+            context_count=result.context_count,
+            compressed=was_compressed,
+            budget_used_percent=round(budget_used_percent, 2),
+            metadata={
+                "model": request.model,
+                "query": request.query,
+                "knowledge_included": bool(request.knowledge_query),
+                "conversation_turns": len(request.conversation_history or []),
+                "excluded_count": result.excluded_count,
+                "assembly_time_ms": result.assembly_time_ms,
+            },
+        )
+
+    except AssemblyTimeoutError as e:
+        raise HTTPException(
+            status_code=status.HTTP_504_GATEWAY_TIMEOUT,
+            detail=f"Context assembly timed out: {e}",
+        ) from e
+    except BudgetExceededError as e:
+        raise HTTPException(
+            status_code=status.HTTP_413_REQUEST_ENTITY_TOO_LARGE,
+            detail=f"Token budget exceeded: {e}",
+        ) from e
+    except Exception as e:
+        logger.exception("Context assembly failed")
+        raise HTTPException(
+            status_code=status.HTTP_500_INTERNAL_SERVER_ERROR,
+            detail=f"Context assembly failed: {e}",
+        ) from e
+
+
+@router.post(
+    "/count-tokens",
+    response_model=TokenCountResponse,
+    summary="Count Tokens",
+    description="Count tokens in content using the LLM Gateway.",
+)
+async def count_tokens(
+    request: TokenCountRequest,
+    engine: ContextEngine = Depends(get_context_engine),
+) -> TokenCountResponse:
+    """Count tokens in content."""
+    try:
+        count = await engine.count_tokens(
+            content=request.content,
+            model=request.model,
+        )
+        return TokenCountResponse(
+            token_count=count,
+            model=request.model,
+        )
+    except Exception as e:
+        logger.warning(f"Token counting failed: {e}")
+        raise HTTPException(
+            status_code=status.HTTP_500_INTERNAL_SERVER_ERROR,
+            detail=f"Token counting failed: {e}",
+        ) from e
+
+
+@router.get(
+    "/budget/{model}",
+    response_model=BudgetInfoResponse,
+    summary="Get Token Budget",
+    description="Get token budget allocation for a specific model.",
+)
+async def get_budget(
+    model: str,
+    max_tokens: Annotated[int | None, Query(description="Custom max tokens")] = None,
+    engine: ContextEngine = Depends(get_context_engine),
+) -> BudgetInfoResponse:
+    """Get token budget information for a model."""
+    budget = await engine.get_budget_for_model(model, max_tokens)
+    return BudgetInfoResponse(
+        model=model,
+        total_tokens=budget.total,
+        system_tokens=budget.system,
+        knowledge_tokens=budget.knowledge,
+        conversation_tokens=budget.conversation,
+        tool_tokens=budget.tools,
+        response_reserve=budget.response_reserve,
+    )
+
+
+@router.get(
+    "/stats",
+    response_model=ContextEngineStatsResponse,
+    summary="Engine Statistics",
+    description="Get context engine statistics and configuration.",
+)
+async def get_stats(
+    current_user: User = Depends(require_superuser),
+    engine: ContextEngine = Depends(get_context_engine),
+) -> ContextEngineStatsResponse:
+    """Get engine statistics."""
+    stats = await engine.get_stats()
+    return ContextEngineStatsResponse(
+        cache=stats.get("cache", {}),
+        settings=stats.get("settings", {}),
+    )
+
+
+@router.post(
+    "/cache/invalidate",
+    status_code=status.HTTP_204_NO_CONTENT,
+    summary="Invalidate Cache (Admin Only)",
+    description="Invalidate context cache entries.",
+)
+async def invalidate_cache(
+    project_id: Annotated[
+        str | None, Query(description="Project to invalidate")
+    ] = None,
+    pattern: Annotated[str | None, Query(description="Pattern to match")] = None,
+    current_user: User = Depends(require_superuser),
+    engine: ContextEngine = Depends(get_context_engine),
+) -> None:
+    """Invalidate cache entries."""
+    logger.info(
+        "Cache invalidation by user %s: project=%s pattern=%s",
+        current_user.id,
+        project_id,
+        pattern,
+    )
+    await engine.invalidate_cache(project_id=project_id, pattern=pattern)

backend/app/api/routes/events.py

@@ -0,0 +1,316 @@
+"""
+SSE endpoint for real-time project event streaming.
+
+This module provides Server-Sent Events (SSE) endpoints for streaming
+project events to connected clients. Events are scoped to projects,
+with authorization checks to ensure clients only receive events
+for projects they have access to.
+
+Features:
+- Real-time event streaming via SSE
+- Project-scoped authorization
+- Automatic reconnection support (Last-Event-ID)
+- Keepalive messages every 30 seconds
+- Graceful connection cleanup
+"""
+
+import asyncio
+import json
+import logging
+from typing import TYPE_CHECKING
+from uuid import UUID
+
+from fastapi import APIRouter, Depends, Header, Query, Request
+from slowapi import Limiter
+from slowapi.util import get_remote_address
+from sse_starlette.sse import EventSourceResponse
+
+from app.api.dependencies.auth import get_current_user, get_current_user_sse
+from app.api.dependencies.event_bus import get_event_bus
+from app.core.database import get_db
+from app.core.exceptions import AuthorizationError
+from app.models.user import User
+from app.schemas.errors import ErrorCode
+from app.schemas.events import EventType
+from app.services.event_bus import EventBus
+
+if TYPE_CHECKING:
+    from sqlalchemy.ext.asyncio import AsyncSession
+
+logger = logging.getLogger(__name__)
+
+router = APIRouter()
+limiter = Limiter(key_func=get_remote_address)
+
+# Keepalive interval in seconds
+KEEPALIVE_INTERVAL = 30
+
+
+async def check_project_access(
+    project_id: UUID,
+    user: User,
+    db: "AsyncSession",
+) -> bool:
+    """
+    Check if a user has access to a project's events.
+
+    Authorization rules:
+    - Superusers can access all projects
+    - Project owners can access their own projects
+
+    Args:
+        project_id: The project to check access for
+        user: The authenticated user
+        db: Database session for project lookup
+
+    Returns:
+        bool: True if user has access, False otherwise
+    """
+    # Superusers can access all projects
+    if user.is_superuser:
+        logger.debug(
+            f"Project access granted for superuser {user.id} on project {project_id}"
+        )
+        return True
+
+    # Check if user owns the project
+    from app.crud.syndarix import project as project_crud
+
+    project = await project_crud.get(db, id=project_id)
+    if not project:
+        logger.debug(f"Project {project_id} not found for access check")
+        return False
+
+    has_access = bool(project.owner_id == user.id)
+    logger.debug(
+        f"Project access {'granted' if has_access else 'denied'} "
+        f"for user {user.id} on project {project_id} (owner: {project.owner_id})"
+    )
+    return has_access
+
+
+async def event_generator(
+    project_id: UUID,
+    event_bus: EventBus,
+    last_event_id: str | None = None,
+):
+    """
+    Generate SSE events for a project.
+
+    This async generator yields SSE-formatted events from the event bus,
+    including keepalive comments to maintain the connection.
+
+    Args:
+        project_id: The project to stream events for
+        event_bus: The EventBus instance
+        last_event_id: Optional last received event ID for reconnection
+
+    Yields:
+        dict: SSE event data with 'event', 'data', and optional 'id' fields
+    """
+    try:
+        async for event_data in event_bus.subscribe_sse(
+            project_id=project_id,
+            last_event_id=last_event_id,
+            keepalive_interval=KEEPALIVE_INTERVAL,
+        ):
+            if event_data == "":
+                # Keepalive - yield SSE comment
+                yield {"comment": "keepalive"}
+            else:
+                # Parse event to extract type and id
+                try:
+                    event_dict = json.loads(event_data)
+                    event_type = event_dict.get("type", "message")
+                    event_id = event_dict.get("id")
+
+                    yield {
+                        "event": event_type,
+                        "data": event_data,
+                        "id": event_id,
+                    }
+                except json.JSONDecodeError:
+                    # If we can't parse, send as generic message
+                    yield {
+                        "event": "message",
+                        "data": event_data,
+                    }
+
+    except asyncio.CancelledError:
+        logger.info(f"Event stream cancelled for project {project_id}")
+        raise
+    except Exception as e:
+        logger.error(f"Error in event stream for project {project_id}: {e}")
+        raise
+
+
+@router.get(
+    "/projects/{project_id}/events/stream",
+    summary="Stream Project Events",
+    description="""
+    Stream real-time events for a project via Server-Sent Events (SSE).
+
+    **Authentication**: Required (Bearer token OR query parameter)
+    **Authorization**: Must have access to the project
+
+    **Authentication Methods**:
+    - Bearer token in Authorization header (preferred)
+    - Query parameter `token` (for EventSource compatibility)
+
+    Note: EventSource API doesn't support custom headers, so the query parameter
+    option is provided for browser-based SSE clients.
+
+    **SSE Event Format**:
+    ```
+    event: agent.status_changed
+    id: 550e8400-e29b-41d4-a716-446655440000
+    data: {"id": "...", "type": "agent.status_changed", "project_id": "...", ...}
+
+    : keepalive
+
+    event: issue.created
+    id: 550e8400-e29b-41d4-a716-446655440001
+    data: {...}
+    ```
+
+    **Reconnection**: Include the `Last-Event-ID` header with the last received
+    event ID to resume from where you left off.
+
+    **Keepalive**: The server sends a comment (`: keepalive`) every 30 seconds
+    to keep the connection alive.
+
+    **Rate Limit**: 10 connections/minute per IP
+    """,
+    response_class=EventSourceResponse,
+    responses={
+        200: {
+            "description": "SSE stream established",
+            "content": {"text/event-stream": {}},
+        },
+        401: {"description": "Not authenticated"},
+        403: {"description": "Not authorized to access this project"},
+        404: {"description": "Project not found"},
+    },
+    operation_id="stream_project_events",
+)
+@limiter.limit("10/minute")
+async def stream_project_events(
+    request: Request,
+    project_id: UUID,
+    db: "AsyncSession" = Depends(get_db),
+    event_bus: EventBus = Depends(get_event_bus),
+    token: str | None = Query(
+        None, description="Auth token (for EventSource compatibility)"
+    ),
+    authorization: str | None = Header(None, alias="Authorization"),
+    last_event_id: str | None = Header(None, alias="Last-Event-ID"),
+):
+    """
+    Stream real-time events for a project via SSE.
+
+    This endpoint establishes a persistent SSE connection that streams
+    project events to the client in real-time. The connection includes:
+
+    - Event streaming: All project events (agent updates, issues, etc.)
+    - Keepalive: Comment every 30 seconds to maintain connection
+    - Reconnection: Use Last-Event-ID header to resume after disconnect
+
+    The connection is automatically cleaned up when the client disconnects.
+    """
+    # Authenticate user (supports both header and query param tokens)
+    current_user = await get_current_user_sse(
+        db=db, authorization=authorization, token=token
+    )
+
+    logger.info(
+        f"SSE connection request for project {project_id} "
+        f"by user {current_user.id} "
+        f"(last_event_id={last_event_id})"
+    )
+
+    # Check project access
+    has_access = await check_project_access(project_id, current_user, db)
+    if not has_access:
+        raise AuthorizationError(
+            message=f"You don't have access to project {project_id}",
+            error_code=ErrorCode.INSUFFICIENT_PERMISSIONS,
+        )
+
+    # Return SSE response
+    return EventSourceResponse(
+        event_generator(
+            project_id=project_id,
+            event_bus=event_bus,
+            last_event_id=last_event_id,
+        ),
+        media_type="text/event-stream",
+        headers={
+            "Cache-Control": "no-cache",
+            "Connection": "keep-alive",
+            "X-Accel-Buffering": "no",  # Disable nginx buffering
+        },
+    )
+
+
+@router.post(
+    "/projects/{project_id}/events/test",
+    summary="Send Test Event (Development Only)",
+    description="""
+    Send a test event to a project's event stream. This endpoint is
+    intended for development and testing purposes.
+
+    **Authentication**: Required (Bearer token)
+    **Authorization**: Must have access to the project
+
+    **Note**: This endpoint should be disabled or restricted in production.
+    """,
+    response_model=dict,
+    responses={
+        200: {"description": "Test event sent"},
+        401: {"description": "Not authenticated"},
+        403: {"description": "Not authorized to access this project"},
+    },
+    operation_id="send_test_event",
+)
+async def send_test_event(
+    project_id: UUID,
+    current_user: User = Depends(get_current_user),
+    event_bus: EventBus = Depends(get_event_bus),
+    db: "AsyncSession" = Depends(get_db),
+):
+    """
+    Send a test event to the project's event stream.
+
+    This is useful for testing SSE connections during development.
+    """
+    # Check project access
+    has_access = await check_project_access(project_id, current_user, db)
+    if not has_access:
+        raise AuthorizationError(
+            message=f"You don't have access to project {project_id}",
+            error_code=ErrorCode.INSUFFICIENT_PERMISSIONS,
+        )
+
+    # Create and publish test event using the Event schema
+    event = EventBus.create_event(
+        event_type=EventType.AGENT_MESSAGE,
+        project_id=project_id,
+        actor_type="user",
+        actor_id=current_user.id,
+        payload={
+            "message": "Test event from SSE endpoint",
+            "message_type": "info",
+        },
+    )
+
+    channel = event_bus.get_project_channel(project_id)
+    await event_bus.publish(channel, event)
+
+    logger.info(f"Test event sent to project {project_id}: {event.id}")
+
+    return {
+        "success": True,
+        "event_id": event.id,
+        "event_type": event.type.value,
+        "message": "Test event sent successfully",
+    }

backend/app/api/routes/issues.py

@@ -0,0 +1,968 @@
+# app/api/routes/issues.py
+"""
+Issue CRUD API endpoints for Syndarix projects.
+
+Provides endpoints for managing issues within projects, including:
+- Create, read, update, delete operations
+- Filtering by status, priority, labels, sprint, assigned agent
+- Search across title and body
+- Assignment to agents
+- External issue tracker sync triggers
+"""
+
+import logging
+import os
+from typing import Any
+from uuid import UUID
+
+from fastapi import APIRouter, Depends, Query, Request, status
+from slowapi import Limiter
+from slowapi.util import get_remote_address
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.api.dependencies.auth import get_current_user
+from app.core.database import get_db
+from app.core.exceptions import (
+    AuthorizationError,
+    NotFoundError,
+    ValidationException,
+)
+from app.crud.syndarix.agent_instance import agent_instance as agent_instance_crud
+from app.crud.syndarix.issue import issue as issue_crud
+from app.crud.syndarix.project import project as project_crud
+from app.crud.syndarix.sprint import sprint as sprint_crud
+from app.models.syndarix.enums import (
+    AgentStatus,
+    IssuePriority,
+    IssueStatus,
+    SprintStatus,
+    SyncStatus,
+)
+from app.models.user import User
+from app.schemas.common import (
+    MessageResponse,
+    PaginatedResponse,
+    PaginationParams,
+    SortOrder,
+    create_pagination_meta,
+)
+from app.schemas.errors import ErrorCode
+from app.schemas.syndarix.issue import (
+    IssueAssign,
+    IssueCreate,
+    IssueResponse,
+    IssueStats,
+    IssueUpdate,
+)
+
+router = APIRouter()
+logger = logging.getLogger(__name__)
+
+# Initialize limiter for this router
+limiter = Limiter(key_func=get_remote_address)
+
+# Use higher rate limits in test environment
+IS_TEST = os.getenv("IS_TEST", "False") == "True"
+RATE_MULTIPLIER = 100 if IS_TEST else 1
+
+
+async def verify_project_ownership(
+    db: AsyncSession,
+    project_id: UUID,
+    user: User,
+) -> None:
+    """
+    Verify that the user owns the project or is a superuser.
+
+    Args:
+        db: Database session
+        project_id: Project UUID to verify
+        user: Current authenticated user
+
+    Raises:
+        NotFoundError: If project does not exist
+        AuthorizationError: If user does not own the project
+    """
+    project = await project_crud.get(db, id=project_id)
+    if not project:
+        raise NotFoundError(
+            message=f"Project {project_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    if not user.is_superuser and project.owner_id != user.id:
+        raise AuthorizationError(
+            message="You do not have access to this project",
+            error_code=ErrorCode.INSUFFICIENT_PERMISSIONS,
+        )
+
+
+def _build_issue_response(
+    issue: Any,
+    project_name: str | None = None,
+    project_slug: str | None = None,
+    sprint_name: str | None = None,
+    assigned_agent_type_name: str | None = None,
+) -> IssueResponse:
+    """
+    Build an IssueResponse from an Issue model instance.
+
+    Args:
+        issue: Issue model instance
+        project_name: Optional project name from relationship
+        project_slug: Optional project slug from relationship
+        sprint_name: Optional sprint name from relationship
+        assigned_agent_type_name: Optional agent type name from relationship
+
+    Returns:
+        IssueResponse schema instance
+    """
+    return IssueResponse(
+        id=issue.id,
+        project_id=issue.project_id,
+        title=issue.title,
+        body=issue.body,
+        status=issue.status,
+        priority=issue.priority,
+        labels=issue.labels or [],
+        assigned_agent_id=issue.assigned_agent_id,
+        human_assignee=issue.human_assignee,
+        sprint_id=issue.sprint_id,
+        story_points=issue.story_points,
+        external_tracker_type=issue.external_tracker_type,
+        external_issue_id=issue.external_issue_id,
+        remote_url=issue.remote_url,
+        external_issue_number=issue.external_issue_number,
+        sync_status=issue.sync_status,
+        last_synced_at=issue.last_synced_at,
+        external_updated_at=issue.external_updated_at,
+        closed_at=issue.closed_at,
+        created_at=issue.created_at,
+        updated_at=issue.updated_at,
+        project_name=project_name,
+        project_slug=project_slug,
+        sprint_name=sprint_name,
+        assigned_agent_type_name=assigned_agent_type_name,
+    )
+
+
+# ===== Issue CRUD Endpoints =====
+
+
+@router.post(
+    "/projects/{project_id}/issues",
+    response_model=IssueResponse,
+    status_code=status.HTTP_201_CREATED,
+    summary="Create Issue",
+    description="Create a new issue in a project",
+    operation_id="create_issue",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def create_issue(
+    request: Request,
+    project_id: UUID,
+    issue_in: IssueCreate,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Create a new issue within a project.
+
+    The user must own the project or be a superuser.
+    The project_id in the path takes precedence over any project_id in the body.
+
+    Args:
+        request: FastAPI request object (for rate limiting)
+        project_id: UUID of the project to create the issue in
+        issue_in: Issue creation data
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Created issue with full details
+
+    Raises:
+        NotFoundError: If project not found
+        AuthorizationError: If user lacks access
+        ValidationException: If assigned agent not in project
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    # Override project_id from path
+    issue_in.project_id = project_id
+
+    # Validate assigned agent if provided
+    if issue_in.assigned_agent_id:
+        agent = await agent_instance_crud.get(db, id=issue_in.assigned_agent_id)
+        if not agent:
+            raise NotFoundError(
+                message=f"Agent instance {issue_in.assigned_agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+        if agent.project_id != project_id:
+            raise ValidationException(
+                message="Agent instance does not belong to this project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="assigned_agent_id",
+            )
+        if agent.status == AgentStatus.TERMINATED:
+            raise ValidationException(
+                message="Cannot assign issue to a terminated agent",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="assigned_agent_id",
+            )
+
+    # Validate sprint if provided (IDOR prevention)
+    if issue_in.sprint_id:
+        sprint = await sprint_crud.get(db, id=issue_in.sprint_id)
+        if not sprint:
+            raise NotFoundError(
+                message=f"Sprint {issue_in.sprint_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+        if sprint.project_id != project_id:
+            raise ValidationException(
+                message="Sprint does not belong to this project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="sprint_id",
+            )
+
+    try:
+        issue = await issue_crud.create(db, obj_in=issue_in)
+        logger.info(
+            f"User {current_user.email} created issue '{issue.title}' "
+            f"in project {project_id}"
+        )
+
+        # Get project details for response
+        project = await project_crud.get(db, id=project_id)
+
+        return _build_issue_response(
+            issue,
+            project_name=project.name if project else None,
+            project_slug=project.slug if project else None,
+        )
+
+    except ValueError as e:
+        logger.warning(f"Failed to create issue: {e!s}")
+        raise ValidationException(
+            message=str(e),
+            error_code=ErrorCode.VALIDATION_ERROR,
+        )
+    except Exception as e:
+        logger.error(f"Error creating issue: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/projects/{project_id}/issues",
+    response_model=PaginatedResponse[IssueResponse],
+    summary="List Issues",
+    description="Get paginated list of issues in a project with filtering",
+    operation_id="list_issues",
+)
+@limiter.limit(f"{120 * RATE_MULTIPLIER}/minute")
+async def list_issues(
+    request: Request,
+    project_id: UUID,
+    pagination: PaginationParams = Depends(),
+    status_filter: IssueStatus | None = Query(
+        None, alias="status", description="Filter by issue status"
+    ),
+    priority: IssuePriority | None = Query(None, description="Filter by priority"),
+    labels: list[str] | None = Query(
+        None, description="Filter by labels (comma-separated)"
+    ),
+    sprint_id: UUID | None = Query(None, description="Filter by sprint ID"),
+    assigned_agent_id: UUID | None = Query(
+        None, description="Filter by assigned agent ID"
+    ),
+    sync_status: SyncStatus | None = Query(None, description="Filter by sync status"),
+    search: str | None = Query(
+        None, min_length=1, max_length=100, description="Search in title and body"
+    ),
+    sort_by: str = Query(
+        "created_at",
+        description="Field to sort by (created_at, updated_at, priority, status, title)",
+    ),
+    sort_order: SortOrder = Query(SortOrder.DESC, description="Sort order"),
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    List issues in a project with comprehensive filtering options.
+
+    Supports filtering by:
+    - status: Issue status (open, in_progress, in_review, blocked, closed)
+    - priority: Issue priority (low, medium, high, critical)
+    - labels: Match issues containing any of the provided labels
+    - sprint_id: Issues in a specific sprint
+    - assigned_agent_id: Issues assigned to a specific agent
+    - sync_status: External tracker sync status
+    - search: Full-text search in title and body
+
+    Args:
+        request: FastAPI request object
+        project_id: Project UUID
+        pagination: Pagination parameters
+        status_filter: Optional status filter
+        priority: Optional priority filter
+        labels: Optional labels filter
+        sprint_id: Optional sprint filter
+        assigned_agent_id: Optional agent assignment filter
+        sync_status: Optional sync status filter
+        search: Optional search query
+        sort_by: Field to sort by
+        sort_order: Sort direction
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Paginated list of issues matching filters
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    try:
+        # Get filtered issues
+        issues, total = await issue_crud.get_by_project(
+            db,
+            project_id=project_id,
+            status=status_filter,
+            priority=priority,
+            sprint_id=sprint_id,
+            assigned_agent_id=assigned_agent_id,
+            labels=labels,
+            search=search,
+            skip=pagination.offset,
+            limit=pagination.limit,
+            sort_by=sort_by,
+            sort_order=sort_order.value,
+        )
+
+        # Build response objects
+        issue_responses = [_build_issue_response(issue) for issue in issues]
+
+        pagination_meta = create_pagination_meta(
+            total=total,
+            page=pagination.page,
+            limit=pagination.limit,
+            items_count=len(issue_responses),
+        )
+
+        return PaginatedResponse(data=issue_responses, pagination=pagination_meta)
+
+    except Exception as e:
+        logger.error(
+            f"Error listing issues for project {project_id}: {e!s}", exc_info=True
+        )
+        raise
+
+
+# ===== Issue Statistics Endpoint =====
+# NOTE: This endpoint MUST be defined before /{issue_id} routes
+# to prevent FastAPI from trying to parse "stats" as a UUID
+
+
+@router.get(
+    "/projects/{project_id}/issues/stats",
+    response_model=IssueStats,
+    summary="Get Issue Statistics",
+    description="Get aggregated issue statistics for a project",
+    operation_id="get_issue_stats",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def get_issue_stats(
+    request: Request,
+    project_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get aggregated statistics for issues in a project.
+
+    Returns counts by status and priority, along with story point totals.
+
+    Args:
+        request: FastAPI request object
+        project_id: Project UUID
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Issue statistics including counts by status/priority and story points
+
+    Raises:
+        NotFoundError: If project not found
+        AuthorizationError: If user lacks access
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    try:
+        stats = await issue_crud.get_project_stats(db, project_id=project_id)
+        return IssueStats(**stats)
+
+    except Exception as e:
+        logger.error(
+            f"Error getting issue stats for project {project_id}: {e!s}",
+            exc_info=True,
+        )
+        raise
+
+
+@router.get(
+    "/projects/{project_id}/issues/{issue_id}",
+    response_model=IssueResponse,
+    summary="Get Issue",
+    description="Get detailed information about a specific issue",
+    operation_id="get_issue",
+)
+@limiter.limit(f"{120 * RATE_MULTIPLIER}/minute")
+async def get_issue(
+    request: Request,
+    project_id: UUID,
+    issue_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get detailed information about a specific issue.
+
+    Returns the issue with expanded relationship data including
+    project name, sprint name, and assigned agent type name.
+
+    Args:
+        request: FastAPI request object
+        project_id: Project UUID
+        issue_id: Issue UUID
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Issue details with relationship data
+
+    Raises:
+        NotFoundError: If project or issue not found
+        AuthorizationError: If user lacks access
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    # Get issue with details
+    issue_data = await issue_crud.get_with_details(db, issue_id=issue_id)
+
+    if not issue_data:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    issue = issue_data["issue"]
+
+    # Verify issue belongs to the project
+    if issue.project_id != project_id:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found in project {project_id}",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    return _build_issue_response(
+        issue,
+        project_name=issue_data.get("project_name"),
+        project_slug=issue_data.get("project_slug"),
+        sprint_name=issue_data.get("sprint_name"),
+        assigned_agent_type_name=issue_data.get("assigned_agent_type_name"),
+    )
+
+
+@router.patch(
+    "/projects/{project_id}/issues/{issue_id}",
+    response_model=IssueResponse,
+    summary="Update Issue",
+    description="Update an existing issue",
+    operation_id="update_issue",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def update_issue(
+    request: Request,
+    project_id: UUID,
+    issue_id: UUID,
+    issue_in: IssueUpdate,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Update an existing issue.
+
+    All fields are optional - only provided fields will be updated.
+    Validates that assigned agent belongs to the same project.
+
+    Args:
+        request: FastAPI request object
+        project_id: Project UUID
+        issue_id: Issue UUID
+        issue_in: Fields to update
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Updated issue details
+
+    Raises:
+        NotFoundError: If project or issue not found
+        AuthorizationError: If user lacks access
+        ValidationException: If validation fails
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    # Get existing issue
+    issue = await issue_crud.get(db, id=issue_id)
+    if not issue:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Verify issue belongs to the project
+    if issue.project_id != project_id:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found in project {project_id}",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Validate assigned agent if being updated
+    if issue_in.assigned_agent_id is not None:
+        agent = await agent_instance_crud.get(db, id=issue_in.assigned_agent_id)
+        if not agent:
+            raise NotFoundError(
+                message=f"Agent instance {issue_in.assigned_agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+        if agent.project_id != project_id:
+            raise ValidationException(
+                message="Agent instance does not belong to this project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="assigned_agent_id",
+            )
+        if agent.status == AgentStatus.TERMINATED:
+            raise ValidationException(
+                message="Cannot assign issue to a terminated agent",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="assigned_agent_id",
+            )
+
+    # Validate sprint if being updated (IDOR prevention and status validation)
+    if issue_in.sprint_id is not None:
+        sprint = await sprint_crud.get(db, id=issue_in.sprint_id)
+        if not sprint:
+            raise NotFoundError(
+                message=f"Sprint {issue_in.sprint_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+        if sprint.project_id != project_id:
+            raise ValidationException(
+                message="Sprint does not belong to this project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="sprint_id",
+            )
+        # Cannot add issues to completed or cancelled sprints
+        if sprint.status in [SprintStatus.COMPLETED, SprintStatus.CANCELLED]:
+            raise ValidationException(
+                message=f"Cannot add issues to sprint with status '{sprint.status.value}'",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="sprint_id",
+            )
+
+    try:
+        updated_issue = await issue_crud.update(db, db_obj=issue, obj_in=issue_in)
+        logger.info(
+            f"User {current_user.email} updated issue {issue_id} in project {project_id}"
+        )
+
+        # Get full details for response
+        issue_data = await issue_crud.get_with_details(db, issue_id=issue_id)
+
+        return _build_issue_response(
+            updated_issue,
+            project_name=issue_data.get("project_name") if issue_data else None,
+            project_slug=issue_data.get("project_slug") if issue_data else None,
+            sprint_name=issue_data.get("sprint_name") if issue_data else None,
+            assigned_agent_type_name=issue_data.get("assigned_agent_type_name")
+            if issue_data
+            else None,
+        )
+
+    except ValueError as e:
+        logger.warning(f"Failed to update issue {issue_id}: {e!s}")
+        raise ValidationException(
+            message=str(e),
+            error_code=ErrorCode.VALIDATION_ERROR,
+        )
+    except Exception as e:
+        logger.error(f"Error updating issue {issue_id}: {e!s}", exc_info=True)
+        raise
+
+
+@router.delete(
+    "/projects/{project_id}/issues/{issue_id}",
+    response_model=MessageResponse,
+    summary="Delete Issue",
+    description="Delete an issue permanently",
+    operation_id="delete_issue",
+)
+@limiter.limit(f"{30 * RATE_MULTIPLIER}/minute")
+async def delete_issue(
+    request: Request,
+    project_id: UUID,
+    issue_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Delete an issue permanently.
+
+    The issue will be permanently removed from the database.
+
+    Args:
+        request: FastAPI request object
+        project_id: Project UUID
+        issue_id: Issue UUID
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Success message
+
+    Raises:
+        NotFoundError: If project or issue not found
+        AuthorizationError: If user lacks access
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    # Get existing issue
+    issue = await issue_crud.get(db, id=issue_id)
+    if not issue:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Verify issue belongs to the project
+    if issue.project_id != project_id:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found in project {project_id}",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    try:
+        issue_title = issue.title
+        await issue_crud.remove(db, id=issue_id)
+        logger.info(
+            f"User {current_user.email} deleted issue {issue_id} "
+            f"('{issue_title}') from project {project_id}"
+        )
+
+        return MessageResponse(
+            success=True,
+            message=f"Issue '{issue_title}' has been deleted",
+        )
+
+    except Exception as e:
+        logger.error(f"Error deleting issue {issue_id}: {e!s}", exc_info=True)
+        raise
+
+
+# ===== Issue Assignment Endpoint =====
+
+
+@router.post(
+    "/projects/{project_id}/issues/{issue_id}/assign",
+    response_model=IssueResponse,
+    summary="Assign Issue",
+    description="Assign an issue to an agent or human",
+    operation_id="assign_issue",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def assign_issue(
+    request: Request,
+    project_id: UUID,
+    issue_id: UUID,
+    assignment: IssueAssign,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Assign an issue to an agent or human.
+
+    Only one type of assignment is allowed at a time:
+    - assigned_agent_id: Assign to an AI agent instance
+    - human_assignee: Assign to a human (name/email string)
+
+    To unassign, pass both as null/None.
+
+    Args:
+        request: FastAPI request object
+        project_id: Project UUID
+        issue_id: Issue UUID
+        assignment: Assignment data
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Updated issue with assignment
+
+    Raises:
+        NotFoundError: If project, issue, or agent not found
+        AuthorizationError: If user lacks access
+        ValidationException: If agent not in project
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    # Get existing issue
+    issue = await issue_crud.get(db, id=issue_id)
+    if not issue:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Verify issue belongs to the project
+    if issue.project_id != project_id:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found in project {project_id}",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Process assignment based on type
+    if assignment.assigned_agent_id:
+        # Validate agent exists and belongs to project
+        agent = await agent_instance_crud.get(db, id=assignment.assigned_agent_id)
+        if not agent:
+            raise NotFoundError(
+                message=f"Agent instance {assignment.assigned_agent_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+        if agent.project_id != project_id:
+            raise ValidationException(
+                message="Agent instance does not belong to this project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="assigned_agent_id",
+            )
+        if agent.status == AgentStatus.TERMINATED:
+            raise ValidationException(
+                message="Cannot assign issue to a terminated agent",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="assigned_agent_id",
+            )
+
+        updated_issue = await issue_crud.assign_to_agent(
+            db, issue_id=issue_id, agent_id=assignment.assigned_agent_id
+        )
+        logger.info(
+            f"User {current_user.email} assigned issue {issue_id} to agent {agent.name}"
+        )
+
+    elif assignment.human_assignee:
+        updated_issue = await issue_crud.assign_to_human(
+            db, issue_id=issue_id, human_assignee=assignment.human_assignee
+        )
+        logger.info(
+            f"User {current_user.email} assigned issue {issue_id} "
+            f"to human '{assignment.human_assignee}'"
+        )
+
+    else:
+        # Unassign - clear both agent and human
+        updated_issue = await issue_crud.assign_to_agent(
+            db, issue_id=issue_id, agent_id=None
+        )
+        logger.info(f"User {current_user.email} unassigned issue {issue_id}")
+
+    if not updated_issue:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Get full details for response
+    issue_data = await issue_crud.get_with_details(db, issue_id=issue_id)
+
+    return _build_issue_response(
+        updated_issue,
+        project_name=issue_data.get("project_name") if issue_data else None,
+        project_slug=issue_data.get("project_slug") if issue_data else None,
+        sprint_name=issue_data.get("sprint_name") if issue_data else None,
+        assigned_agent_type_name=issue_data.get("assigned_agent_type_name")
+        if issue_data
+        else None,
+    )
+
+
+@router.delete(
+    "/projects/{project_id}/issues/{issue_id}/assignment",
+    response_model=IssueResponse,
+    summary="Unassign Issue",
+    description="""
+    Remove agent/human assignment from an issue.
+
+    **Authentication**: Required (Bearer token)
+    **Authorization**: Project owner or superuser
+
+    This clears both agent and human assignee fields.
+
+    **Rate Limit**: 60 requests/minute
+    """,
+    operation_id="unassign_issue",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def unassign_issue(
+    request: Request,
+    project_id: UUID,
+    issue_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Remove assignment from an issue.
+
+    Clears both assigned_agent_id and human_assignee fields.
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    # Get existing issue
+    issue = await issue_crud.get(db, id=issue_id)
+    if not issue:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Verify issue belongs to project (IDOR prevention)
+    if issue.project_id != project_id:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found in project {project_id}",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Unassign the issue
+    updated_issue = await issue_crud.unassign(db, issue_id=issue_id)
+
+    if not updated_issue:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    logger.info(f"User {current_user.email} unassigned issue {issue_id}")
+
+    # Get full details for response
+    issue_data = await issue_crud.get_with_details(db, issue_id=issue_id)
+
+    return _build_issue_response(
+        updated_issue,
+        project_name=issue_data.get("project_name") if issue_data else None,
+        project_slug=issue_data.get("project_slug") if issue_data else None,
+        sprint_name=issue_data.get("sprint_name") if issue_data else None,
+        assigned_agent_type_name=issue_data.get("assigned_agent_type_name")
+        if issue_data
+        else None,
+    )
+
+
+# ===== Issue Sync Endpoint =====
+
+
+@router.post(
+    "/projects/{project_id}/issues/{issue_id}/sync",
+    response_model=MessageResponse,
+    summary="Trigger Issue Sync",
+    description="Trigger synchronization with external issue tracker",
+    operation_id="sync_issue",
+)
+@limiter.limit(f"{30 * RATE_MULTIPLIER}/minute")
+async def sync_issue(
+    request: Request,
+    project_id: UUID,
+    issue_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Trigger synchronization of an issue with its external tracker.
+
+    This endpoint queues a sync task for the issue. The actual synchronization
+    happens asynchronously via Celery.
+
+    Prerequisites:
+    - Issue must have external_tracker_type configured
+    - Project must have integration settings for the tracker
+
+    Args:
+        request: FastAPI request object
+        project_id: Project UUID
+        issue_id: Issue UUID
+        current_user: Authenticated user
+        db: Database session
+
+    Returns:
+        Message indicating sync has been triggered
+
+    Raises:
+        NotFoundError: If project or issue not found
+        AuthorizationError: If user lacks access
+        ValidationException: If issue has no external tracker
+    """
+    # Verify project access
+    await verify_project_ownership(db, project_id, current_user)
+
+    # Get existing issue
+    issue = await issue_crud.get(db, id=issue_id)
+    if not issue:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Verify issue belongs to the project
+    if issue.project_id != project_id:
+        raise NotFoundError(
+            message=f"Issue {issue_id} not found in project {project_id}",
+            error_code=ErrorCode.NOT_FOUND,
+        )
+
+    # Check if issue has external tracker configured
+    if not issue.external_tracker_type:
+        raise ValidationException(
+            message="Issue does not have an external tracker configured",
+            error_code=ErrorCode.VALIDATION_ERROR,
+            field="external_tracker_type",
+        )
+
+    # Update sync status to pending
+    await issue_crud.update_sync_status(
+        db,
+        issue_id=issue_id,
+        sync_status=SyncStatus.PENDING,
+    )
+
+    # TODO: Queue Celery task for actual sync
+    # When Celery is set up, this will be:
+    # from app.tasks.sync import sync_issue_task
+    # sync_issue_task.delay(str(issue_id))
+
+    logger.info(
+        f"User {current_user.email} triggered sync for issue {issue_id} "
+        f"(tracker: {issue.external_tracker_type})"
+    )
+
+    return MessageResponse(
+        success=True,
+        message=f"Sync triggered for issue '{issue.title}'. "
+        f"Status will update when complete.",
+    )

backend/app/api/routes/mcp.py

@@ -0,0 +1,446 @@
+"""
+MCP (Model Context Protocol) API Endpoints
+
+Provides REST endpoints for managing MCP server connections
+and executing tool calls.
+"""
+
+import logging
+import re
+from typing import Annotated, Any
+
+from fastapi import APIRouter, Depends, HTTPException, Path, status
+from pydantic import BaseModel, Field
+
+from app.api.dependencies.permissions import require_superuser
+from app.models.user import User
+from app.services.mcp import (
+    MCPCircuitOpenError,
+    MCPClientManager,
+    MCPConnectionError,
+    MCPError,
+    MCPServerNotFoundError,
+    MCPTimeoutError,
+    MCPToolError,
+    MCPToolNotFoundError,
+    get_mcp_client,
+)
+
+logger = logging.getLogger(__name__)
+
+router = APIRouter()
+
+# Server name validation pattern: alphanumeric, hyphens, underscores, 1-64 chars
+SERVER_NAME_PATTERN = re.compile(r"^[a-zA-Z0-9_-]{1,64}$")
+
+# Type alias for validated server name path parameter
+ServerNamePath = Annotated[
+    str,
+    Path(
+        description="MCP server name",
+        min_length=1,
+        max_length=64,
+        pattern=r"^[a-zA-Z0-9_-]+$",
+    ),
+]
+
+
+# ============================================================================
+# Request/Response Schemas
+# ============================================================================
+
+
+class ServerInfo(BaseModel):
+    """Information about an MCP server."""
+
+    name: str = Field(..., description="Server name")
+    url: str = Field(..., description="Server URL")
+    enabled: bool = Field(..., description="Whether server is enabled")
+    timeout: int = Field(..., description="Request timeout in seconds")
+    transport: str = Field(..., description="Transport type (http, stdio, sse)")
+    description: str | None = Field(None, description="Server description")
+
+
+class ServerListResponse(BaseModel):
+    """Response containing list of MCP servers."""
+
+    servers: list[ServerInfo]
+    total: int
+
+
+class ToolInfoResponse(BaseModel):
+    """Information about an MCP tool."""
+
+    name: str = Field(..., description="Tool name")
+    description: str | None = Field(None, description="Tool description")
+    server_name: str | None = Field(None, description="Server providing the tool")
+    input_schema: dict[str, Any] | None = Field(
+        None, description="JSON schema for input"
+    )
+
+
+class ToolListResponse(BaseModel):
+    """Response containing list of tools."""
+
+    tools: list[ToolInfoResponse]
+    total: int
+
+
+class ServerHealthStatus(BaseModel):
+    """Health status for a server."""
+
+    name: str
+    healthy: bool
+    state: str
+    url: str
+    error: str | None = None
+    tools_count: int = 0
+
+
+class HealthCheckResponse(BaseModel):
+    """Response containing health status of all servers."""
+
+    servers: dict[str, ServerHealthStatus]
+    healthy_count: int
+    unhealthy_count: int
+    total: int
+
+
+class ToolCallRequest(BaseModel):
+    """Request to execute a tool."""
+
+    server: str = Field(..., description="MCP server name")
+    tool: str = Field(..., description="Tool name to execute")
+    arguments: dict[str, Any] = Field(
+        default_factory=dict,
+        description="Tool arguments",
+    )
+    timeout: float | None = Field(
+        None,
+        description="Optional timeout override in seconds",
+    )
+
+
+class ToolCallResponse(BaseModel):
+    """Response from tool execution."""
+
+    success: bool
+    data: Any | None = None
+    error: str | None = None
+    error_code: str | None = None
+    tool_name: str | None = None
+    server_name: str | None = None
+    execution_time_ms: float = 0.0
+    request_id: str | None = None
+
+
+class CircuitBreakerStatus(BaseModel):
+    """Status of a circuit breaker."""
+
+    server_name: str
+    state: str
+    failure_count: int
+
+
+class CircuitBreakerListResponse(BaseModel):
+    """Response containing circuit breaker statuses."""
+
+    circuit_breakers: list[CircuitBreakerStatus]
+
+
+# ============================================================================
+# Endpoints
+# ============================================================================
+
+
+@router.get(
+    "/servers",
+    response_model=ServerListResponse,
+    summary="List MCP Servers",
+    description="Get list of all registered MCP servers with their configurations.",
+)
+async def list_servers(
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> ServerListResponse:
+    """List all registered MCP servers."""
+    servers = []
+
+    for name in mcp.list_servers():
+        try:
+            config = mcp.get_server_config(name)
+            servers.append(
+                ServerInfo(
+                    name=name,
+                    url=config.url,
+                    enabled=config.enabled,
+                    timeout=config.timeout,
+                    transport=config.transport.value,
+                    description=config.description,
+                )
+            )
+        except MCPServerNotFoundError:
+            continue
+
+    return ServerListResponse(
+        servers=servers,
+        total=len(servers),
+    )
+
+
+@router.get(
+    "/servers/{server_name}/tools",
+    response_model=ToolListResponse,
+    summary="List Server Tools",
+    description="Get list of tools available on a specific MCP server.",
+)
+async def list_server_tools(
+    server_name: ServerNamePath,
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> ToolListResponse:
+    """List all tools available on a specific server."""
+    try:
+        tools = await mcp.list_tools(server_name)
+        return ToolListResponse(
+            tools=[
+                ToolInfoResponse(
+                    name=t.name,
+                    description=t.description,
+                    server_name=t.server_name,
+                    input_schema=t.input_schema,
+                )
+                for t in tools
+            ],
+            total=len(tools),
+        )
+    except MCPServerNotFoundError as e:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Server not found: {server_name}",
+        ) from e
+
+
+@router.get(
+    "/tools",
+    response_model=ToolListResponse,
+    summary="List All Tools",
+    description="Get list of all tools from all MCP servers.",
+)
+async def list_all_tools(
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> ToolListResponse:
+    """List all tools from all servers."""
+    tools = await mcp.list_all_tools()
+    return ToolListResponse(
+        tools=[
+            ToolInfoResponse(
+                name=t.name,
+                description=t.description,
+                server_name=t.server_name,
+                input_schema=t.input_schema,
+            )
+            for t in tools
+        ],
+        total=len(tools),
+    )
+
+
+@router.get(
+    "/health",
+    response_model=HealthCheckResponse,
+    summary="Health Check",
+    description="Check health status of all MCP servers.",
+)
+async def health_check(
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> HealthCheckResponse:
+    """Perform health check on all MCP servers."""
+    health_results = await mcp.health_check()
+
+    servers = {
+        name: ServerHealthStatus(
+            name=status.name,
+            healthy=status.healthy,
+            state=status.state,
+            url=status.url,
+            error=status.error,
+            tools_count=status.tools_count,
+        )
+        for name, status in health_results.items()
+    }
+
+    healthy_count = sum(1 for s in servers.values() if s.healthy)
+    unhealthy_count = len(servers) - healthy_count
+
+    return HealthCheckResponse(
+        servers=servers,
+        healthy_count=healthy_count,
+        unhealthy_count=unhealthy_count,
+        total=len(servers),
+    )
+
+
+@router.post(
+    "/call",
+    response_model=ToolCallResponse,
+    summary="Execute Tool (Admin Only)",
+    description="Execute a tool on an MCP server. Requires superuser privileges.",
+)
+async def call_tool(
+    request: ToolCallRequest,
+    current_user: User = Depends(require_superuser),
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> ToolCallResponse:
+    """
+    Execute a tool on an MCP server.
+
+    This endpoint is restricted to superusers for direct tool execution.
+    Normal tool execution should go through agent workflows.
+    """
+    logger.info(
+        "Tool call by user %s: %s.%s",
+        current_user.id,
+        request.server,
+        request.tool,
+    )
+
+    try:
+        result = await mcp.call_tool(
+            server=request.server,
+            tool=request.tool,
+            args=request.arguments,
+            timeout=request.timeout,
+        )
+
+        return ToolCallResponse(
+            success=result.success,
+            data=result.data,
+            error=result.error,
+            error_code=result.error_code,
+            tool_name=result.tool_name,
+            server_name=result.server_name,
+            execution_time_ms=result.execution_time_ms,
+            request_id=result.request_id,
+        )
+
+    except MCPCircuitOpenError as e:
+        raise HTTPException(
+            status_code=status.HTTP_503_SERVICE_UNAVAILABLE,
+            detail=f"Server temporarily unavailable: {e.server_name}",
+        ) from e
+    except MCPToolNotFoundError as e:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Tool not found: {e.tool_name}",
+        ) from e
+    except MCPServerNotFoundError as e:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Server not found: {e.server_name}",
+        ) from e
+    except MCPTimeoutError as e:
+        raise HTTPException(
+            status_code=status.HTTP_504_GATEWAY_TIMEOUT,
+            detail=str(e),
+        ) from e
+    except MCPConnectionError as e:
+        raise HTTPException(
+            status_code=status.HTTP_502_BAD_GATEWAY,
+            detail=str(e),
+        ) from e
+    except MCPToolError as e:
+        # Tool errors are returned in the response, not as HTTP errors
+        return ToolCallResponse(
+            success=False,
+            error=str(e),
+            error_code=e.error_code,
+            tool_name=e.tool_name,
+            server_name=e.server_name,
+        )
+    except MCPError as e:
+        raise HTTPException(
+            status_code=status.HTTP_500_INTERNAL_SERVER_ERROR,
+            detail=str(e),
+        ) from e
+
+
+@router.get(
+    "/circuit-breakers",
+    response_model=CircuitBreakerListResponse,
+    summary="List Circuit Breakers",
+    description="Get status of all circuit breakers.",
+)
+async def list_circuit_breakers(
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> CircuitBreakerListResponse:
+    """Get status of all circuit breakers."""
+    status_dict = mcp.get_circuit_breaker_status()
+
+    return CircuitBreakerListResponse(
+        circuit_breakers=[
+            CircuitBreakerStatus(
+                server_name=name,
+                state=info.get("state", "unknown"),
+                failure_count=info.get("failure_count", 0),
+            )
+            for name, info in status_dict.items()
+        ]
+    )
+
+
+@router.post(
+    "/circuit-breakers/{server_name}/reset",
+    status_code=status.HTTP_204_NO_CONTENT,
+    summary="Reset Circuit Breaker (Admin Only)",
+    description="Manually reset a circuit breaker for a server.",
+)
+async def reset_circuit_breaker(
+    server_name: ServerNamePath,
+    current_user: User = Depends(require_superuser),
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> None:
+    """Manually reset a circuit breaker."""
+    logger.info(
+        "Circuit breaker reset by user %s for server %s",
+        current_user.id,
+        server_name,
+    )
+
+    success = await mcp.reset_circuit_breaker(server_name)
+    if not success:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"No circuit breaker found for server: {server_name}",
+        )
+
+
+@router.post(
+    "/servers/{server_name}/reconnect",
+    status_code=status.HTTP_204_NO_CONTENT,
+    summary="Reconnect to Server (Admin Only)",
+    description="Force reconnection to an MCP server.",
+)
+async def reconnect_server(
+    server_name: ServerNamePath,
+    current_user: User = Depends(require_superuser),
+    mcp: MCPClientManager = Depends(get_mcp_client),
+) -> None:
+    """Force reconnection to an MCP server."""
+    logger.info(
+        "Reconnect requested by user %s for server %s",
+        current_user.id,
+        server_name,
+    )
+
+    try:
+        await mcp.disconnect(server_name)
+        await mcp.connect(server_name)
+    except MCPServerNotFoundError as e:
+        raise HTTPException(
+            status_code=status.HTTP_404_NOT_FOUND,
+            detail=f"Server not found: {server_name}",
+        ) from e
+    except MCPConnectionError as e:
+        raise HTTPException(
+            status_code=status.HTTP_502_BAD_GATEWAY,
+            detail=f"Failed to reconnect: {e}",
+        ) from e

backend/app/api/routes/projects.py

@@ -0,0 +1,659 @@
+# app/api/routes/projects.py
+"""
+Project management API endpoints for Syndarix.
+
+These endpoints allow users to manage their AI-powered software consulting projects.
+Users can create, read, update, and manage the lifecycle of their projects.
+"""
+
+import logging
+import os
+from typing import Any
+from uuid import UUID
+
+from fastapi import APIRouter, Depends, Query, Request, status
+from slowapi import Limiter
+from slowapi.util import get_remote_address
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.api.dependencies.auth import get_current_user
+from app.core.database import get_db
+from app.core.exceptions import (
+    AuthorizationError,
+    DuplicateError,
+    ErrorCode,
+    NotFoundError,
+    ValidationException,
+)
+from app.crud.syndarix.project import project as project_crud
+from app.models.syndarix.enums import ProjectStatus
+from app.models.user import User
+from app.schemas.common import (
+    MessageResponse,
+    PaginatedResponse,
+    PaginationParams,
+    create_pagination_meta,
+)
+from app.schemas.syndarix.project import (
+    ProjectCreate,
+    ProjectResponse,
+    ProjectUpdate,
+)
+
+router = APIRouter()
+logger = logging.getLogger(__name__)
+
+# Initialize rate limiter
+limiter = Limiter(key_func=get_remote_address)
+
+# Use higher rate limits in test environment
+IS_TEST = os.getenv("IS_TEST", "False") == "True"
+RATE_MULTIPLIER = 100 if IS_TEST else 1
+
+
+def _build_project_response(project_data: dict[str, Any]) -> ProjectResponse:
+    """
+    Build a ProjectResponse from project data dictionary.
+
+    Args:
+        project_data: Dictionary containing project and related counts
+
+    Returns:
+        ProjectResponse with all fields populated
+    """
+    project = project_data["project"]
+    return ProjectResponse(
+        id=project.id,
+        name=project.name,
+        slug=project.slug,
+        description=project.description,
+        autonomy_level=project.autonomy_level,
+        status=project.status,
+        settings=project.settings,
+        owner_id=project.owner_id,
+        created_at=project.created_at,
+        updated_at=project.updated_at,
+        agent_count=project_data.get("agent_count", 0),
+        issue_count=project_data.get("issue_count", 0),
+        active_sprint_name=project_data.get("active_sprint_name"),
+    )
+
+
+def _check_project_ownership(project: Any, current_user: User) -> None:
+    """
+    Check if the current user owns the project or is a superuser.
+
+    Args:
+        project: The project to check ownership of
+        current_user: The authenticated user
+
+    Raises:
+        AuthorizationError: If user doesn't own the project and isn't a superuser
+    """
+    if not current_user.is_superuser and project.owner_id != current_user.id:
+        raise AuthorizationError(
+            message="You do not have permission to access this project",
+            error_code=ErrorCode.INSUFFICIENT_PERMISSIONS,
+        )
+
+
+# =============================================================================
+# Project CRUD Endpoints
+# =============================================================================
+
+
+@router.post(
+    "",
+    response_model=ProjectResponse,
+    status_code=status.HTTP_201_CREATED,
+    summary="Create Project",
+    description="""
+    Create a new project for the current user.
+
+    The project will be owned by the authenticated user.
+    A unique slug is required for URL-friendly project identification.
+
+    **Rate Limit**: 10 requests/minute
+    """,
+    operation_id="create_project",
+)
+@limiter.limit(f"{10 * RATE_MULTIPLIER}/minute")
+async def create_project(
+    request: Request,
+    project_in: ProjectCreate,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Create a new project.
+
+    The authenticated user becomes the owner of the project.
+    """
+    try:
+        # Set the owner to the current user
+        project_data = ProjectCreate(
+            name=project_in.name,
+            slug=project_in.slug,
+            description=project_in.description,
+            autonomy_level=project_in.autonomy_level,
+            status=project_in.status,
+            settings=project_in.settings,
+            owner_id=current_user.id,
+        )
+
+        project = await project_crud.create(db, obj_in=project_data)
+        logger.info(f"User {current_user.email} created project {project.slug}")
+
+        return ProjectResponse(
+            id=project.id,
+            name=project.name,
+            slug=project.slug,
+            description=project.description,
+            autonomy_level=project.autonomy_level,
+            status=project.status,
+            settings=project.settings,
+            owner_id=project.owner_id,
+            created_at=project.created_at,
+            updated_at=project.updated_at,
+            agent_count=0,
+            issue_count=0,
+            active_sprint_name=None,
+        )
+
+    except ValueError as e:
+        error_msg = str(e)
+        if "already exists" in error_msg.lower():
+            logger.warning(f"Duplicate project slug attempted: {project_in.slug}")
+            raise DuplicateError(
+                message=error_msg,
+                error_code=ErrorCode.DUPLICATE_ENTRY,
+                field="slug",
+            )
+        logger.error(f"Error creating project: {error_msg}", exc_info=True)
+        raise
+    except Exception as e:
+        logger.error(f"Unexpected error creating project: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "",
+    response_model=PaginatedResponse[ProjectResponse],
+    summary="List Projects",
+    description="""
+    List projects for the current user with filtering and pagination.
+
+    Regular users see only their own projects.
+    Superusers can see all projects by setting `all_projects=true`.
+
+    **Rate Limit**: 30 requests/minute
+    """,
+    operation_id="list_projects",
+)
+@limiter.limit(f"{30 * RATE_MULTIPLIER}/minute")
+async def list_projects(
+    request: Request,
+    pagination: PaginationParams = Depends(),
+    status_filter: ProjectStatus | None = Query(
+        None, alias="status", description="Filter by project status"
+    ),
+    search: str | None = Query(
+        None, description="Search by name, slug, or description"
+    ),
+    all_projects: bool = Query(False, description="Show all projects (superuser only)"),
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    List projects with filtering, search, and pagination.
+
+    Regular users only see their own projects.
+    Superusers can view all projects if all_projects is true.
+    """
+    try:
+        # Determine owner filter based on user role and request
+        owner_id = (
+            None if (current_user.is_superuser and all_projects) else current_user.id
+        )
+
+        projects_data, total = await project_crud.get_multi_with_counts(
+            db,
+            skip=pagination.offset,
+            limit=pagination.limit,
+            status=status_filter,
+            owner_id=owner_id,
+            search=search,
+        )
+
+        # Build response objects
+        project_responses = [_build_project_response(data) for data in projects_data]
+
+        pagination_meta = create_pagination_meta(
+            total=total,
+            page=pagination.page,
+            limit=pagination.limit,
+            items_count=len(project_responses),
+        )
+
+        return PaginatedResponse(data=project_responses, pagination=pagination_meta)
+
+    except Exception as e:
+        logger.error(f"Error listing projects: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/{project_id}",
+    response_model=ProjectResponse,
+    summary="Get Project",
+    description="""
+    Get detailed information about a specific project.
+
+    Users can only access their own projects unless they are superusers.
+
+    **Rate Limit**: 60 requests/minute
+    """,
+    operation_id="get_project",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def get_project(
+    request: Request,
+    project_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get detailed information about a project by ID.
+
+    Includes agent count, issue count, and active sprint name.
+    """
+    try:
+        project_data = await project_crud.get_with_counts(db, project_id=project_id)
+
+        if not project_data:
+            raise NotFoundError(
+                message=f"Project {project_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        project = project_data["project"]
+        _check_project_ownership(project, current_user)
+
+        return _build_project_response(project_data)
+
+    except (NotFoundError, AuthorizationError):
+        raise
+    except Exception as e:
+        logger.error(f"Error getting project {project_id}: {e!s}", exc_info=True)
+        raise
+
+
+@router.get(
+    "/slug/{slug}",
+    response_model=ProjectResponse,
+    summary="Get Project by Slug",
+    description="""
+    Get detailed information about a project by its slug.
+
+    Users can only access their own projects unless they are superusers.
+
+    **Rate Limit**: 60 requests/minute
+    """,
+    operation_id="get_project_by_slug",
+)
+@limiter.limit(f"{60 * RATE_MULTIPLIER}/minute")
+async def get_project_by_slug(
+    request: Request,
+    slug: str,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Get detailed information about a project by slug.
+
+    Includes agent count, issue count, and active sprint name.
+    """
+    try:
+        project = await project_crud.get_by_slug(db, slug=slug)
+
+        if not project:
+            raise NotFoundError(
+                message=f"Project with slug '{slug}' not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        _check_project_ownership(project, current_user)
+
+        # Get project with counts
+        project_data = await project_crud.get_with_counts(db, project_id=project.id)
+
+        if not project_data:
+            raise NotFoundError(
+                message=f"Project with slug '{slug}' not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        return _build_project_response(project_data)
+
+    except (NotFoundError, AuthorizationError):
+        raise
+    except Exception as e:
+        logger.error(f"Error getting project by slug {slug}: {e!s}", exc_info=True)
+        raise
+
+
+@router.patch(
+    "/{project_id}",
+    response_model=ProjectResponse,
+    summary="Update Project",
+    description="""
+    Update an existing project.
+
+    Only the project owner or a superuser can update a project.
+    Only provided fields will be updated.
+
+    **Rate Limit**: 20 requests/minute
+    """,
+    operation_id="update_project",
+)
+@limiter.limit(f"{20 * RATE_MULTIPLIER}/minute")
+async def update_project(
+    request: Request,
+    project_id: UUID,
+    project_in: ProjectUpdate,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Update a project's information.
+
+    Only the project owner or superusers can perform updates.
+    """
+    try:
+        project = await project_crud.get(db, id=project_id)
+
+        if not project:
+            raise NotFoundError(
+                message=f"Project {project_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        _check_project_ownership(project, current_user)
+
+        # Update the project
+        updated_project = await project_crud.update(
+            db, db_obj=project, obj_in=project_in
+        )
+        logger.info(f"User {current_user.email} updated project {updated_project.slug}")
+
+        # Get updated project with counts
+        project_data = await project_crud.get_with_counts(
+            db, project_id=updated_project.id
+        )
+
+        if not project_data:
+            # This shouldn't happen, but handle gracefully
+            raise NotFoundError(
+                message=f"Project {project_id} not found after update",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        return _build_project_response(project_data)
+
+    except (NotFoundError, AuthorizationError):
+        raise
+    except ValueError as e:
+        error_msg = str(e)
+        if "already exists" in error_msg.lower():
+            logger.warning(f"Duplicate project slug attempted: {project_in.slug}")
+            raise DuplicateError(
+                message=error_msg,
+                error_code=ErrorCode.DUPLICATE_ENTRY,
+                field="slug",
+            )
+        logger.error(f"Error updating project: {error_msg}", exc_info=True)
+        raise
+    except Exception as e:
+        logger.error(f"Error updating project {project_id}: {e!s}", exc_info=True)
+        raise
+
+
+@router.delete(
+    "/{project_id}",
+    response_model=MessageResponse,
+    summary="Archive Project",
+    description="""
+    Archive a project (soft delete).
+
+    Only the project owner or a superuser can archive a project.
+    Archived projects are not deleted but are no longer accessible for active work.
+
+    **Rate Limit**: 10 requests/minute
+    """,
+    operation_id="archive_project",
+)
+@limiter.limit(f"{10 * RATE_MULTIPLIER}/minute")
+async def archive_project(
+    request: Request,
+    project_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Archive a project by setting its status to ARCHIVED.
+
+    This is a soft delete operation. The project data is preserved.
+    """
+    try:
+        project = await project_crud.get(db, id=project_id)
+
+        if not project:
+            raise NotFoundError(
+                message=f"Project {project_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        _check_project_ownership(project, current_user)
+
+        # Check if project is already archived
+        if project.status == ProjectStatus.ARCHIVED:
+            return MessageResponse(
+                success=True,
+                message=f"Project '{project.name}' is already archived",
+            )
+
+        archived_project = await project_crud.archive_project(db, project_id=project_id)
+
+        if not archived_project:
+            raise NotFoundError(
+                message=f"Failed to archive project {project_id}",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        logger.info(f"User {current_user.email} archived project {project.slug}")
+
+        return MessageResponse(
+            success=True,
+            message=f"Project '{archived_project.name}' has been archived",
+        )
+
+    except (NotFoundError, AuthorizationError):
+        raise
+    except Exception as e:
+        logger.error(f"Error archiving project {project_id}: {e!s}", exc_info=True)
+        raise
+
+
+# =============================================================================
+# Project Lifecycle Endpoints
+# =============================================================================
+
+
+@router.post(
+    "/{project_id}/pause",
+    response_model=ProjectResponse,
+    summary="Pause Project",
+    description="""
+    Pause an active project.
+
+    Only ACTIVE projects can be paused.
+    Only the project owner or a superuser can pause a project.
+
+    **Rate Limit**: 10 requests/minute
+    """,
+    operation_id="pause_project",
+)
+@limiter.limit(f"{10 * RATE_MULTIPLIER}/minute")
+async def pause_project(
+    request: Request,
+    project_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Pause an active project.
+
+    Sets the project status to PAUSED. Only ACTIVE projects can be paused.
+    """
+    try:
+        project = await project_crud.get(db, id=project_id)
+
+        if not project:
+            raise NotFoundError(
+                message=f"Project {project_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        _check_project_ownership(project, current_user)
+
+        # Validate current status (business logic validation, not authorization)
+        if project.status == ProjectStatus.PAUSED:
+            raise ValidationException(
+                message="Project is already paused",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="status",
+            )
+
+        if project.status == ProjectStatus.ARCHIVED:
+            raise ValidationException(
+                message="Cannot pause an archived project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="status",
+            )
+
+        if project.status == ProjectStatus.COMPLETED:
+            raise ValidationException(
+                message="Cannot pause a completed project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="status",
+            )
+
+        # Update status to PAUSED
+        updated_project = await project_crud.update(
+            db, db_obj=project, obj_in=ProjectUpdate(status=ProjectStatus.PAUSED)
+        )
+        logger.info(f"User {current_user.email} paused project {project.slug}")
+
+        # Get project with counts
+        project_data = await project_crud.get_with_counts(
+            db, project_id=updated_project.id
+        )
+
+        if not project_data:
+            raise NotFoundError(
+                message=f"Project {project_id} not found after update",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        return _build_project_response(project_data)
+
+    except (NotFoundError, AuthorizationError, ValidationException):
+        raise
+    except Exception as e:
+        logger.error(f"Error pausing project {project_id}: {e!s}", exc_info=True)
+        raise
+
+
+@router.post(
+    "/{project_id}/resume",
+    response_model=ProjectResponse,
+    summary="Resume Project",
+    description="""
+    Resume a paused project.
+
+    Only PAUSED projects can be resumed.
+    Only the project owner or a superuser can resume a project.
+
+    **Rate Limit**: 10 requests/minute
+    """,
+    operation_id="resume_project",
+)
+@limiter.limit(f"{10 * RATE_MULTIPLIER}/minute")
+async def resume_project(
+    request: Request,
+    project_id: UUID,
+    current_user: User = Depends(get_current_user),
+    db: AsyncSession = Depends(get_db),
+) -> Any:
+    """
+    Resume a paused project.
+
+    Sets the project status back to ACTIVE. Only PAUSED projects can be resumed.
+    """
+    try:
+        project = await project_crud.get(db, id=project_id)
+
+        if not project:
+            raise NotFoundError(
+                message=f"Project {project_id} not found",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        _check_project_ownership(project, current_user)
+
+        # Validate current status (business logic validation, not authorization)
+        if project.status == ProjectStatus.ACTIVE:
+            raise ValidationException(
+                message="Project is already active",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="status",
+            )
+
+        if project.status == ProjectStatus.ARCHIVED:
+            raise ValidationException(
+                message="Cannot resume an archived project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="status",
+            )
+
+        if project.status == ProjectStatus.COMPLETED:
+            raise ValidationException(
+                message="Cannot resume a completed project",
+                error_code=ErrorCode.VALIDATION_ERROR,
+                field="status",
+            )
+
+        # Update status to ACTIVE
+        updated_project = await project_crud.update(
+            db, db_obj=project, obj_in=ProjectUpdate(status=ProjectStatus.ACTIVE)
+        )
+        logger.info(f"User {current_user.email} resumed project {project.slug}")
+
+        # Get project with counts
+        project_data = await project_crud.get_with_counts(
+            db, project_id=updated_project.id
+        )
+
+        if not project_data:
+            raise NotFoundError(
+                message=f"Project {project_id} not found after update",
+                error_code=ErrorCode.NOT_FOUND,
+            )
+
+        return _build_project_response(project_data)
+
+    except (NotFoundError, AuthorizationError, ValidationException):
+        raise
+    except Exception as e:
+        logger.error(f"Error resuming project {project_id}: {e!s}", exc_info=True)
+        raise

backend/app/celery_app.py

@@ -0,0 +1,116 @@
+# app/celery_app.py
+"""
+Celery application configuration for Syndarix.
+
+This module configures the Celery app for background task processing:
+- Agent execution tasks (LLM calls, tool execution)
+- Git operations (clone, commit, push, PR creation)
+- Issue synchronization with external trackers
+- Workflow state management
+- Cost tracking and budget monitoring
+
+Architecture:
+- Redis as message broker and result backend
+- Queue routing for task isolation
+- JSON serialization for cross-language compatibility
+- Beat scheduler for periodic tasks
+"""
+
+from celery import Celery
+
+from app.core.config import settings
+
+# Create Celery application instance
+celery_app = Celery(
+    "syndarix",
+    broker=settings.celery_broker_url,
+    backend=settings.celery_result_backend,
+)
+
+# Define task queues with their own exchanges and routing keys
+TASK_QUEUES = {
+    "agent": {"exchange": "agent", "routing_key": "agent"},
+    "git": {"exchange": "git", "routing_key": "git"},
+    "sync": {"exchange": "sync", "routing_key": "sync"},
+    "default": {"exchange": "default", "routing_key": "default"},
+}
+
+# Configure Celery
+celery_app.conf.update(
+    # Serialization
+    task_serializer="json",
+    accept_content=["json"],
+    result_serializer="json",
+    # Timezone
+    timezone="UTC",
+    enable_utc=True,
+    # Task imports for auto-discovery
+    imports=("app.tasks",),
+    # Default queue
+    task_default_queue="default",
+    # Task queues configuration
+    task_queues=TASK_QUEUES,
+    # Task routing - route tasks to appropriate queues
+    task_routes={
+        "app.tasks.agent.*": {"queue": "agent"},
+        "app.tasks.git.*": {"queue": "git"},
+        "app.tasks.sync.*": {"queue": "sync"},
+        "app.tasks.*": {"queue": "default"},
+    },
+    # Time limits per ADR-003
+    task_soft_time_limit=300,  # 5 minutes soft limit
+    task_time_limit=600,  # 10 minutes hard limit
+    # Result expiration - 24 hours
+    result_expires=86400,
+    # Broker connection retry
+    broker_connection_retry_on_startup=True,
+    # Retry configuration per ADR-003 (built-in retry with backoff)
+    task_autoretry_for=(Exception,),  # Retry on all exceptions
+    task_retry_kwargs={"max_retries": 3, "countdown": 5},  # Initial 5s delay
+    task_retry_backoff=True,  # Enable exponential backoff
+    task_retry_backoff_max=600,  # Max 10 minutes between retries
+    task_retry_jitter=True,  # Add jitter to prevent thundering herd
+    # Beat schedule for periodic tasks
+    beat_schedule={
+        # Cost aggregation every hour per ADR-012
+        "aggregate-daily-costs": {
+            "task": "app.tasks.cost.aggregate_daily_costs",
+            "schedule": 3600.0,  # 1 hour in seconds
+        },
+        # Reset daily budget counters at midnight UTC
+        "reset-daily-budget-counters": {
+            "task": "app.tasks.cost.reset_daily_budget_counters",
+            "schedule": 86400.0,  # 24 hours in seconds
+        },
+        # Check for stale workflows every 5 minutes
+        "recover-stale-workflows": {
+            "task": "app.tasks.workflow.recover_stale_workflows",
+            "schedule": 300.0,  # 5 minutes in seconds
+        },
+        # Incremental issue sync every minute per ADR-011
+        "sync-issues-incremental": {
+            "task": "app.tasks.sync.sync_issues_incremental",
+            "schedule": 60.0,  # 1 minute in seconds
+        },
+        # Full issue reconciliation every 15 minutes per ADR-011
+        "sync-issues-full": {
+            "task": "app.tasks.sync.sync_issues_full",
+            "schedule": 900.0,  # 15 minutes in seconds
+        },
+    },
+    # Task execution settings
+    task_acks_late=True,  # Acknowledge tasks after execution
+    task_reject_on_worker_lost=True,  # Reject tasks if worker dies
+    worker_prefetch_multiplier=1,  # Fair task distribution
+)
+
+# Auto-discover tasks from task modules
+celery_app.autodiscover_tasks(
+    [
+        "app.tasks.agent",
+        "app.tasks.git",
+        "app.tasks.sync",
+        "app.tasks.workflow",
+        "app.tasks.cost",
+    ]
+)

backend/app/core/config.py

@@ -5,7 +5,7 @@ from pydantic_settings import BaseSettings
 
 
 class Settings(BaseSettings):
-    PROJECT_NAME: str = "PragmaStack"
+    PROJECT_NAME: str = "Syndarix"
     VERSION: str = "1.0.0"
     API_V1_STR: str = "/api/v1"
 
@@ -39,6 +39,32 @@ class Settings(BaseSettings):
     db_pool_timeout: int = 30  # Seconds to wait for a connection
     db_pool_recycle: int = 3600  # Recycle connections after 1 hour
 
+    # Redis configuration (Syndarix: cache, pub/sub, Celery broker)
+    REDIS_URL: str = Field(
+        default="redis://localhost:6379/0",
+        description="Redis URL for cache, pub/sub, and Celery broker",
+    )
+
+    # Celery configuration (Syndarix: background task processing)
+    CELERY_BROKER_URL: str | None = Field(
+        default=None,
+        description="Celery broker URL (defaults to REDIS_URL if not set)",
+    )
+    CELERY_RESULT_BACKEND: str | None = Field(
+        default=None,
+        description="Celery result backend URL (defaults to REDIS_URL if not set)",
+    )
+
+    @property
+    def celery_broker_url(self) -> str:
+        """Get Celery broker URL, defaulting to Redis."""
+        return self.CELERY_BROKER_URL or self.REDIS_URL
+
+    @property
+    def celery_result_backend(self) -> str:
+        """Get Celery result backend URL, defaulting to Redis."""
+        return self.CELERY_RESULT_BACKEND or self.REDIS_URL
+
     # SQL debugging (disable in production)
     sql_echo: bool = False  # Log SQL statements
     sql_echo_pool: bool = False  # Log connection pool events

backend/app/core/demo_data.json

@@ -1,366 +0,0 @@
-{
-    "organizations": [
-        {
-            "name": "Acme Corp",
-            "slug": "acme-corp",
-            "description": "A leading provider of coyote-catching equipment."
-        },
-        {
-            "name": "Globex Corporation",
-            "slug": "globex",
-            "description": "We own the East Coast."
-        },
-        {
-            "name": "Soylent Corp",
-            "slug": "soylent",
-            "description": "Making food for the future."
-        },
-        {
-            "name": "Initech",
-            "slug": "initech",
-            "description": "Software for the soul."
-        },
-        {
-            "name": "Umbrella Corporation",
-            "slug": "umbrella",
-            "description": "Our business is life itself."
-        },
-        {
-            "name": "Massive Dynamic",
-            "slug": "massive-dynamic",
-            "description": "What don't we do?"
-        }
-    ],
-    "users": [
-        {
-            "email": "demo@example.com",
-            "password": "DemoPass1234!",
-            "first_name": "Demo",
-            "last_name": "User",
-            "is_superuser": false,
-            "organization_slug": "acme-corp",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "alice@acme.com",
-            "password": "Demo123!",
-            "first_name": "Alice",
-            "last_name": "Smith",
-            "is_superuser": false,
-            "organization_slug": "acme-corp",
-            "role": "admin",
-            "is_active": true
-        },
-        {
-            "email": "bob@acme.com",
-            "password": "Demo123!",
-            "first_name": "Bob",
-            "last_name": "Jones",
-            "is_superuser": false,
-            "organization_slug": "acme-corp",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "charlie@acme.com",
-            "password": "Demo123!",
-            "first_name": "Charlie",
-            "last_name": "Brown",
-            "is_superuser": false,
-            "organization_slug": "acme-corp",
-            "role": "member",
-            "is_active": false
-        },
-        {
-            "email": "diana@acme.com",
-            "password": "Demo123!",
-            "first_name": "Diana",
-            "last_name": "Prince",
-            "is_superuser": false,
-            "organization_slug": "acme-corp",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "carol@globex.com",
-            "password": "Demo123!",
-            "first_name": "Carol",
-            "last_name": "Williams",
-            "is_superuser": false,
-            "organization_slug": "globex",
-            "role": "owner",
-            "is_active": true
-        },
-        {
-            "email": "dan@globex.com",
-            "password": "Demo123!",
-            "first_name": "Dan",
-            "last_name": "Miller",
-            "is_superuser": false,
-            "organization_slug": "globex",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "ellen@globex.com",
-            "password": "Demo123!",
-            "first_name": "Ellen",
-            "last_name": "Ripley",
-            "is_superuser": false,
-            "organization_slug": "globex",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "fred@globex.com",
-            "password": "Demo123!",
-            "first_name": "Fred",
-            "last_name": "Flintstone",
-            "is_superuser": false,
-            "organization_slug": "globex",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "dave@soylent.com",
-            "password": "Demo123!",
-            "first_name": "Dave",
-            "last_name": "Brown",
-            "is_superuser": false,
-            "organization_slug": "soylent",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "gina@soylent.com",
-            "password": "Demo123!",
-            "first_name": "Gina",
-            "last_name": "Torres",
-            "is_superuser": false,
-            "organization_slug": "soylent",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "harry@soylent.com",
-            "password": "Demo123!",
-            "first_name": "Harry",
-            "last_name": "Potter",
-            "is_superuser": false,
-            "organization_slug": "soylent",
-            "role": "admin",
-            "is_active": true
-        },
-        {
-            "email": "eve@initech.com",
-            "password": "Demo123!",
-            "first_name": "Eve",
-            "last_name": "Davis",
-            "is_superuser": false,
-            "organization_slug": "initech",
-            "role": "admin",
-            "is_active": true
-        },
-        {
-            "email": "iris@initech.com",
-            "password": "Demo123!",
-            "first_name": "Iris",
-            "last_name": "West",
-            "is_superuser": false,
-            "organization_slug": "initech",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "jack@initech.com",
-            "password": "Demo123!",
-            "first_name": "Jack",
-            "last_name": "Sparrow",
-            "is_superuser": false,
-            "organization_slug": "initech",
-            "role": "member",
-            "is_active": false
-        },
-        {
-            "email": "frank@umbrella.com",
-            "password": "Demo123!",
-            "first_name": "Frank",
-            "last_name": "Miller",
-            "is_superuser": false,
-            "organization_slug": "umbrella",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "george@umbrella.com",
-            "password": "Demo123!",
-            "first_name": "George",
-            "last_name": "Costanza",
-            "is_superuser": false,
-            "organization_slug": "umbrella",
-            "role": "member",
-            "is_active": false
-        },
-        {
-            "email": "kate@umbrella.com",
-            "password": "Demo123!",
-            "first_name": "Kate",
-            "last_name": "Bishop",
-            "is_superuser": false,
-            "organization_slug": "umbrella",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "leo@massive.com",
-            "password": "Demo123!",
-            "first_name": "Leo",
-            "last_name": "Messi",
-            "is_superuser": false,
-            "organization_slug": "massive-dynamic",
-            "role": "owner",
-            "is_active": true
-        },
-        {
-            "email": "mary@massive.com",
-            "password": "Demo123!",
-            "first_name": "Mary",
-            "last_name": "Jane",
-            "is_superuser": false,
-            "organization_slug": "massive-dynamic",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "nathan@massive.com",
-            "password": "Demo123!",
-            "first_name": "Nathan",
-            "last_name": "Drake",
-            "is_superuser": false,
-            "organization_slug": "massive-dynamic",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "olivia@massive.com",
-            "password": "Demo123!",
-            "first_name": "Olivia",
-            "last_name": "Dunham",
-            "is_superuser": false,
-            "organization_slug": "massive-dynamic",
-            "role": "admin",
-            "is_active": true
-        },
-        {
-            "email": "peter@massive.com",
-            "password": "Demo123!",
-            "first_name": "Peter",
-            "last_name": "Parker",
-            "is_superuser": false,
-            "organization_slug": "massive-dynamic",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "quinn@massive.com",
-            "password": "Demo123!",
-            "first_name": "Quinn",
-            "last_name": "Mallory",
-            "is_superuser": false,
-            "organization_slug": "massive-dynamic",
-            "role": "member",
-            "is_active": true
-        },
-        {
-            "email": "grace@example.com",
-            "password": "Demo123!",
-            "first_name": "Grace",
-            "last_name": "Hopper",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": true
-        },
-        {
-            "email": "heidi@example.com",
-            "password": "Demo123!",
-            "first_name": "Heidi",
-            "last_name": "Klum",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": true
-        },
-        {
-            "email": "ivan@example.com",
-            "password": "Demo123!",
-            "first_name": "Ivan",
-            "last_name": "Drago",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": false
-        },
-        {
-            "email": "rachel@example.com",
-            "password": "Demo123!",
-            "first_name": "Rachel",
-            "last_name": "Green",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": true
-        },
-        {
-            "email": "sam@example.com",
-            "password": "Demo123!",
-            "first_name": "Sam",
-            "last_name": "Wilson",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": true
-        },
-        {
-            "email": "tony@example.com",
-            "password": "Demo123!",
-            "first_name": "Tony",
-            "last_name": "Stark",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": true
-        },
-        {
-            "email": "una@example.com",
-            "password": "Demo123!",
-            "first_name": "Una",
-            "last_name": "Chin-Riley",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": false
-        },
-        {
-            "email": "victor@example.com",
-            "password": "Demo123!",
-            "first_name": "Victor",
-            "last_name": "Von Doom",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": true
-        },
-        {
-            "email": "wanda@example.com",
-            "password": "Demo123!",
-            "first_name": "Wanda",
-            "last_name": "Maximoff",
-            "is_superuser": false,
-            "organization_slug": null,
-            "role": null,
-            "is_active": true
-        }
-    ]
-}

backend/app/core/redis.py

@@ -0,0 +1,474 @@
+# app/core/redis.py
+"""
+Redis client configuration for caching and pub/sub.
+
+This module provides async Redis connectivity with connection pooling
+for FastAPI endpoints and background tasks.
+
+Features:
+- Connection pooling for efficient resource usage
+- Cache operations (get, set, delete, expire)
+- Pub/sub operations (publish, subscribe)
+- Health check for monitoring
+"""
+
+import asyncio
+import json
+import logging
+from collections.abc import AsyncGenerator
+from contextlib import asynccontextmanager
+from typing import Any
+
+from redis.asyncio import ConnectionPool, Redis
+from redis.asyncio.client import PubSub
+from redis.exceptions import ConnectionError, RedisError, TimeoutError
+
+from app.core.config import settings
+
+# Configure logging
+logger = logging.getLogger(__name__)
+
+# Default TTL for cache entries (1 hour)
+DEFAULT_CACHE_TTL = 3600
+
+# Connection pool settings
+POOL_MAX_CONNECTIONS = 50
+POOL_TIMEOUT = 10  # seconds
+
+
+class RedisClient:
+    """
+    Async Redis client with connection pooling.
+
+    Provides high-level operations for caching and pub/sub
+    with proper error handling and connection management.
+    """
+
+    def __init__(self, url: str | None = None) -> None:
+        """
+        Initialize Redis client.
+
+        Args:
+            url: Redis connection URL. Defaults to settings.REDIS_URL.
+        """
+        self._url = url or settings.REDIS_URL
+        self._pool: ConnectionPool | None = None
+        self._client: Redis | None = None
+        self._lock = asyncio.Lock()
+
+    async def _ensure_pool(self) -> ConnectionPool:
+        """Ensure connection pool is initialized (thread-safe)."""
+        if self._pool is None:
+            async with self._lock:
+                # Double-check after acquiring lock
+                if self._pool is None:
+                    self._pool = ConnectionPool.from_url(
+                        self._url,
+                        max_connections=POOL_MAX_CONNECTIONS,
+                        socket_timeout=POOL_TIMEOUT,
+                        socket_connect_timeout=POOL_TIMEOUT,
+                        decode_responses=True,
+                        health_check_interval=30,
+                    )
+                    logger.info("Redis connection pool initialized")
+        return self._pool
+
+    async def _get_client(self) -> Redis:
+        """Get Redis client instance from pool."""
+        pool = await self._ensure_pool()
+        if self._client is None:
+            self._client = Redis(connection_pool=pool)
+        return self._client
+
+    # =========================================================================
+    # Cache Operations
+    # =========================================================================
+
+    async def cache_get(self, key: str) -> str | None:
+        """
+        Get a value from cache.
+
+        Args:
+            key: Cache key.
+
+        Returns:
+            Cached value or None if not found.
+        """
+        try:
+            client = await self._get_client()
+            value = await client.get(key)
+            if value is not None:
+                logger.debug(f"Cache hit for key: {key}")
+            else:
+                logger.debug(f"Cache miss for key: {key}")
+            return value
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis cache_get failed for key '{key}': {e}")
+            return None
+        except RedisError as e:
+            logger.error(f"Redis error in cache_get for key '{key}': {e}")
+            return None
+
+    async def cache_get_json(self, key: str) -> Any | None:
+        """
+        Get a JSON-serialized value from cache.
+
+        Args:
+            key: Cache key.
+
+        Returns:
+            Deserialized value or None if not found.
+        """
+        value = await self.cache_get(key)
+        if value is not None:
+            try:
+                return json.loads(value)
+            except json.JSONDecodeError as e:
+                logger.error(f"Failed to decode JSON for key '{key}': {e}")
+                return None
+        return None
+
+    async def cache_set(
+        self,
+        key: str,
+        value: str,
+        ttl: int | None = None,
+    ) -> bool:
+        """
+        Set a value in cache.
+
+        Args:
+            key: Cache key.
+            value: Value to cache.
+            ttl: Time-to-live in seconds. Defaults to DEFAULT_CACHE_TTL.
+
+        Returns:
+            True if successful, False otherwise.
+        """
+        try:
+            client = await self._get_client()
+            ttl = ttl if ttl is not None else DEFAULT_CACHE_TTL
+            await client.set(key, value, ex=ttl)
+            logger.debug(f"Cache set for key: {key} (TTL: {ttl}s)")
+            return True
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis cache_set failed for key '{key}': {e}")
+            return False
+        except RedisError as e:
+            logger.error(f"Redis error in cache_set for key '{key}': {e}")
+            return False
+
+    async def cache_set_json(
+        self,
+        key: str,
+        value: Any,
+        ttl: int | None = None,
+    ) -> bool:
+        """
+        Set a JSON-serialized value in cache.
+
+        Args:
+            key: Cache key.
+            value: Value to serialize and cache.
+            ttl: Time-to-live in seconds.
+
+        Returns:
+            True if successful, False otherwise.
+        """
+        try:
+            serialized = json.dumps(value)
+            return await self.cache_set(key, serialized, ttl)
+        except (TypeError, ValueError) as e:
+            logger.error(f"Failed to serialize value for key '{key}': {e}")
+            return False
+
+    async def cache_delete(self, key: str) -> bool:
+        """
+        Delete a key from cache.
+
+        Args:
+            key: Cache key to delete.
+
+        Returns:
+            True if key was deleted, False otherwise.
+        """
+        try:
+            client = await self._get_client()
+            result = await client.delete(key)
+            logger.debug(f"Cache delete for key: {key} (deleted: {result > 0})")
+            return result > 0
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis cache_delete failed for key '{key}': {e}")
+            return False
+        except RedisError as e:
+            logger.error(f"Redis error in cache_delete for key '{key}': {e}")
+            return False
+
+    async def cache_delete_pattern(self, pattern: str) -> int:
+        """
+        Delete all keys matching a pattern.
+
+        Args:
+            pattern: Glob-style pattern (e.g., "user:*").
+
+        Returns:
+            Number of keys deleted.
+        """
+        try:
+            client = await self._get_client()
+            deleted = 0
+            async for key in client.scan_iter(pattern):
+                await client.delete(key)
+                deleted += 1
+            logger.debug(f"Cache delete pattern '{pattern}': {deleted} keys deleted")
+            return deleted
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis cache_delete_pattern failed for '{pattern}': {e}")
+            return 0
+        except RedisError as e:
+            logger.error(f"Redis error in cache_delete_pattern for '{pattern}': {e}")
+            return 0
+
+    async def cache_expire(self, key: str, ttl: int) -> bool:
+        """
+        Set or update TTL for a key.
+
+        Args:
+            key: Cache key.
+            ttl: New TTL in seconds.
+
+        Returns:
+            True if TTL was set, False if key doesn't exist.
+        """
+        try:
+            client = await self._get_client()
+            result = await client.expire(key, ttl)
+            logger.debug(
+                f"Cache expire for key: {key} (TTL: {ttl}s, success: {result})"
+            )
+            return result
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis cache_expire failed for key '{key}': {e}")
+            return False
+        except RedisError as e:
+            logger.error(f"Redis error in cache_expire for key '{key}': {e}")
+            return False
+
+    async def cache_exists(self, key: str) -> bool:
+        """
+        Check if a key exists in cache.
+
+        Args:
+            key: Cache key.
+
+        Returns:
+            True if key exists, False otherwise.
+        """
+        try:
+            client = await self._get_client()
+            result = await client.exists(key)
+            return result > 0
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis cache_exists failed for key '{key}': {e}")
+            return False
+        except RedisError as e:
+            logger.error(f"Redis error in cache_exists for key '{key}': {e}")
+            return False
+
+    async def cache_ttl(self, key: str) -> int:
+        """
+        Get remaining TTL for a key.
+
+        Args:
+            key: Cache key.
+
+        Returns:
+            TTL in seconds, -1 if no TTL, -2 if key doesn't exist.
+        """
+        try:
+            client = await self._get_client()
+            return await client.ttl(key)
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis cache_ttl failed for key '{key}': {e}")
+            return -2
+        except RedisError as e:
+            logger.error(f"Redis error in cache_ttl for key '{key}': {e}")
+            return -2
+
+    # =========================================================================
+    # Pub/Sub Operations
+    # =========================================================================
+
+    async def publish(self, channel: str, message: str | dict) -> int:
+        """
+        Publish a message to a channel.
+
+        Args:
+            channel: Channel name.
+            message: Message to publish (string or dict for JSON serialization).
+
+        Returns:
+            Number of subscribers that received the message.
+        """
+        try:
+            client = await self._get_client()
+            if isinstance(message, dict):
+                message = json.dumps(message)
+            result = await client.publish(channel, message)
+            logger.debug(f"Published to channel '{channel}': {result} subscribers")
+            return result
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis publish failed for channel '{channel}': {e}")
+            return 0
+        except RedisError as e:
+            logger.error(f"Redis error in publish for channel '{channel}': {e}")
+            return 0
+
+    @asynccontextmanager
+    async def subscribe(self, *channels: str) -> AsyncGenerator[PubSub, None]:
+        """
+        Subscribe to one or more channels.
+
+        Usage:
+            async with redis_client.subscribe("channel1", "channel2") as pubsub:
+                async for message in pubsub.listen():
+                    if message["type"] == "message":
+                        print(message["data"])
+
+        Args:
+            channels: Channel names to subscribe to.
+
+        Yields:
+            PubSub instance for receiving messages.
+        """
+        client = await self._get_client()
+        pubsub = client.pubsub()
+        try:
+            await pubsub.subscribe(*channels)
+            logger.debug(f"Subscribed to channels: {channels}")
+            yield pubsub
+        finally:
+            await pubsub.unsubscribe(*channels)
+            await pubsub.close()
+            logger.debug(f"Unsubscribed from channels: {channels}")
+
+    @asynccontextmanager
+    async def psubscribe(self, *patterns: str) -> AsyncGenerator[PubSub, None]:
+        """
+        Subscribe to channels matching patterns.
+
+        Usage:
+            async with redis_client.psubscribe("user:*") as pubsub:
+                async for message in pubsub.listen():
+                    if message["type"] == "pmessage":
+                        print(message["pattern"], message["channel"], message["data"])
+
+        Args:
+            patterns: Glob-style patterns to subscribe to.
+
+        Yields:
+            PubSub instance for receiving messages.
+        """
+        client = await self._get_client()
+        pubsub = client.pubsub()
+        try:
+            await pubsub.psubscribe(*patterns)
+            logger.debug(f"Pattern subscribed: {patterns}")
+            yield pubsub
+        finally:
+            await pubsub.punsubscribe(*patterns)
+            await pubsub.close()
+            logger.debug(f"Pattern unsubscribed: {patterns}")
+
+    # =========================================================================
+    # Health & Connection Management
+    # =========================================================================
+
+    async def health_check(self) -> bool:
+        """
+        Check if Redis connection is healthy.
+
+        Returns:
+            True if connection is successful, False otherwise.
+        """
+        try:
+            client = await self._get_client()
+            result = await client.ping()
+            return result is True
+        except (ConnectionError, TimeoutError) as e:
+            logger.error(f"Redis health check failed: {e}")
+            return False
+        except RedisError as e:
+            logger.error(f"Redis health check error: {e}")
+            return False
+
+    async def close(self) -> None:
+        """
+        Close Redis connections and cleanup resources.
+
+        Should be called during application shutdown.
+        """
+        if self._client:
+            await self._client.close()
+            self._client = None
+            logger.debug("Redis client closed")
+
+        if self._pool:
+            await self._pool.disconnect()
+            self._pool = None
+            logger.info("Redis connection pool closed")
+
+    async def get_pool_info(self) -> dict[str, Any]:
+        """
+        Get connection pool statistics.
+
+        Returns:
+            Dictionary with pool information.
+        """
+        if self._pool is None:
+            return {"status": "not_initialized"}
+
+        return {
+            "status": "active",
+            "max_connections": POOL_MAX_CONNECTIONS,
+            "url": self._url.split("@")[-1] if "@" in self._url else self._url,
+        }
+
+
+# Global Redis client instance
+redis_client = RedisClient()
+
+
+# FastAPI dependency for Redis client
+async def get_redis() -> AsyncGenerator[RedisClient, None]:
+    """
+    FastAPI dependency that provides the Redis client.
+
+    Usage:
+        @router.get("/cached-data")
+        async def get_data(redis: RedisClient = Depends(get_redis)):
+            cached = await redis.cache_get("my-key")
+            ...
+    """
+    yield redis_client
+
+
+# Health check function for use in /health endpoint
+async def check_redis_health() -> bool:
+    """
+    Check if Redis connection is healthy.
+
+    Returns:
+        True if connection is successful, False otherwise.
+    """
+    return await redis_client.health_check()
+
+
+# Cleanup function for application shutdown
+async def close_redis() -> None:
+    """
+    Close Redis connections.
+
+    Should be called during application shutdown.
+    """
+    await redis_client.close()

backend/app/crud/syndarix/__init__.py

@@ -0,0 +1,20 @@
+# app/crud/syndarix/__init__.py
+"""
+Syndarix CRUD operations.
+
+This package contains CRUD operations for all Syndarix domain entities.
+"""
+
+from .agent_instance import agent_instance
+from .agent_type import agent_type
+from .issue import issue
+from .project import project
+from .sprint import sprint
+
+__all__ = [
+    "agent_instance",
+    "agent_type",
+    "issue",
+    "project",
+    "sprint",
+]

backend/app/crud/syndarix/agent_instance.py

@@ -0,0 +1,394 @@
+# app/crud/syndarix/agent_instance.py
+"""Async CRUD operations for AgentInstance model using SQLAlchemy 2.0 patterns."""
+
+import logging
+from datetime import UTC, datetime
+from decimal import Decimal
+from typing import Any
+from uuid import UUID
+
+from sqlalchemy import func, select, update
+from sqlalchemy.exc import IntegrityError
+from sqlalchemy.ext.asyncio import AsyncSession
+from sqlalchemy.orm import joinedload
+
+from app.crud.base import CRUDBase
+from app.models.syndarix import AgentInstance, Issue
+from app.models.syndarix.enums import AgentStatus
+from app.schemas.syndarix import AgentInstanceCreate, AgentInstanceUpdate
+
+logger = logging.getLogger(__name__)
+
+
+class CRUDAgentInstance(
+    CRUDBase[AgentInstance, AgentInstanceCreate, AgentInstanceUpdate]
+):
+    """Async CRUD operations for AgentInstance model."""
+
+    async def create(
+        self, db: AsyncSession, *, obj_in: AgentInstanceCreate
+    ) -> AgentInstance:
+        """Create a new agent instance with error handling."""
+        try:
+            db_obj = AgentInstance(
+                agent_type_id=obj_in.agent_type_id,
+                project_id=obj_in.project_id,
+                name=obj_in.name,
+                status=obj_in.status,
+                current_task=obj_in.current_task,
+                short_term_memory=obj_in.short_term_memory,
+                long_term_memory_ref=obj_in.long_term_memory_ref,
+                session_id=obj_in.session_id,
+            )
+            db.add(db_obj)
+            await db.commit()
+            await db.refresh(db_obj)
+            return db_obj
+        except IntegrityError as e:
+            await db.rollback()
+            error_msg = str(e.orig) if hasattr(e, "orig") else str(e)
+            logger.error(f"Integrity error creating agent instance: {error_msg}")
+            raise ValueError(f"Database integrity error: {error_msg}")
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Unexpected error creating agent instance: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_with_details(
+        self,
+        db: AsyncSession,
+        *,
+        instance_id: UUID,
+    ) -> dict[str, Any] | None:
+        """
+        Get an agent instance with full details including related entities.
+
+        Returns:
+            Dictionary with instance and related entity details
+        """
+        try:
+            # Get instance with joined relationships
+            result = await db.execute(
+                select(AgentInstance)
+                .options(
+                    joinedload(AgentInstance.agent_type),
+                    joinedload(AgentInstance.project),
+                )
+                .where(AgentInstance.id == instance_id)
+            )
+            instance = result.scalar_one_or_none()
+
+            if not instance:
+                return None
+
+            # Get assigned issues count
+            issues_count_result = await db.execute(
+                select(func.count(Issue.id)).where(
+                    Issue.assigned_agent_id == instance_id
+                )
+            )
+            assigned_issues_count = issues_count_result.scalar_one()
+
+            return {
+                "instance": instance,
+                "agent_type_name": instance.agent_type.name
+                if instance.agent_type
+                else None,
+                "agent_type_slug": instance.agent_type.slug
+                if instance.agent_type
+                else None,
+                "project_name": instance.project.name if instance.project else None,
+                "project_slug": instance.project.slug if instance.project else None,
+                "assigned_issues_count": assigned_issues_count,
+            }
+        except Exception as e:
+            logger.error(
+                f"Error getting agent instance with details {instance_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def get_by_project(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+        status: AgentStatus | None = None,
+        skip: int = 0,
+        limit: int = 100,
+    ) -> tuple[list[AgentInstance], int]:
+        """Get agent instances for a specific project."""
+        try:
+            query = select(AgentInstance).where(AgentInstance.project_id == project_id)
+
+            if status is not None:
+                query = query.where(AgentInstance.status == status)
+
+            # Get total count
+            count_query = select(func.count()).select_from(query.alias())
+            count_result = await db.execute(count_query)
+            total = count_result.scalar_one()
+
+            # Apply pagination
+            query = query.order_by(AgentInstance.created_at.desc())
+            query = query.offset(skip).limit(limit)
+            result = await db.execute(query)
+            instances = list(result.scalars().all())
+
+            return instances, total
+        except Exception as e:
+            logger.error(
+                f"Error getting instances by project {project_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def get_by_agent_type(
+        self,
+        db: AsyncSession,
+        *,
+        agent_type_id: UUID,
+        status: AgentStatus | None = None,
+    ) -> list[AgentInstance]:
+        """Get all instances of a specific agent type."""
+        try:
+            query = select(AgentInstance).where(
+                AgentInstance.agent_type_id == agent_type_id
+            )
+
+            if status is not None:
+                query = query.where(AgentInstance.status == status)
+
+            query = query.order_by(AgentInstance.created_at.desc())
+            result = await db.execute(query)
+            return list(result.scalars().all())
+        except Exception as e:
+            logger.error(
+                f"Error getting instances by agent type {agent_type_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def update_status(
+        self,
+        db: AsyncSession,
+        *,
+        instance_id: UUID,
+        status: AgentStatus,
+        current_task: str | None = None,
+    ) -> AgentInstance | None:
+        """Update the status of an agent instance."""
+        try:
+            result = await db.execute(
+                select(AgentInstance).where(AgentInstance.id == instance_id)
+            )
+            instance = result.scalar_one_or_none()
+
+            if not instance:
+                return None
+
+            instance.status = status
+            instance.last_activity_at = datetime.now(UTC)
+            if current_task is not None:
+                instance.current_task = current_task
+
+            await db.commit()
+            await db.refresh(instance)
+            return instance
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error updating instance status {instance_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def terminate(
+        self,
+        db: AsyncSession,
+        *,
+        instance_id: UUID,
+    ) -> AgentInstance | None:
+        """Terminate an agent instance.
+
+        Also unassigns all issues from this agent to prevent orphaned assignments.
+        """
+        try:
+            result = await db.execute(
+                select(AgentInstance).where(AgentInstance.id == instance_id)
+            )
+            instance = result.scalar_one_or_none()
+
+            if not instance:
+                return None
+
+            # Unassign all issues from this agent before terminating
+            await db.execute(
+                update(Issue)
+                .where(Issue.assigned_agent_id == instance_id)
+                .values(assigned_agent_id=None)
+            )
+
+            instance.status = AgentStatus.TERMINATED
+            instance.terminated_at = datetime.now(UTC)
+            instance.current_task = None
+            instance.session_id = None
+
+            await db.commit()
+            await db.refresh(instance)
+            return instance
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error terminating instance {instance_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def record_task_completion(
+        self,
+        db: AsyncSession,
+        *,
+        instance_id: UUID,
+        tokens_used: int,
+        cost_incurred: Decimal,
+    ) -> AgentInstance | None:
+        """Record a completed task and update metrics.
+
+        Uses atomic SQL UPDATE to prevent lost updates under concurrent load.
+        This avoids the read-modify-write race condition that occurs when
+        multiple task completions happen simultaneously.
+        """
+        try:
+            now = datetime.now(UTC)
+
+            # Use atomic SQL UPDATE to increment counters without race conditions
+            # This is safe for concurrent updates - no read-modify-write pattern
+            result = await db.execute(
+                update(AgentInstance)
+                .where(AgentInstance.id == instance_id)
+                .values(
+                    tasks_completed=AgentInstance.tasks_completed + 1,
+                    tokens_used=AgentInstance.tokens_used + tokens_used,
+                    cost_incurred=AgentInstance.cost_incurred + cost_incurred,
+                    last_activity_at=now,
+                    updated_at=now,
+                )
+                .returning(AgentInstance)
+            )
+            instance = result.scalar_one_or_none()
+
+            if not instance:
+                return None
+
+            await db.commit()
+            return instance
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error recording task completion {instance_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_project_metrics(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+    ) -> dict[str, Any]:
+        """Get aggregated metrics for all agents in a project."""
+        try:
+            result = await db.execute(
+                select(
+                    func.count(AgentInstance.id).label("total_instances"),
+                    func.count(AgentInstance.id)
+                    .filter(AgentInstance.status == AgentStatus.WORKING)
+                    .label("active_instances"),
+                    func.count(AgentInstance.id)
+                    .filter(AgentInstance.status == AgentStatus.IDLE)
+                    .label("idle_instances"),
+                    func.sum(AgentInstance.tasks_completed).label("total_tasks"),
+                    func.sum(AgentInstance.tokens_used).label("total_tokens"),
+                    func.sum(AgentInstance.cost_incurred).label("total_cost"),
+                ).where(AgentInstance.project_id == project_id)
+            )
+            row = result.one()
+
+            return {
+                "total_instances": row.total_instances or 0,
+                "active_instances": row.active_instances or 0,
+                "idle_instances": row.idle_instances or 0,
+                "total_tasks_completed": row.total_tasks or 0,
+                "total_tokens_used": row.total_tokens or 0,
+                "total_cost_incurred": row.total_cost or Decimal("0.0000"),
+            }
+        except Exception as e:
+            logger.error(
+                f"Error getting project metrics {project_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def bulk_terminate_by_project(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+    ) -> int:
+        """Terminate all active instances in a project.
+
+        Also unassigns all issues from these agents to prevent orphaned assignments.
+        """
+        try:
+            # First, unassign all issues from agents in this project
+            # Get all agent IDs that will be terminated
+            agents_to_terminate = await db.execute(
+                select(AgentInstance.id).where(
+                    AgentInstance.project_id == project_id,
+                    AgentInstance.status != AgentStatus.TERMINATED,
+                )
+            )
+            agent_ids = [row[0] for row in agents_to_terminate.fetchall()]
+
+            # Unassign issues from these agents
+            if agent_ids:
+                await db.execute(
+                    update(Issue)
+                    .where(Issue.assigned_agent_id.in_(agent_ids))
+                    .values(assigned_agent_id=None)
+                )
+
+            now = datetime.now(UTC)
+            stmt = (
+                update(AgentInstance)
+                .where(
+                    AgentInstance.project_id == project_id,
+                    AgentInstance.status != AgentStatus.TERMINATED,
+                )
+                .values(
+                    status=AgentStatus.TERMINATED,
+                    terminated_at=now,
+                    current_task=None,
+                    session_id=None,
+                    updated_at=now,
+                )
+            )
+
+            result = await db.execute(stmt)
+            await db.commit()
+
+            terminated_count = result.rowcount
+            logger.info(
+                f"Bulk terminated {terminated_count} instances in project {project_id}"
+            )
+            return terminated_count
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error bulk terminating instances for project {project_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+
+# Create a singleton instance for use across the application
+agent_instance = CRUDAgentInstance(AgentInstance)

backend/app/crud/syndarix/agent_type.py

@@ -0,0 +1,316 @@
+# app/crud/syndarix/agent_type.py
+"""Async CRUD operations for AgentType model using SQLAlchemy 2.0 patterns."""
+
+import logging
+from typing import Any
+from uuid import UUID
+
+from sqlalchemy import func, or_, select
+from sqlalchemy.exc import IntegrityError
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.crud.base import CRUDBase
+from app.models.syndarix import AgentInstance, AgentType
+from app.schemas.syndarix import AgentTypeCreate, AgentTypeUpdate
+
+logger = logging.getLogger(__name__)
+
+
+class CRUDAgentType(CRUDBase[AgentType, AgentTypeCreate, AgentTypeUpdate]):
+    """Async CRUD operations for AgentType model."""
+
+    async def get_by_slug(self, db: AsyncSession, *, slug: str) -> AgentType | None:
+        """Get agent type by slug."""
+        try:
+            result = await db.execute(select(AgentType).where(AgentType.slug == slug))
+            return result.scalar_one_or_none()
+        except Exception as e:
+            logger.error(f"Error getting agent type by slug {slug}: {e!s}")
+            raise
+
+    async def create(self, db: AsyncSession, *, obj_in: AgentTypeCreate) -> AgentType:
+        """Create a new agent type with error handling."""
+        try:
+            db_obj = AgentType(
+                name=obj_in.name,
+                slug=obj_in.slug,
+                description=obj_in.description,
+                expertise=obj_in.expertise,
+                personality_prompt=obj_in.personality_prompt,
+                primary_model=obj_in.primary_model,
+                fallback_models=obj_in.fallback_models,
+                model_params=obj_in.model_params,
+                mcp_servers=obj_in.mcp_servers,
+                tool_permissions=obj_in.tool_permissions,
+                is_active=obj_in.is_active,
+                # Category and display fields
+                category=obj_in.category.value if obj_in.category else None,
+                icon=obj_in.icon,
+                color=obj_in.color,
+                sort_order=obj_in.sort_order,
+                typical_tasks=obj_in.typical_tasks,
+                collaboration_hints=obj_in.collaboration_hints,
+            )
+            db.add(db_obj)
+            await db.commit()
+            await db.refresh(db_obj)
+            return db_obj
+        except IntegrityError as e:
+            await db.rollback()
+            error_msg = str(e.orig) if hasattr(e, "orig") else str(e)
+            if "slug" in error_msg.lower():
+                logger.warning(f"Duplicate slug attempted: {obj_in.slug}")
+                raise ValueError(f"Agent type with slug '{obj_in.slug}' already exists")
+            logger.error(f"Integrity error creating agent type: {error_msg}")
+            raise ValueError(f"Database integrity error: {error_msg}")
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Unexpected error creating agent type: {e!s}", exc_info=True)
+            raise
+
+    async def get_multi_with_filters(
+        self,
+        db: AsyncSession,
+        *,
+        skip: int = 0,
+        limit: int = 100,
+        is_active: bool | None = None,
+        category: str | None = None,
+        search: str | None = None,
+        sort_by: str = "created_at",
+        sort_order: str = "desc",
+    ) -> tuple[list[AgentType], int]:
+        """
+        Get multiple agent types with filtering, searching, and sorting.
+
+        Returns:
+            Tuple of (agent types list, total count)
+        """
+        try:
+            query = select(AgentType)
+
+            # Apply filters
+            if is_active is not None:
+                query = query.where(AgentType.is_active == is_active)
+
+            if category:
+                query = query.where(AgentType.category == category)
+
+            if search:
+                search_filter = or_(
+                    AgentType.name.ilike(f"%{search}%"),
+                    AgentType.slug.ilike(f"%{search}%"),
+                    AgentType.description.ilike(f"%{search}%"),
+                )
+                query = query.where(search_filter)
+
+            # Get total count before pagination
+            count_query = select(func.count()).select_from(query.alias())
+            count_result = await db.execute(count_query)
+            total = count_result.scalar_one()
+
+            # Apply sorting
+            sort_column = getattr(AgentType, sort_by, AgentType.created_at)
+            if sort_order == "desc":
+                query = query.order_by(sort_column.desc())
+            else:
+                query = query.order_by(sort_column.asc())
+
+            # Apply pagination
+            query = query.offset(skip).limit(limit)
+            result = await db.execute(query)
+            agent_types = list(result.scalars().all())
+
+            return agent_types, total
+        except Exception as e:
+            logger.error(f"Error getting agent types with filters: {e!s}")
+            raise
+
+    async def get_with_instance_count(
+        self,
+        db: AsyncSession,
+        *,
+        agent_type_id: UUID,
+    ) -> dict[str, Any] | None:
+        """
+        Get a single agent type with its instance count.
+
+        Returns:
+            Dictionary with agent_type and instance_count
+        """
+        try:
+            result = await db.execute(
+                select(AgentType).where(AgentType.id == agent_type_id)
+            )
+            agent_type = result.scalar_one_or_none()
+
+            if not agent_type:
+                return None
+
+            # Get instance count
+            count_result = await db.execute(
+                select(func.count(AgentInstance.id)).where(
+                    AgentInstance.agent_type_id == agent_type_id
+                )
+            )
+            instance_count = count_result.scalar_one()
+
+            return {
+                "agent_type": agent_type,
+                "instance_count": instance_count,
+            }
+        except Exception as e:
+            logger.error(
+                f"Error getting agent type with count {agent_type_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def get_multi_with_instance_counts(
+        self,
+        db: AsyncSession,
+        *,
+        skip: int = 0,
+        limit: int = 100,
+        is_active: bool | None = None,
+        category: str | None = None,
+        search: str | None = None,
+    ) -> tuple[list[dict[str, Any]], int]:
+        """
+        Get agent types with instance counts in optimized queries.
+
+        Returns:
+            Tuple of (list of dicts with agent_type and instance_count, total count)
+        """
+        try:
+            # Get filtered agent types
+            agent_types, total = await self.get_multi_with_filters(
+                db,
+                skip=skip,
+                limit=limit,
+                is_active=is_active,
+                category=category,
+                search=search,
+            )
+
+            if not agent_types:
+                return [], 0
+
+            agent_type_ids = [at.id for at in agent_types]
+
+            # Get instance counts in bulk
+            counts_result = await db.execute(
+                select(
+                    AgentInstance.agent_type_id,
+                    func.count(AgentInstance.id).label("count"),
+                )
+                .where(AgentInstance.agent_type_id.in_(agent_type_ids))
+                .group_by(AgentInstance.agent_type_id)
+            )
+            counts = {row.agent_type_id: row.count for row in counts_result}
+
+            # Combine results
+            results = [
+                {
+                    "agent_type": agent_type,
+                    "instance_count": counts.get(agent_type.id, 0),
+                }
+                for agent_type in agent_types
+            ]
+
+            return results, total
+        except Exception as e:
+            logger.error(f"Error getting agent types with counts: {e!s}", exc_info=True)
+            raise
+
+    async def get_by_expertise(
+        self,
+        db: AsyncSession,
+        *,
+        expertise: str,
+        is_active: bool = True,
+    ) -> list[AgentType]:
+        """Get agent types that have a specific expertise."""
+        try:
+            # Use PostgreSQL JSONB contains operator
+            query = select(AgentType).where(
+                AgentType.expertise.contains([expertise.lower()]),
+                AgentType.is_active == is_active,
+            )
+            result = await db.execute(query)
+            return list(result.scalars().all())
+        except Exception as e:
+            logger.error(
+                f"Error getting agent types by expertise {expertise}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def deactivate(
+        self,
+        db: AsyncSession,
+        *,
+        agent_type_id: UUID,
+    ) -> AgentType | None:
+        """Deactivate an agent type (soft delete)."""
+        try:
+            result = await db.execute(
+                select(AgentType).where(AgentType.id == agent_type_id)
+            )
+            agent_type = result.scalar_one_or_none()
+
+            if not agent_type:
+                return None
+
+            agent_type.is_active = False
+            await db.commit()
+            await db.refresh(agent_type)
+            return agent_type
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error deactivating agent type {agent_type_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_grouped_by_category(
+        self,
+        db: AsyncSession,
+        *,
+        is_active: bool = True,
+    ) -> dict[str, list[AgentType]]:
+        """
+        Get agent types grouped by category, sorted by sort_order within each group.
+
+        Args:
+            db: Database session
+            is_active: Filter by active status (default: True)
+
+        Returns:
+            Dictionary mapping category to list of agent types
+        """
+        try:
+            query = (
+                select(AgentType)
+                .where(AgentType.is_active == is_active)
+                .order_by(AgentType.category, AgentType.sort_order, AgentType.name)
+            )
+            result = await db.execute(query)
+            agent_types = list(result.scalars().all())
+
+            # Group by category
+            grouped: dict[str, list[AgentType]] = {}
+            for at in agent_types:
+                cat: str = str(at.category) if at.category else "uncategorized"
+                if cat not in grouped:
+                    grouped[cat] = []
+                grouped[cat].append(at)
+
+            return grouped
+        except Exception as e:
+            logger.error(f"Error getting grouped agent types: {e!s}", exc_info=True)
+            raise
+
+
+# Create a singleton instance for use across the application
+agent_type = CRUDAgentType(AgentType)

backend/app/crud/syndarix/issue.py

@@ -0,0 +1,525 @@
+# app/crud/syndarix/issue.py
+"""Async CRUD operations for Issue model using SQLAlchemy 2.0 patterns."""
+
+import logging
+from datetime import UTC, datetime
+from typing import Any
+from uuid import UUID
+
+from sqlalchemy import func, or_, select
+from sqlalchemy.exc import IntegrityError
+from sqlalchemy.ext.asyncio import AsyncSession
+from sqlalchemy.orm import joinedload
+
+from app.crud.base import CRUDBase
+from app.models.syndarix import AgentInstance, Issue
+from app.models.syndarix.enums import IssuePriority, IssueStatus, SyncStatus
+from app.schemas.syndarix import IssueCreate, IssueUpdate
+
+logger = logging.getLogger(__name__)
+
+
+class CRUDIssue(CRUDBase[Issue, IssueCreate, IssueUpdate]):
+    """Async CRUD operations for Issue model."""
+
+    async def create(self, db: AsyncSession, *, obj_in: IssueCreate) -> Issue:
+        """Create a new issue with error handling."""
+        try:
+            db_obj = Issue(
+                project_id=obj_in.project_id,
+                title=obj_in.title,
+                body=obj_in.body,
+                status=obj_in.status,
+                priority=obj_in.priority,
+                labels=obj_in.labels,
+                assigned_agent_id=obj_in.assigned_agent_id,
+                human_assignee=obj_in.human_assignee,
+                sprint_id=obj_in.sprint_id,
+                story_points=obj_in.story_points,
+                external_tracker_type=obj_in.external_tracker_type,
+                external_issue_id=obj_in.external_issue_id,
+                remote_url=obj_in.remote_url,
+                external_issue_number=obj_in.external_issue_number,
+                sync_status=SyncStatus.SYNCED,
+            )
+            db.add(db_obj)
+            await db.commit()
+            await db.refresh(db_obj)
+            return db_obj
+        except IntegrityError as e:
+            await db.rollback()
+            error_msg = str(e.orig) if hasattr(e, "orig") else str(e)
+            logger.error(f"Integrity error creating issue: {error_msg}")
+            raise ValueError(f"Database integrity error: {error_msg}")
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Unexpected error creating issue: {e!s}", exc_info=True)
+            raise
+
+    async def get_with_details(
+        self,
+        db: AsyncSession,
+        *,
+        issue_id: UUID,
+    ) -> dict[str, Any] | None:
+        """
+        Get an issue with full details including related entity names.
+
+        Returns:
+            Dictionary with issue and related entity details
+        """
+        try:
+            # Get issue with joined relationships
+            result = await db.execute(
+                select(Issue)
+                .options(
+                    joinedload(Issue.project),
+                    joinedload(Issue.sprint),
+                    joinedload(Issue.assigned_agent).joinedload(
+                        AgentInstance.agent_type
+                    ),
+                )
+                .where(Issue.id == issue_id)
+            )
+            issue = result.scalar_one_or_none()
+
+            if not issue:
+                return None
+
+            return {
+                "issue": issue,
+                "project_name": issue.project.name if issue.project else None,
+                "project_slug": issue.project.slug if issue.project else None,
+                "sprint_name": issue.sprint.name if issue.sprint else None,
+                "assigned_agent_type_name": (
+                    issue.assigned_agent.agent_type.name
+                    if issue.assigned_agent and issue.assigned_agent.agent_type
+                    else None
+                ),
+            }
+        except Exception as e:
+            logger.error(
+                f"Error getting issue with details {issue_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_by_project(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+        status: IssueStatus | None = None,
+        priority: IssuePriority | None = None,
+        sprint_id: UUID | None = None,
+        assigned_agent_id: UUID | None = None,
+        labels: list[str] | None = None,
+        search: str | None = None,
+        skip: int = 0,
+        limit: int = 100,
+        sort_by: str = "created_at",
+        sort_order: str = "desc",
+    ) -> tuple[list[Issue], int]:
+        """Get issues for a specific project with filters."""
+        try:
+            query = select(Issue).where(Issue.project_id == project_id)
+
+            # Apply filters
+            if status is not None:
+                query = query.where(Issue.status == status)
+
+            if priority is not None:
+                query = query.where(Issue.priority == priority)
+
+            if sprint_id is not None:
+                query = query.where(Issue.sprint_id == sprint_id)
+
+            if assigned_agent_id is not None:
+                query = query.where(Issue.assigned_agent_id == assigned_agent_id)
+
+            if labels:
+                # Match any of the provided labels
+                for label in labels:
+                    query = query.where(Issue.labels.contains([label.lower()]))
+
+            if search:
+                search_filter = or_(
+                    Issue.title.ilike(f"%{search}%"),
+                    Issue.body.ilike(f"%{search}%"),
+                )
+                query = query.where(search_filter)
+
+            # Get total count
+            count_query = select(func.count()).select_from(query.alias())
+            count_result = await db.execute(count_query)
+            total = count_result.scalar_one()
+
+            # Apply sorting
+            sort_column = getattr(Issue, sort_by, Issue.created_at)
+            if sort_order == "desc":
+                query = query.order_by(sort_column.desc())
+            else:
+                query = query.order_by(sort_column.asc())
+
+            # Apply pagination
+            query = query.offset(skip).limit(limit)
+            result = await db.execute(query)
+            issues = list(result.scalars().all())
+
+            return issues, total
+        except Exception as e:
+            logger.error(
+                f"Error getting issues by project {project_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_by_sprint(
+        self,
+        db: AsyncSession,
+        *,
+        sprint_id: UUID,
+        status: IssueStatus | None = None,
+    ) -> list[Issue]:
+        """Get all issues in a sprint."""
+        try:
+            query = select(Issue).where(Issue.sprint_id == sprint_id)
+
+            if status is not None:
+                query = query.where(Issue.status == status)
+
+            query = query.order_by(Issue.priority.desc(), Issue.created_at.asc())
+            result = await db.execute(query)
+            return list(result.scalars().all())
+        except Exception as e:
+            logger.error(
+                f"Error getting issues by sprint {sprint_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def assign_to_agent(
+        self,
+        db: AsyncSession,
+        *,
+        issue_id: UUID,
+        agent_id: UUID | None,
+    ) -> Issue | None:
+        """Assign an issue to an agent (or unassign if agent_id is None)."""
+        try:
+            result = await db.execute(select(Issue).where(Issue.id == issue_id))
+            issue = result.scalar_one_or_none()
+
+            if not issue:
+                return None
+
+            issue.assigned_agent_id = agent_id
+            issue.human_assignee = None  # Clear human assignee when assigning to agent
+            await db.commit()
+            await db.refresh(issue)
+            return issue
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error assigning issue {issue_id} to agent {agent_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def assign_to_human(
+        self,
+        db: AsyncSession,
+        *,
+        issue_id: UUID,
+        human_assignee: str | None,
+    ) -> Issue | None:
+        """Assign an issue to a human (or unassign if human_assignee is None)."""
+        try:
+            result = await db.execute(select(Issue).where(Issue.id == issue_id))
+            issue = result.scalar_one_or_none()
+
+            if not issue:
+                return None
+
+            issue.human_assignee = human_assignee
+            issue.assigned_agent_id = None  # Clear agent when assigning to human
+            await db.commit()
+            await db.refresh(issue)
+            return issue
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error assigning issue {issue_id} to human {human_assignee}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def close_issue(
+        self,
+        db: AsyncSession,
+        *,
+        issue_id: UUID,
+    ) -> Issue | None:
+        """Close an issue by setting status and closed_at timestamp."""
+        try:
+            result = await db.execute(select(Issue).where(Issue.id == issue_id))
+            issue = result.scalar_one_or_none()
+
+            if not issue:
+                return None
+
+            issue.status = IssueStatus.CLOSED
+            issue.closed_at = datetime.now(UTC)
+            await db.commit()
+            await db.refresh(issue)
+            return issue
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Error closing issue {issue_id}: {e!s}", exc_info=True)
+            raise
+
+    async def reopen_issue(
+        self,
+        db: AsyncSession,
+        *,
+        issue_id: UUID,
+    ) -> Issue | None:
+        """Reopen a closed issue."""
+        try:
+            result = await db.execute(select(Issue).where(Issue.id == issue_id))
+            issue = result.scalar_one_or_none()
+
+            if not issue:
+                return None
+
+            issue.status = IssueStatus.OPEN
+            issue.closed_at = None
+            await db.commit()
+            await db.refresh(issue)
+            return issue
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Error reopening issue {issue_id}: {e!s}", exc_info=True)
+            raise
+
+    async def update_sync_status(
+        self,
+        db: AsyncSession,
+        *,
+        issue_id: UUID,
+        sync_status: SyncStatus,
+        last_synced_at: datetime | None = None,
+        external_updated_at: datetime | None = None,
+    ) -> Issue | None:
+        """Update the sync status of an issue."""
+        try:
+            result = await db.execute(select(Issue).where(Issue.id == issue_id))
+            issue = result.scalar_one_or_none()
+
+            if not issue:
+                return None
+
+            issue.sync_status = sync_status
+            if last_synced_at:
+                issue.last_synced_at = last_synced_at
+            if external_updated_at:
+                issue.external_updated_at = external_updated_at
+
+            await db.commit()
+            await db.refresh(issue)
+            return issue
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error updating sync status for issue {issue_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_project_stats(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+    ) -> dict[str, Any]:
+        """Get issue statistics for a project."""
+        try:
+            # Get counts by status
+            status_counts = await db.execute(
+                select(Issue.status, func.count(Issue.id).label("count"))
+                .where(Issue.project_id == project_id)
+                .group_by(Issue.status)
+            )
+            by_status = {row.status.value: row.count for row in status_counts}
+
+            # Get counts by priority
+            priority_counts = await db.execute(
+                select(Issue.priority, func.count(Issue.id).label("count"))
+                .where(Issue.project_id == project_id)
+                .group_by(Issue.priority)
+            )
+            by_priority = {row.priority.value: row.count for row in priority_counts}
+
+            # Get story points
+            points_result = await db.execute(
+                select(
+                    func.sum(Issue.story_points).label("total"),
+                    func.sum(Issue.story_points)
+                    .filter(Issue.status == IssueStatus.CLOSED)
+                    .label("completed"),
+                ).where(Issue.project_id == project_id)
+            )
+            points_row = points_result.one()
+
+            total_issues = sum(by_status.values())
+
+            return {
+                "total": total_issues,
+                "open": by_status.get("open", 0),
+                "in_progress": by_status.get("in_progress", 0),
+                "in_review": by_status.get("in_review", 0),
+                "blocked": by_status.get("blocked", 0),
+                "closed": by_status.get("closed", 0),
+                "by_priority": by_priority,
+                "total_story_points": points_row.total,
+                "completed_story_points": points_row.completed,
+            }
+        except Exception as e:
+            logger.error(
+                f"Error getting issue stats for project {project_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def get_by_external_id(
+        self,
+        db: AsyncSession,
+        *,
+        external_tracker_type: str,
+        external_issue_id: str,
+    ) -> Issue | None:
+        """Get an issue by its external tracker ID."""
+        try:
+            result = await db.execute(
+                select(Issue).where(
+                    Issue.external_tracker_type == external_tracker_type,
+                    Issue.external_issue_id == external_issue_id,
+                )
+            )
+            return result.scalar_one_or_none()
+        except Exception as e:
+            logger.error(
+                f"Error getting issue by external ID {external_tracker_type}:{external_issue_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def get_pending_sync(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID | None = None,
+        limit: int = 100,
+    ) -> list[Issue]:
+        """Get issues that need to be synced with external tracker."""
+        try:
+            query = select(Issue).where(
+                Issue.external_tracker_type.isnot(None),
+                Issue.sync_status.in_([SyncStatus.PENDING, SyncStatus.ERROR]),
+            )
+
+            if project_id:
+                query = query.where(Issue.project_id == project_id)
+
+            query = query.order_by(Issue.updated_at.asc()).limit(limit)
+            result = await db.execute(query)
+            return list(result.scalars().all())
+        except Exception as e:
+            logger.error(f"Error getting pending sync issues: {e!s}", exc_info=True)
+            raise
+
+    async def remove_sprint_from_issues(
+        self,
+        db: AsyncSession,
+        *,
+        sprint_id: UUID,
+    ) -> int:
+        """Remove sprint assignment from all issues in a sprint.
+
+        Used when deleting a sprint to clean up references.
+
+        Returns:
+            Number of issues updated
+        """
+        try:
+            from sqlalchemy import update
+
+            result = await db.execute(
+                update(Issue).where(Issue.sprint_id == sprint_id).values(sprint_id=None)
+            )
+            await db.commit()
+            return result.rowcount
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error removing sprint {sprint_id} from issues: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def unassign(
+        self,
+        db: AsyncSession,
+        *,
+        issue_id: UUID,
+    ) -> Issue | None:
+        """Remove agent assignment from an issue.
+
+        Returns:
+            Updated issue or None if not found
+        """
+        try:
+            result = await db.execute(select(Issue).where(Issue.id == issue_id))
+            issue = result.scalar_one_or_none()
+
+            if not issue:
+                return None
+
+            issue.assigned_agent_id = None
+            await db.commit()
+            await db.refresh(issue)
+            return issue
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Error unassigning issue {issue_id}: {e!s}", exc_info=True)
+            raise
+
+    async def remove_from_sprint(
+        self,
+        db: AsyncSession,
+        *,
+        issue_id: UUID,
+    ) -> Issue | None:
+        """Remove an issue from its current sprint.
+
+        Returns:
+            Updated issue or None if not found
+        """
+        try:
+            result = await db.execute(select(Issue).where(Issue.id == issue_id))
+            issue = result.scalar_one_or_none()
+
+            if not issue:
+                return None
+
+            issue.sprint_id = None
+            await db.commit()
+            await db.refresh(issue)
+            return issue
+        except Exception as e:
+            await db.rollback()
+            logger.error(
+                f"Error removing issue {issue_id} from sprint: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+
+# Create a singleton instance for use across the application
+issue = CRUDIssue(Issue)

backend/app/crud/syndarix/project.py

@@ -0,0 +1,362 @@
+# app/crud/syndarix/project.py
+"""Async CRUD operations for Project model using SQLAlchemy 2.0 patterns."""
+
+import logging
+from datetime import UTC, datetime
+from typing import Any
+from uuid import UUID
+
+from sqlalchemy import func, or_, select, update
+from sqlalchemy.exc import IntegrityError
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.crud.base import CRUDBase
+from app.models.syndarix import AgentInstance, Issue, Project, Sprint
+from app.models.syndarix.enums import AgentStatus, ProjectStatus, SprintStatus
+from app.schemas.syndarix import ProjectCreate, ProjectUpdate
+
+logger = logging.getLogger(__name__)
+
+
+class CRUDProject(CRUDBase[Project, ProjectCreate, ProjectUpdate]):
+    """Async CRUD operations for Project model."""
+
+    async def get_by_slug(self, db: AsyncSession, *, slug: str) -> Project | None:
+        """Get project by slug."""
+        try:
+            result = await db.execute(select(Project).where(Project.slug == slug))
+            return result.scalar_one_or_none()
+        except Exception as e:
+            logger.error(f"Error getting project by slug {slug}: {e!s}")
+            raise
+
+    async def create(self, db: AsyncSession, *, obj_in: ProjectCreate) -> Project:
+        """Create a new project with error handling."""
+        try:
+            db_obj = Project(
+                name=obj_in.name,
+                slug=obj_in.slug,
+                description=obj_in.description,
+                autonomy_level=obj_in.autonomy_level,
+                status=obj_in.status,
+                settings=obj_in.settings or {},
+                owner_id=obj_in.owner_id,
+            )
+            db.add(db_obj)
+            await db.commit()
+            await db.refresh(db_obj)
+            return db_obj
+        except IntegrityError as e:
+            await db.rollback()
+            error_msg = str(e.orig) if hasattr(e, "orig") else str(e)
+            if "slug" in error_msg.lower():
+                logger.warning(f"Duplicate slug attempted: {obj_in.slug}")
+                raise ValueError(f"Project with slug '{obj_in.slug}' already exists")
+            logger.error(f"Integrity error creating project: {error_msg}")
+            raise ValueError(f"Database integrity error: {error_msg}")
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Unexpected error creating project: {e!s}", exc_info=True)
+            raise
+
+    async def get_multi_with_filters(
+        self,
+        db: AsyncSession,
+        *,
+        skip: int = 0,
+        limit: int = 100,
+        status: ProjectStatus | None = None,
+        owner_id: UUID | None = None,
+        search: str | None = None,
+        sort_by: str = "created_at",
+        sort_order: str = "desc",
+    ) -> tuple[list[Project], int]:
+        """
+        Get multiple projects with filtering, searching, and sorting.
+
+        Returns:
+            Tuple of (projects list, total count)
+        """
+        try:
+            query = select(Project)
+
+            # Apply filters
+            if status is not None:
+                query = query.where(Project.status == status)
+
+            if owner_id is not None:
+                query = query.where(Project.owner_id == owner_id)
+
+            if search:
+                search_filter = or_(
+                    Project.name.ilike(f"%{search}%"),
+                    Project.slug.ilike(f"%{search}%"),
+                    Project.description.ilike(f"%{search}%"),
+                )
+                query = query.where(search_filter)
+
+            # Get total count before pagination
+            count_query = select(func.count()).select_from(query.alias())
+            count_result = await db.execute(count_query)
+            total = count_result.scalar_one()
+
+            # Apply sorting
+            sort_column = getattr(Project, sort_by, Project.created_at)
+            if sort_order == "desc":
+                query = query.order_by(sort_column.desc())
+            else:
+                query = query.order_by(sort_column.asc())
+
+            # Apply pagination
+            query = query.offset(skip).limit(limit)
+            result = await db.execute(query)
+            projects = list(result.scalars().all())
+
+            return projects, total
+        except Exception as e:
+            logger.error(f"Error getting projects with filters: {e!s}")
+            raise
+
+    async def get_with_counts(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+    ) -> dict[str, Any] | None:
+        """
+        Get a single project with agent and issue counts.
+
+        Returns:
+            Dictionary with project, agent_count, issue_count, active_sprint_name
+        """
+        try:
+            # Get project
+            result = await db.execute(select(Project).where(Project.id == project_id))
+            project = result.scalar_one_or_none()
+
+            if not project:
+                return None
+
+            # Get agent count
+            agent_count_result = await db.execute(
+                select(func.count(AgentInstance.id)).where(
+                    AgentInstance.project_id == project_id
+                )
+            )
+            agent_count = agent_count_result.scalar_one()
+
+            # Get issue count
+            issue_count_result = await db.execute(
+                select(func.count(Issue.id)).where(Issue.project_id == project_id)
+            )
+            issue_count = issue_count_result.scalar_one()
+
+            # Get active sprint name
+            active_sprint_result = await db.execute(
+                select(Sprint.name).where(
+                    Sprint.project_id == project_id,
+                    Sprint.status == SprintStatus.ACTIVE,
+                )
+            )
+            active_sprint_name = active_sprint_result.scalar_one_or_none()
+
+            return {
+                "project": project,
+                "agent_count": agent_count,
+                "issue_count": issue_count,
+                "active_sprint_name": active_sprint_name,
+            }
+        except Exception as e:
+            logger.error(
+                f"Error getting project with counts {project_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_multi_with_counts(
+        self,
+        db: AsyncSession,
+        *,
+        skip: int = 0,
+        limit: int = 100,
+        status: ProjectStatus | None = None,
+        owner_id: UUID | None = None,
+        search: str | None = None,
+    ) -> tuple[list[dict[str, Any]], int]:
+        """
+        Get projects with agent/issue counts in optimized queries.
+
+        Returns:
+            Tuple of (list of dicts with project and counts, total count)
+        """
+        try:
+            # Get filtered projects
+            projects, total = await self.get_multi_with_filters(
+                db,
+                skip=skip,
+                limit=limit,
+                status=status,
+                owner_id=owner_id,
+                search=search,
+            )
+
+            if not projects:
+                return [], 0
+
+            project_ids = [p.id for p in projects]
+
+            # Get agent counts in bulk
+            agent_counts_result = await db.execute(
+                select(
+                    AgentInstance.project_id,
+                    func.count(AgentInstance.id).label("count"),
+                )
+                .where(AgentInstance.project_id.in_(project_ids))
+                .group_by(AgentInstance.project_id)
+            )
+            agent_counts = {row.project_id: row.count for row in agent_counts_result}
+
+            # Get issue counts in bulk
+            issue_counts_result = await db.execute(
+                select(
+                    Issue.project_id,
+                    func.count(Issue.id).label("count"),
+                )
+                .where(Issue.project_id.in_(project_ids))
+                .group_by(Issue.project_id)
+            )
+            issue_counts = {row.project_id: row.count for row in issue_counts_result}
+
+            # Get active sprint names
+            active_sprints_result = await db.execute(
+                select(Sprint.project_id, Sprint.name).where(
+                    Sprint.project_id.in_(project_ids),
+                    Sprint.status == SprintStatus.ACTIVE,
+                )
+            )
+            active_sprints = {row.project_id: row.name for row in active_sprints_result}
+
+            # Combine results
+            results = [
+                {
+                    "project": project,
+                    "agent_count": agent_counts.get(project.id, 0),
+                    "issue_count": issue_counts.get(project.id, 0),
+                    "active_sprint_name": active_sprints.get(project.id),
+                }
+                for project in projects
+            ]
+
+            return results, total
+        except Exception as e:
+            logger.error(f"Error getting projects with counts: {e!s}", exc_info=True)
+            raise
+
+    async def get_projects_by_owner(
+        self,
+        db: AsyncSession,
+        *,
+        owner_id: UUID,
+        status: ProjectStatus | None = None,
+    ) -> list[Project]:
+        """Get all projects owned by a specific user."""
+        try:
+            query = select(Project).where(Project.owner_id == owner_id)
+
+            if status is not None:
+                query = query.where(Project.status == status)
+
+            query = query.order_by(Project.created_at.desc())
+            result = await db.execute(query)
+            return list(result.scalars().all())
+        except Exception as e:
+            logger.error(
+                f"Error getting projects by owner {owner_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def archive_project(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+    ) -> Project | None:
+        """Archive a project by setting status to ARCHIVED.
+
+        This also performs cascading cleanup:
+        - Terminates all active agent instances
+        - Cancels all planned/active sprints
+        - Unassigns issues from terminated agents
+        """
+        try:
+            result = await db.execute(select(Project).where(Project.id == project_id))
+            project = result.scalar_one_or_none()
+
+            if not project:
+                return None
+
+            now = datetime.now(UTC)
+
+            # 1. Get all agent IDs that will be terminated
+            agents_to_terminate = await db.execute(
+                select(AgentInstance.id).where(
+                    AgentInstance.project_id == project_id,
+                    AgentInstance.status != AgentStatus.TERMINATED,
+                )
+            )
+            agent_ids = [row[0] for row in agents_to_terminate.fetchall()]
+
+            # 2. Unassign issues from these agents to prevent orphaned assignments
+            if agent_ids:
+                await db.execute(
+                    update(Issue)
+                    .where(Issue.assigned_agent_id.in_(agent_ids))
+                    .values(assigned_agent_id=None)
+                )
+
+            # 3. Terminate all active agents
+            await db.execute(
+                update(AgentInstance)
+                .where(
+                    AgentInstance.project_id == project_id,
+                    AgentInstance.status != AgentStatus.TERMINATED,
+                )
+                .values(
+                    status=AgentStatus.TERMINATED,
+                    terminated_at=now,
+                    current_task=None,
+                    session_id=None,
+                    updated_at=now,
+                )
+            )
+
+            # 4. Cancel all planned/active sprints
+            await db.execute(
+                update(Sprint)
+                .where(
+                    Sprint.project_id == project_id,
+                    Sprint.status.in_([SprintStatus.PLANNED, SprintStatus.ACTIVE]),
+                )
+                .values(
+                    status=SprintStatus.CANCELLED,
+                    updated_at=now,
+                )
+            )
+
+            # 5. Archive the project
+            project.status = ProjectStatus.ARCHIVED
+            await db.commit()
+            await db.refresh(project)
+
+            logger.info(
+                f"Archived project {project_id}: terminated agents={len(agent_ids)}"
+            )
+
+            return project
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Error archiving project {project_id}: {e!s}", exc_info=True)
+            raise
+
+
+# Create a singleton instance for use across the application
+project = CRUDProject(Project)

backend/app/crud/syndarix/sprint.py

@@ -0,0 +1,439 @@
+# app/crud/syndarix/sprint.py
+"""Async CRUD operations for Sprint model using SQLAlchemy 2.0 patterns."""
+
+import logging
+from datetime import date
+from typing import Any
+from uuid import UUID
+
+from sqlalchemy import func, select
+from sqlalchemy.exc import IntegrityError
+from sqlalchemy.ext.asyncio import AsyncSession
+from sqlalchemy.orm import joinedload
+
+from app.crud.base import CRUDBase
+from app.models.syndarix import Issue, Sprint
+from app.models.syndarix.enums import IssueStatus, SprintStatus
+from app.schemas.syndarix import SprintCreate, SprintUpdate
+
+logger = logging.getLogger(__name__)
+
+
+class CRUDSprint(CRUDBase[Sprint, SprintCreate, SprintUpdate]):
+    """Async CRUD operations for Sprint model."""
+
+    async def create(self, db: AsyncSession, *, obj_in: SprintCreate) -> Sprint:
+        """Create a new sprint with error handling."""
+        try:
+            db_obj = Sprint(
+                project_id=obj_in.project_id,
+                name=obj_in.name,
+                number=obj_in.number,
+                goal=obj_in.goal,
+                start_date=obj_in.start_date,
+                end_date=obj_in.end_date,
+                status=obj_in.status,
+                planned_points=obj_in.planned_points,
+                velocity=obj_in.velocity,
+            )
+            db.add(db_obj)
+            await db.commit()
+            await db.refresh(db_obj)
+            return db_obj
+        except IntegrityError as e:
+            await db.rollback()
+            error_msg = str(e.orig) if hasattr(e, "orig") else str(e)
+            logger.error(f"Integrity error creating sprint: {error_msg}")
+            raise ValueError(f"Database integrity error: {error_msg}")
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Unexpected error creating sprint: {e!s}", exc_info=True)
+            raise
+
+    async def get_with_details(
+        self,
+        db: AsyncSession,
+        *,
+        sprint_id: UUID,
+    ) -> dict[str, Any] | None:
+        """
+        Get a sprint with full details including issue counts.
+
+        Returns:
+            Dictionary with sprint and related details
+        """
+        try:
+            # Get sprint with joined project
+            result = await db.execute(
+                select(Sprint)
+                .options(joinedload(Sprint.project))
+                .where(Sprint.id == sprint_id)
+            )
+            sprint = result.scalar_one_or_none()
+
+            if not sprint:
+                return None
+
+            # Get issue counts
+            issue_counts = await db.execute(
+                select(
+                    func.count(Issue.id).label("total"),
+                    func.count(Issue.id)
+                    .filter(Issue.status == IssueStatus.OPEN)
+                    .label("open"),
+                    func.count(Issue.id)
+                    .filter(Issue.status == IssueStatus.CLOSED)
+                    .label("completed"),
+                ).where(Issue.sprint_id == sprint_id)
+            )
+            counts = issue_counts.one()
+
+            return {
+                "sprint": sprint,
+                "project_name": sprint.project.name if sprint.project else None,
+                "project_slug": sprint.project.slug if sprint.project else None,
+                "issue_count": counts.total,
+                "open_issues": counts.open,
+                "completed_issues": counts.completed,
+            }
+        except Exception as e:
+            logger.error(
+                f"Error getting sprint with details {sprint_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_by_project(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+        status: SprintStatus | None = None,
+        skip: int = 0,
+        limit: int = 100,
+    ) -> tuple[list[Sprint], int]:
+        """Get sprints for a specific project."""
+        try:
+            query = select(Sprint).where(Sprint.project_id == project_id)
+
+            if status is not None:
+                query = query.where(Sprint.status == status)
+
+            # Get total count
+            count_query = select(func.count()).select_from(query.alias())
+            count_result = await db.execute(count_query)
+            total = count_result.scalar_one()
+
+            # Apply sorting (by number descending - newest first)
+            query = query.order_by(Sprint.number.desc())
+            query = query.offset(skip).limit(limit)
+            result = await db.execute(query)
+            sprints = list(result.scalars().all())
+
+            return sprints, total
+        except Exception as e:
+            logger.error(
+                f"Error getting sprints by project {project_id}: {e!s}", exc_info=True
+            )
+            raise
+
+    async def get_active_sprint(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+    ) -> Sprint | None:
+        """Get the currently active sprint for a project."""
+        try:
+            result = await db.execute(
+                select(Sprint).where(
+                    Sprint.project_id == project_id,
+                    Sprint.status == SprintStatus.ACTIVE,
+                )
+            )
+            return result.scalar_one_or_none()
+        except Exception as e:
+            logger.error(
+                f"Error getting active sprint for project {project_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def get_next_sprint_number(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+    ) -> int:
+        """Get the next sprint number for a project."""
+        try:
+            result = await db.execute(
+                select(func.max(Sprint.number)).where(Sprint.project_id == project_id)
+            )
+            max_number = result.scalar_one_or_none()
+            return (max_number or 0) + 1
+        except Exception as e:
+            logger.error(
+                f"Error getting next sprint number for project {project_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def start_sprint(
+        self,
+        db: AsyncSession,
+        *,
+        sprint_id: UUID,
+        start_date: date | None = None,
+    ) -> Sprint | None:
+        """Start a planned sprint.
+
+        Uses row-level locking (SELECT FOR UPDATE) to prevent race conditions
+        when multiple requests try to start sprints concurrently.
+        """
+        try:
+            # Lock the sprint row to prevent concurrent modifications
+            result = await db.execute(
+                select(Sprint).where(Sprint.id == sprint_id).with_for_update()
+            )
+            sprint = result.scalar_one_or_none()
+
+            if not sprint:
+                return None
+
+            if sprint.status != SprintStatus.PLANNED:
+                raise ValueError(
+                    f"Cannot start sprint with status {sprint.status.value}"
+                )
+
+            # Check for existing active sprint with lock to prevent race condition
+            # Lock all sprints for this project to ensure atomic check-and-update
+            active_check = await db.execute(
+                select(Sprint)
+                .where(
+                    Sprint.project_id == sprint.project_id,
+                    Sprint.status == SprintStatus.ACTIVE,
+                )
+                .with_for_update()
+            )
+            active_sprint = active_check.scalar_one_or_none()
+            if active_sprint:
+                raise ValueError(
+                    f"Project already has an active sprint: {active_sprint.name}"
+                )
+
+            sprint.status = SprintStatus.ACTIVE
+            if start_date:
+                sprint.start_date = start_date
+
+            # Calculate planned points from issues
+            points_result = await db.execute(
+                select(func.sum(Issue.story_points)).where(Issue.sprint_id == sprint_id)
+            )
+            sprint.planned_points = points_result.scalar_one_or_none() or 0
+
+            await db.commit()
+            await db.refresh(sprint)
+            return sprint
+        except ValueError:
+            raise
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Error starting sprint {sprint_id}: {e!s}", exc_info=True)
+            raise
+
+    async def complete_sprint(
+        self,
+        db: AsyncSession,
+        *,
+        sprint_id: UUID,
+    ) -> Sprint | None:
+        """Complete an active sprint and calculate completed points.
+
+        Uses row-level locking (SELECT FOR UPDATE) to prevent race conditions
+        when velocity is being calculated and other operations might modify issues.
+        """
+        try:
+            # Lock the sprint row to prevent concurrent modifications
+            result = await db.execute(
+                select(Sprint).where(Sprint.id == sprint_id).with_for_update()
+            )
+            sprint = result.scalar_one_or_none()
+
+            if not sprint:
+                return None
+
+            if sprint.status != SprintStatus.ACTIVE:
+                raise ValueError(
+                    f"Cannot complete sprint with status {sprint.status.value}"
+                )
+
+            sprint.status = SprintStatus.COMPLETED
+
+            # Calculate velocity (completed points) from closed issues
+            # Note: Issues are not locked, but sprint lock ensures this sprint's
+            # completion is atomic and prevents concurrent completion attempts
+            points_result = await db.execute(
+                select(func.sum(Issue.story_points)).where(
+                    Issue.sprint_id == sprint_id,
+                    Issue.status == IssueStatus.CLOSED,
+                )
+            )
+            sprint.velocity = points_result.scalar_one_or_none() or 0
+
+            await db.commit()
+            await db.refresh(sprint)
+            return sprint
+        except ValueError:
+            raise
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Error completing sprint {sprint_id}: {e!s}", exc_info=True)
+            raise
+
+    async def cancel_sprint(
+        self,
+        db: AsyncSession,
+        *,
+        sprint_id: UUID,
+    ) -> Sprint | None:
+        """Cancel a sprint (only PLANNED or ACTIVE sprints can be cancelled).
+
+        Uses row-level locking to prevent race conditions with concurrent
+        sprint status modifications.
+        """
+        try:
+            # Lock the sprint row to prevent concurrent modifications
+            result = await db.execute(
+                select(Sprint).where(Sprint.id == sprint_id).with_for_update()
+            )
+            sprint = result.scalar_one_or_none()
+
+            if not sprint:
+                return None
+
+            if sprint.status not in [SprintStatus.PLANNED, SprintStatus.ACTIVE]:
+                raise ValueError(
+                    f"Cannot cancel sprint with status {sprint.status.value}"
+                )
+
+            sprint.status = SprintStatus.CANCELLED
+            await db.commit()
+            await db.refresh(sprint)
+            return sprint
+        except ValueError:
+            raise
+        except Exception as e:
+            await db.rollback()
+            logger.error(f"Error cancelling sprint {sprint_id}: {e!s}", exc_info=True)
+            raise
+
+    async def get_velocity(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+        limit: int = 5,
+    ) -> list[dict[str, Any]]:
+        """Get velocity data for completed sprints."""
+        try:
+            result = await db.execute(
+                select(Sprint)
+                .where(
+                    Sprint.project_id == project_id,
+                    Sprint.status == SprintStatus.COMPLETED,
+                )
+                .order_by(Sprint.number.desc())
+                .limit(limit)
+            )
+            sprints = list(result.scalars().all())
+
+            velocity_data = []
+            for sprint in reversed(sprints):  # Return in chronological order
+                velocity_ratio = None
+                if sprint.planned_points and sprint.planned_points > 0:
+                    velocity_ratio = (sprint.velocity or 0) / sprint.planned_points
+                velocity_data.append(
+                    {
+                        "sprint_number": sprint.number,
+                        "sprint_name": sprint.name,
+                        "planned_points": sprint.planned_points,
+                        "velocity": sprint.velocity,
+                        "velocity_ratio": velocity_ratio,
+                    }
+                )
+
+            return velocity_data
+        except Exception as e:
+            logger.error(
+                f"Error getting velocity for project {project_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+    async def get_sprints_with_issue_counts(
+        self,
+        db: AsyncSession,
+        *,
+        project_id: UUID,
+        skip: int = 0,
+        limit: int = 100,
+    ) -> tuple[list[dict[str, Any]], int]:
+        """Get sprints with issue counts in optimized queries."""
+        try:
+            # Get sprints
+            sprints, total = await self.get_by_project(
+                db, project_id=project_id, skip=skip, limit=limit
+            )
+
+            if not sprints:
+                return [], 0
+
+            sprint_ids = [s.id for s in sprints]
+
+            # Get issue counts in bulk
+            issue_counts = await db.execute(
+                select(
+                    Issue.sprint_id,
+                    func.count(Issue.id).label("total"),
+                    func.count(Issue.id)
+                    .filter(Issue.status == IssueStatus.OPEN)
+                    .label("open"),
+                    func.count(Issue.id)
+                    .filter(Issue.status == IssueStatus.CLOSED)
+                    .label("completed"),
+                )
+                .where(Issue.sprint_id.in_(sprint_ids))
+                .group_by(Issue.sprint_id)
+            )
+            counts_map = {
+                row.sprint_id: {
+                    "issue_count": row.total,
+                    "open_issues": row.open,
+                    "completed_issues": row.completed,
+                }
+                for row in issue_counts
+            }
+
+            # Combine results
+            results = [
+                {
+                    "sprint": sprint,
+                    **counts_map.get(
+                        sprint.id,
+                        {"issue_count": 0, "open_issues": 0, "completed_issues": 0},
+                    ),
+                }
+                for sprint in sprints
+            ]
+
+            return results, total
+        except Exception as e:
+            logger.error(
+                f"Error getting sprints with counts for project {project_id}: {e!s}",
+                exc_info=True,
+            )
+            raise
+
+
+# Create a singleton instance for use across the application
+sprint = CRUDSprint(Sprint)

backend/app/init_db.py

@@ -3,27 +3,48 @@
 Async database initialization script.
 
 Creates the first superuser if configured and doesn't already exist.
+Seeds default agent types (production data) and demo data (when DEMO_MODE is enabled).
 """
 
 import asyncio
 import json
 import logging
 import random
-from datetime import UTC, datetime, timedelta
+from datetime import UTC, date, datetime, timedelta
 from pathlib import Path
 
 from sqlalchemy import select, text
+from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.core.config import settings
 from app.core.database import SessionLocal, engine
+from app.crud.syndarix.agent_type import agent_type as agent_type_crud
 from app.crud.user import user as user_crud
 from app.models.organization import Organization
+from app.models.syndarix import AgentInstance, AgentType, Issue, Project, Sprint
+from app.models.syndarix.enums import (
+    AgentStatus,
+    AutonomyLevel,
+    ClientMode,
+    IssuePriority,
+    IssueStatus,
+    IssueType,
+    ProjectComplexity,
+    ProjectStatus,
+    SprintStatus,
+)
 from app.models.user import User
 from app.models.user_organization import UserOrganization
+from app.schemas.syndarix import AgentTypeCreate
 from app.schemas.users import UserCreate
 
 logger = logging.getLogger(__name__)
 
+# Data file paths
+DATA_DIR = Path(__file__).parent.parent / "data"
+DEFAULT_AGENT_TYPES_PATH = DATA_DIR / "default_agent_types.json"
+DEMO_DATA_PATH = DATA_DIR / "demo_data.json"
+
 
 async def init_db() -> User | None:
     """
@@ -54,28 +75,29 @@ async def init_db() -> User | None:
 
             if existing_user:
                 logger.info(f"Superuser already exists: {existing_user.email}")
-                return existing_user
+            else:
+                # Create superuser if doesn't exist
+                user_in = UserCreate(
+                    email=superuser_email,
+                    password=superuser_password,
+                    first_name="Admin",
+                    last_name="User",
+                    is_superuser=True,
+                )
 
-            # Create superuser if doesn't exist
-            user_in = UserCreate(
-                email=superuser_email,
-                password=superuser_password,
-                first_name="Admin",
-                last_name="User",
-                is_superuser=True,
-            )
+                existing_user = await user_crud.create(session, obj_in=user_in)
+                await session.commit()
+                await session.refresh(existing_user)
+                logger.info(f"Created first superuser: {existing_user.email}")
 
-            user = await user_crud.create(session, obj_in=user_in)
-            await session.commit()
-            await session.refresh(user)
+            # ALWAYS load default agent types (production data)
+            await load_default_agent_types(session)
 
-            logger.info(f"Created first superuser: {user.email}")
-
-            # Create demo data if in demo mode
+            # Only load demo data if in demo mode
             if settings.DEMO_MODE:
                 await load_demo_data(session)
 
-            return user
+            return existing_user
 
         except Exception as e:
             await session.rollback()
@@ -88,26 +110,96 @@ def _load_json_file(path: Path):
         return json.load(f)
 
 
-async def load_demo_data(session):
-    """Load demo data from JSON file."""
-    demo_data_path = Path(__file__).parent / "core" / "demo_data.json"
-    if not demo_data_path.exists():
-        logger.warning(f"Demo data file not found: {demo_data_path}")
+async def load_default_agent_types(session: AsyncSession) -> None:
+    """
+    Load default agent types from JSON file.
+
+    These are production defaults - created only if they don't exist, never overwritten.
+    This allows users to customize agent types without worrying about server restarts.
+    """
+    if not DEFAULT_AGENT_TYPES_PATH.exists():
+        logger.warning(
+            f"Default agent types file not found: {DEFAULT_AGENT_TYPES_PATH}"
+        )
         return
 
     try:
-        # Use asyncio.to_thread to avoid blocking the event loop
-        data = await asyncio.to_thread(_load_json_file, demo_data_path)
+        data = await asyncio.to_thread(_load_json_file, DEFAULT_AGENT_TYPES_PATH)
 
-        # Create Organizations
-        org_map = {}
-        for org_data in data.get("organizations", []):
-            # Check if org exists
-            result = await session.execute(
-                text("SELECT * FROM organizations WHERE slug = :slug"),
-                {"slug": org_data["slug"]},
+        for agent_type_data in data:
+            slug = agent_type_data["slug"]
+
+            # Check if agent type already exists
+            existing = await agent_type_crud.get_by_slug(session, slug=slug)
+
+            if existing:
+                logger.debug(f"Agent type already exists: {agent_type_data['name']}")
+                continue
+
+            # Create the agent type
+            agent_type_in = AgentTypeCreate(
+                name=agent_type_data["name"],
+                slug=slug,
+                description=agent_type_data.get("description"),
+                expertise=agent_type_data.get("expertise", []),
+                personality_prompt=agent_type_data["personality_prompt"],
+                primary_model=agent_type_data["primary_model"],
+                fallback_models=agent_type_data.get("fallback_models", []),
+                model_params=agent_type_data.get("model_params", {}),
+                mcp_servers=agent_type_data.get("mcp_servers", []),
+                tool_permissions=agent_type_data.get("tool_permissions", {}),
+                is_active=agent_type_data.get("is_active", True),
+                # Category and display fields
+                category=agent_type_data.get("category"),
+                icon=agent_type_data.get("icon", "bot"),
+                color=agent_type_data.get("color", "#3B82F6"),
+                sort_order=agent_type_data.get("sort_order", 0),
+                typical_tasks=agent_type_data.get("typical_tasks", []),
+                collaboration_hints=agent_type_data.get("collaboration_hints", []),
             )
-            existing_org = result.first()
+
+            await agent_type_crud.create(session, obj_in=agent_type_in)
+            logger.info(f"Created default agent type: {agent_type_data['name']}")
+
+        logger.info("Default agent types loaded successfully")
+
+    except Exception as e:
+        logger.error(f"Error loading default agent types: {e}")
+        raise
+
+
+async def load_demo_data(session: AsyncSession) -> None:
+    """
+    Load demo data from JSON file.
+
+    Only runs when DEMO_MODE is enabled. Creates demo organizations, users,
+    projects, sprints, agent instances, and issues.
+    """
+    if not DEMO_DATA_PATH.exists():
+        logger.warning(f"Demo data file not found: {DEMO_DATA_PATH}")
+        return
+
+    try:
+        data = await asyncio.to_thread(_load_json_file, DEMO_DATA_PATH)
+
+        # Build lookup maps for FK resolution
+        org_map: dict[str, Organization] = {}
+        user_map: dict[str, User] = {}
+        project_map: dict[str, Project] = {}
+        sprint_map: dict[str, Sprint] = {}  # key: "project_slug:sprint_number"
+        agent_type_map: dict[str, AgentType] = {}
+        agent_instance_map: dict[
+            str, AgentInstance
+        ] = {}  # key: "project_slug:agent_name"
+
+        # ========================
+        # 1. Create Organizations
+        # ========================
+        for org_data in data.get("organizations", []):
+            org_result = await session.execute(
+                select(Organization).where(Organization.slug == org_data["slug"])
+            )
+            existing_org = org_result.scalar_one_or_none()
 
             if not existing_org:
                 org = Organization(
@@ -117,29 +209,20 @@ async def load_demo_data(session):
                     is_active=True,
                 )
                 session.add(org)
-                await session.flush()  # Flush to get ID
-                org_map[org.slug] = org
+                await session.flush()
+                org_map[str(org.slug)] = org
                 logger.info(f"Created demo organization: {org.name}")
             else:
-                # We can't easily get the ORM object from raw SQL result for map without querying again or mapping
-                # So let's just query it properly if we need it for relationships
-                # But for simplicity in this script, let's just assume we created it or it exists.
-                # To properly map for users, we need the ID.
-                # Let's use a simpler approach: just try to create, if slug conflict, skip.
-                pass
+                org_map[str(existing_org.slug)] = existing_org
 
-        # Re-query all orgs to build map for users
-        result = await session.execute(select(Organization))
-        orgs = result.scalars().all()
-        org_map = {org.slug: org for org in orgs}
-
-        # Create Users
+        # ========================
+        # 2. Create Users
+        # ========================
         for user_data in data.get("users", []):
             existing_user = await user_crud.get_by_email(
                 session, email=user_data["email"]
             )
             if not existing_user:
-                # Create user
                 user_in = UserCreate(
                     email=user_data["email"],
                     password=user_data["password"],
@@ -151,17 +234,13 @@ async def load_demo_data(session):
                 user = await user_crud.create(session, obj_in=user_in)
 
                 # Randomize created_at for demo data (last 30 days)
-                # This makes the charts look more realistic
                 days_ago = random.randint(0, 30)  # noqa: S311
                 random_time = datetime.now(UTC) - timedelta(days=days_ago)
-                # Add some random hours/minutes variation
                 random_time = random_time.replace(
                     hour=random.randint(0, 23),  # noqa: S311
                     minute=random.randint(0, 59),  # noqa: S311
                 )
 
-                # Update the timestamp and is_active directly in the database
-                # We do this to ensure the values are persisted correctly
                 await session.execute(
                     text(
                         "UPDATE users SET created_at = :created_at, is_active = :is_active WHERE id = :user_id"
@@ -174,7 +253,7 @@ async def load_demo_data(session):
                 )
 
                 logger.info(
-                    f"Created demo user: {user.email} (created {days_ago} days ago, active={user_data.get('is_active', True)})"
+                    f"Created demo user: {user.email} (created {days_ago} days ago)"
                 )
 
                 # Add to organization if specified
@@ -182,19 +261,228 @@ async def load_demo_data(session):
                 role = user_data.get("role")
                 if org_slug and org_slug in org_map and role:
                     org = org_map[org_slug]
-                    # Check if membership exists (it shouldn't for new user)
                     member = UserOrganization(
                         user_id=user.id, organization_id=org.id, role=role
                     )
                     session.add(member)
                     logger.info(f"Added {user.email} to {org.name} as {role}")
+
+                user_map[str(user.email)] = user
             else:
-                logger.info(f"Demo user already exists: {existing_user.email}")
+                user_map[str(existing_user.email)] = existing_user
+                logger.debug(f"Demo user already exists: {existing_user.email}")
+
+        await session.flush()
+
+        # Add admin user to map with special "__admin__" key
+        # This allows demo data to reference the admin user as owner
+        superuser_email = settings.FIRST_SUPERUSER_EMAIL or "admin@example.com"
+        admin_user = await user_crud.get_by_email(session, email=superuser_email)
+        if admin_user:
+            user_map["__admin__"] = admin_user
+            user_map[str(admin_user.email)] = admin_user
+            logger.debug(f"Added admin user to map: {admin_user.email}")
+
+        # ========================
+        # 3. Load Agent Types Map (for FK resolution)
+        # ========================
+        agent_types_result = await session.execute(select(AgentType))
+        for at in agent_types_result.scalars().all():
+            agent_type_map[str(at.slug)] = at
+
+        # ========================
+        # 4. Create Projects
+        # ========================
+        for project_data in data.get("projects", []):
+            project_result = await session.execute(
+                select(Project).where(Project.slug == project_data["slug"])
+            )
+            existing_project = project_result.scalar_one_or_none()
+
+            if not existing_project:
+                # Resolve owner email to user ID
+                owner_id = None
+                owner_email = project_data.get("owner_email")
+                if owner_email and owner_email in user_map:
+                    owner_id = user_map[owner_email].id
+
+                project = Project(
+                    name=project_data["name"],
+                    slug=project_data["slug"],
+                    description=project_data.get("description"),
+                    owner_id=owner_id,
+                    autonomy_level=AutonomyLevel(
+                        project_data.get("autonomy_level", "milestone")
+                    ),
+                    status=ProjectStatus(project_data.get("status", "active")),
+                    complexity=ProjectComplexity(
+                        project_data.get("complexity", "medium")
+                    ),
+                    client_mode=ClientMode(project_data.get("client_mode", "auto")),
+                    settings=project_data.get("settings", {}),
+                )
+                session.add(project)
+                await session.flush()
+                project_map[str(project.slug)] = project
+                logger.info(f"Created demo project: {project.name}")
+            else:
+                project_map[str(existing_project.slug)] = existing_project
+                logger.debug(f"Demo project already exists: {existing_project.name}")
+
+        # ========================
+        # 5. Create Sprints
+        # ========================
+        for sprint_data in data.get("sprints", []):
+            project_slug = sprint_data["project_slug"]
+            sprint_number = sprint_data["number"]
+            sprint_key = f"{project_slug}:{sprint_number}"
+
+            if project_slug not in project_map:
+                logger.warning(f"Project not found for sprint: {project_slug}")
+                continue
+
+            sprint_project = project_map[project_slug]
+
+            # Check if sprint exists
+            sprint_result = await session.execute(
+                select(Sprint).where(
+                    Sprint.project_id == sprint_project.id,
+                    Sprint.number == sprint_number,
+                )
+            )
+            existing_sprint = sprint_result.scalar_one_or_none()
+
+            if not existing_sprint:
+                sprint = Sprint(
+                    project_id=sprint_project.id,
+                    name=sprint_data["name"],
+                    number=sprint_number,
+                    goal=sprint_data.get("goal"),
+                    start_date=date.fromisoformat(sprint_data["start_date"]),
+                    end_date=date.fromisoformat(sprint_data["end_date"]),
+                    status=SprintStatus(sprint_data.get("status", "planned")),
+                    planned_points=sprint_data.get("planned_points"),
+                )
+                session.add(sprint)
+                await session.flush()
+                sprint_map[sprint_key] = sprint
+                logger.info(
+                    f"Created demo sprint: {sprint.name} for {sprint_project.name}"
+                )
+            else:
+                sprint_map[sprint_key] = existing_sprint
+                logger.debug(f"Demo sprint already exists: {existing_sprint.name}")
+
+        # ========================
+        # 6. Create Agent Instances
+        # ========================
+        for agent_data in data.get("agent_instances", []):
+            project_slug = agent_data["project_slug"]
+            agent_type_slug = agent_data["agent_type_slug"]
+            agent_name = agent_data["name"]
+            agent_key = f"{project_slug}:{agent_name}"
+
+            if project_slug not in project_map:
+                logger.warning(f"Project not found for agent: {project_slug}")
+                continue
+
+            if agent_type_slug not in agent_type_map:
+                logger.warning(f"Agent type not found: {agent_type_slug}")
+                continue
+
+            agent_project = project_map[project_slug]
+            agent_type = agent_type_map[agent_type_slug]
+
+            # Check if agent instance exists (by name within project)
+            agent_result = await session.execute(
+                select(AgentInstance).where(
+                    AgentInstance.project_id == agent_project.id,
+                    AgentInstance.name == agent_name,
+                )
+            )
+            existing_agent = agent_result.scalar_one_or_none()
+
+            if not existing_agent:
+                agent_instance = AgentInstance(
+                    project_id=agent_project.id,
+                    agent_type_id=agent_type.id,
+                    name=agent_name,
+                    status=AgentStatus(agent_data.get("status", "idle")),
+                    current_task=agent_data.get("current_task"),
+                )
+                session.add(agent_instance)
+                await session.flush()
+                agent_instance_map[agent_key] = agent_instance
+                logger.info(
+                    f"Created demo agent: {agent_name} ({agent_type.name}) "
+                    f"for {agent_project.name}"
+                )
+            else:
+                agent_instance_map[agent_key] = existing_agent
+                logger.debug(f"Demo agent already exists: {existing_agent.name}")
+
+        # ========================
+        # 7. Create Issues
+        # ========================
+        for issue_data in data.get("issues", []):
+            project_slug = issue_data["project_slug"]
+
+            if project_slug not in project_map:
+                logger.warning(f"Project not found for issue: {project_slug}")
+                continue
+
+            issue_project = project_map[project_slug]
+
+            # Check if issue exists (by title within project - simple heuristic)
+            issue_result = await session.execute(
+                select(Issue).where(
+                    Issue.project_id == issue_project.id,
+                    Issue.title == issue_data["title"],
+                )
+            )
+            existing_issue = issue_result.scalar_one_or_none()
+
+            if not existing_issue:
+                # Resolve sprint
+                sprint_id = None
+                sprint_number = issue_data.get("sprint_number")
+                if sprint_number:
+                    sprint_key = f"{project_slug}:{sprint_number}"
+                    if sprint_key in sprint_map:
+                        sprint_id = sprint_map[sprint_key].id
+
+                # Resolve assigned agent
+                assigned_agent_id = None
+                assigned_agent_name = issue_data.get("assigned_agent_name")
+                if assigned_agent_name:
+                    agent_key = f"{project_slug}:{assigned_agent_name}"
+                    if agent_key in agent_instance_map:
+                        assigned_agent_id = agent_instance_map[agent_key].id
+
+                issue = Issue(
+                    project_id=issue_project.id,
+                    sprint_id=sprint_id,
+                    type=IssueType(issue_data.get("type", "task")),
+                    title=issue_data["title"],
+                    body=issue_data.get("body", ""),
+                    status=IssueStatus(issue_data.get("status", "open")),
+                    priority=IssuePriority(issue_data.get("priority", "medium")),
+                    labels=issue_data.get("labels", []),
+                    story_points=issue_data.get("story_points"),
+                    assigned_agent_id=assigned_agent_id,
+                )
+                session.add(issue)
+                logger.info(f"Created demo issue: {issue.title[:50]}...")
+            else:
+                logger.debug(
+                    f"Demo issue already exists: {existing_issue.title[:50]}..."
+                )
 
         await session.commit()
         logger.info("Demo data loaded successfully")
 
     except Exception as e:
+        await session.rollback()
         logger.error(f"Error loading demo data: {e}")
         raise
 
@@ -210,12 +498,12 @@ async def main():
     try:
         user = await init_db()
         if user:
-            print("✓ Database initialized successfully")
-            print(f"✓ Superuser: {user.email}")
+            print("Database initialized successfully")
+            print(f"Superuser: {user.email}")
         else:
-            print("✗ Failed to initialize database")
+            print("Failed to initialize database")
     except Exception as e:
-        print(f"✗ Error initializing database: {e}")
+        print(f"Error initializing database: {e}")
         raise
     finally:
         # Close the engine

backend/app/models/__init__.py

@@ -8,6 +8,19 @@ from app.core.database import Base
 
 from .base import TimestampMixin, UUIDMixin
 
+# Memory system models
+from .memory import (
+    ConsolidationStatus,
+    ConsolidationType,
+    Episode,
+    EpisodeOutcome,
+    Fact,
+    MemoryConsolidationLog,
+    Procedure,
+    ScopeType,
+    WorkingMemory,
+)
+
 # OAuth models (client mode - authenticate via Google/GitHub)
 from .oauth_account import OAuthAccount
 
@@ -18,13 +31,33 @@ from .oauth_provider_token import OAuthConsent, OAuthProviderRefreshToken
 from .oauth_state import OAuthState
 from .organization import Organization
 
+# Syndarix domain models
+from .syndarix import (
+    AgentInstance,
+    AgentType,
+    Issue,
+    Project,
+    Sprint,
+)
+
 # Import models
 from .user import User
 from .user_organization import OrganizationRole, UserOrganization
 from .user_session import UserSession
 
 __all__ = [
+    # Syndarix models
+    "AgentInstance",
+    "AgentType",
     "Base",
+    # Memory models
+    "ConsolidationStatus",
+    "ConsolidationType",
+    "Episode",
+    "EpisodeOutcome",
+    "Fact",
+    "Issue",
+    "MemoryConsolidationLog",
     "OAuthAccount",
     "OAuthAuthorizationCode",
     "OAuthClient",
@@ -33,9 +66,14 @@ __all__ = [
     "OAuthState",
     "Organization",
     "OrganizationRole",
+    "Procedure",
+    "Project",
+    "ScopeType",
+    "Sprint",
     "TimestampMixin",
     "UUIDMixin",
     "User",
     "UserOrganization",
     "UserSession",
+    "WorkingMemory",
 ]

backend/app/models/memory/__init__.py

@@ -0,0 +1,32 @@
+# app/models/memory/__init__.py
+"""
+Memory System Database Models.
+
+Provides SQLAlchemy models for the Agent Memory System:
+- WorkingMemory: Key-value storage with TTL
+- Episode: Experiential memories
+- Fact: Semantic knowledge triples
+- Procedure: Learned skills
+- MemoryConsolidationLog: Consolidation job tracking
+"""
+
+from .consolidation import MemoryConsolidationLog
+from .enums import ConsolidationStatus, ConsolidationType, EpisodeOutcome, ScopeType
+from .episode import Episode
+from .fact import Fact
+from .procedure import Procedure
+from .working_memory import WorkingMemory
+
+__all__ = [
+    # Enums
+    "ConsolidationStatus",
+    "ConsolidationType",
+    # Models
+    "Episode",
+    "EpisodeOutcome",
+    "Fact",
+    "MemoryConsolidationLog",
+    "Procedure",
+    "ScopeType",
+    "WorkingMemory",
+]

backend/app/models/memory/consolidation.py

@@ -0,0 +1,72 @@
+# app/models/memory/consolidation.py
+"""
+Memory Consolidation Log database model.
+
+Tracks memory consolidation jobs that transfer knowledge
+between memory tiers.
+"""
+
+from sqlalchemy import Column, DateTime, Enum, Index, Integer, Text
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+from .enums import ConsolidationStatus, ConsolidationType
+
+
+class MemoryConsolidationLog(Base, UUIDMixin, TimestampMixin):
+    """
+    Memory consolidation job log.
+
+    Tracks consolidation operations:
+    - Working -> Episodic (session end)
+    - Episodic -> Semantic (fact extraction)
+    - Episodic -> Procedural (procedure learning)
+    - Pruning (removing low-value memories)
+    """
+
+    __tablename__ = "memory_consolidation_log"
+
+    # Consolidation type
+    consolidation_type: Column[ConsolidationType] = Column(
+        Enum(ConsolidationType),
+        nullable=False,
+        index=True,
+    )
+
+    # Counts
+    source_count = Column(Integer, nullable=False, default=0)
+    result_count = Column(Integer, nullable=False, default=0)
+
+    # Timing
+    started_at = Column(DateTime(timezone=True), nullable=False)
+    completed_at = Column(DateTime(timezone=True), nullable=True)
+
+    # Status
+    status: Column[ConsolidationStatus] = Column(
+        Enum(ConsolidationStatus),
+        nullable=False,
+        default=ConsolidationStatus.PENDING,
+        index=True,
+    )
+
+    # Error details if failed
+    error = Column(Text, nullable=True)
+
+    __table_args__ = (
+        # Query patterns
+        Index("ix_consolidation_type_status", "consolidation_type", "status"),
+        Index("ix_consolidation_started", "started_at"),
+    )
+
+    @property
+    def duration_seconds(self) -> float | None:
+        """Calculate duration of the consolidation job."""
+        if self.completed_at is None or self.started_at is None:
+            return None
+        return (self.completed_at - self.started_at).total_seconds()
+
+    def __repr__(self) -> str:
+        return (
+            f"<MemoryConsolidationLog {self.id} "
+            f"type={self.consolidation_type.value} status={self.status.value}>"
+        )

backend/app/models/memory/enums.py

@@ -0,0 +1,73 @@
+# app/models/memory/enums.py
+"""
+Enums for Memory System database models.
+
+These enums define the database-level constraints for memory types
+and scoping levels.
+"""
+
+from enum import Enum as PyEnum
+
+
+class ScopeType(str, PyEnum):
+    """
+    Memory scope levels matching the memory service types.
+
+    GLOBAL: System-wide memories accessible by all
+    PROJECT: Project-scoped memories
+    AGENT_TYPE: Type-specific memories (shared by instances of same type)
+    AGENT_INSTANCE: Instance-specific memories
+    SESSION: Session-scoped ephemeral memories
+    """
+
+    GLOBAL = "global"
+    PROJECT = "project"
+    AGENT_TYPE = "agent_type"
+    AGENT_INSTANCE = "agent_instance"
+    SESSION = "session"
+
+
+class EpisodeOutcome(str, PyEnum):
+    """
+    Outcome of an episode (task execution).
+
+    SUCCESS: Task completed successfully
+    FAILURE: Task failed
+    PARTIAL: Task partially completed
+    """
+
+    SUCCESS = "success"
+    FAILURE = "failure"
+    PARTIAL = "partial"
+
+
+class ConsolidationType(str, PyEnum):
+    """
+    Types of memory consolidation operations.
+
+    WORKING_TO_EPISODIC: Transfer session state to episodic
+    EPISODIC_TO_SEMANTIC: Extract facts from episodes
+    EPISODIC_TO_PROCEDURAL: Extract procedures from episodes
+    PRUNING: Remove low-value memories
+    """
+
+    WORKING_TO_EPISODIC = "working_to_episodic"
+    EPISODIC_TO_SEMANTIC = "episodic_to_semantic"
+    EPISODIC_TO_PROCEDURAL = "episodic_to_procedural"
+    PRUNING = "pruning"
+
+
+class ConsolidationStatus(str, PyEnum):
+    """
+    Status of a consolidation job.
+
+    PENDING: Job is queued
+    RUNNING: Job is currently executing
+    COMPLETED: Job finished successfully
+    FAILED: Job failed with errors
+    """
+
+    PENDING = "pending"
+    RUNNING = "running"
+    COMPLETED = "completed"
+    FAILED = "failed"

backend/app/models/memory/episode.py

@@ -0,0 +1,139 @@
+# app/models/memory/episode.py
+"""
+Episode database model.
+
+Stores experiential memories - records of past task executions
+with context, actions, outcomes, and lessons learned.
+"""
+
+from sqlalchemy import (
+    BigInteger,
+    CheckConstraint,
+    Column,
+    DateTime,
+    Enum,
+    Float,
+    ForeignKey,
+    Index,
+    String,
+    Text,
+)
+from sqlalchemy.dialects.postgresql import (
+    JSONB,
+    UUID as PGUUID,
+)
+from sqlalchemy.orm import relationship
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+from .enums import EpisodeOutcome
+
+# Import pgvector type - will be available after migration enables extension
+try:
+    from pgvector.sqlalchemy import Vector  # type: ignore[import-not-found]
+except ImportError:
+    # Fallback for environments without pgvector
+    Vector = None
+
+
+class Episode(Base, UUIDMixin, TimestampMixin):
+    """
+    Episodic memory model.
+
+    Records experiential memories from agent task execution:
+    - What task was performed
+    - What actions were taken
+    - What was the outcome
+    - What lessons were learned
+    """
+
+    __tablename__ = "episodes"
+
+    # Foreign keys
+    project_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("projects.id", ondelete="CASCADE"),
+        nullable=False,
+        index=True,
+    )
+
+    agent_instance_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("agent_instances.id", ondelete="SET NULL"),
+        nullable=True,
+        index=True,
+    )
+
+    agent_type_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("agent_types.id", ondelete="SET NULL"),
+        nullable=True,
+        index=True,
+    )
+
+    # Session reference
+    session_id = Column(String(255), nullable=False, index=True)
+
+    # Task information
+    task_type = Column(String(100), nullable=False, index=True)
+    task_description = Column(Text, nullable=False)
+
+    # Actions taken (list of action dictionaries)
+    actions = Column(JSONB, default=list, nullable=False)
+
+    # Context summary
+    context_summary = Column(Text, nullable=False)
+
+    # Outcome
+    outcome: Column[EpisodeOutcome] = Column(
+        Enum(EpisodeOutcome),
+        nullable=False,
+        index=True,
+    )
+    outcome_details = Column(Text, nullable=True)
+
+    # Metrics
+    duration_seconds = Column(Float, nullable=False, default=0.0)
+    tokens_used = Column(BigInteger, nullable=False, default=0)
+
+    # Learning
+    lessons_learned = Column(JSONB, default=list, nullable=False)
+    importance_score = Column(Float, nullable=False, default=0.5, index=True)
+
+    # Vector embedding for semantic search
+    # Using 1536 dimensions for OpenAI text-embedding-3-small
+    embedding = Column(Vector(1536) if Vector else Text, nullable=True)
+
+    # When the episode occurred
+    occurred_at = Column(DateTime(timezone=True), nullable=False, index=True)
+
+    # Relationships
+    project = relationship("Project", foreign_keys=[project_id])
+    agent_instance = relationship("AgentInstance", foreign_keys=[agent_instance_id])
+    agent_type = relationship("AgentType", foreign_keys=[agent_type_id])
+
+    __table_args__ = (
+        # Primary query patterns
+        Index("ix_episodes_project_task", "project_id", "task_type"),
+        Index("ix_episodes_project_outcome", "project_id", "outcome"),
+        Index("ix_episodes_agent_task", "agent_instance_id", "task_type"),
+        Index("ix_episodes_project_time", "project_id", "occurred_at"),
+        # For importance-based pruning
+        Index("ix_episodes_importance_time", "importance_score", "occurred_at"),
+        # Data integrity constraints
+        CheckConstraint(
+            "importance_score >= 0.0 AND importance_score <= 1.0",
+            name="ck_episodes_importance_range",
+        ),
+        CheckConstraint(
+            "duration_seconds >= 0.0",
+            name="ck_episodes_duration_positive",
+        ),
+        CheckConstraint(
+            "tokens_used >= 0",
+            name="ck_episodes_tokens_positive",
+        ),
+    )
+
+    def __repr__(self) -> str:
+        return f"<Episode {self.id} task={self.task_type} outcome={self.outcome.value}>"

backend/app/models/memory/fact.py

@@ -0,0 +1,120 @@
+# app/models/memory/fact.py
+"""
+Fact database model.
+
+Stores semantic memories - learned facts in subject-predicate-object
+triple format with confidence scores and source tracking.
+"""
+
+from sqlalchemy import (
+    CheckConstraint,
+    Column,
+    DateTime,
+    Float,
+    ForeignKey,
+    Index,
+    Integer,
+    String,
+    Text,
+    text,
+)
+from sqlalchemy.dialects.postgresql import (
+    JSONB,
+    UUID as PGUUID,
+)
+from sqlalchemy.orm import relationship
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+# Import pgvector type
+try:
+    from pgvector.sqlalchemy import Vector  # type: ignore[import-not-found]
+except ImportError:
+    Vector = None
+
+
+class Fact(Base, UUIDMixin, TimestampMixin):
+    """
+    Semantic memory model.
+
+    Stores learned facts as subject-predicate-object triples:
+    - "FastAPI" - "uses" - "Starlette framework"
+    - "Project Alpha" - "requires" - "OAuth authentication"
+
+    Facts have confidence scores that decay over time and can be
+    reinforced when the same fact is learned again.
+    """
+
+    __tablename__ = "facts"
+
+    # Scoping: project_id is NULL for global facts
+    project_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("projects.id", ondelete="CASCADE"),
+        nullable=True,
+        index=True,
+    )
+
+    # Triple format
+    subject = Column(String(500), nullable=False, index=True)
+    predicate = Column(String(255), nullable=False, index=True)
+    object = Column(Text, nullable=False)
+
+    # Confidence score (0.0 to 1.0)
+    confidence = Column(Float, nullable=False, default=0.8, index=True)
+
+    # Source tracking: which episodes contributed to this fact (stored as JSONB array of UUID strings)
+    source_episode_ids: Column[list] = Column(JSONB, default=list, nullable=False)
+
+    # Learning history
+    first_learned = Column(DateTime(timezone=True), nullable=False)
+    last_reinforced = Column(DateTime(timezone=True), nullable=False)
+    reinforcement_count = Column(Integer, nullable=False, default=1)
+
+    # Vector embedding for semantic search
+    embedding = Column(Vector(1536) if Vector else Text, nullable=True)
+
+    # Relationships
+    project = relationship("Project", foreign_keys=[project_id])
+
+    __table_args__ = (
+        # Unique constraint on triple within project scope
+        Index(
+            "ix_facts_unique_triple",
+            "project_id",
+            "subject",
+            "predicate",
+            "object",
+            unique=True,
+            postgresql_where=text("project_id IS NOT NULL"),
+        ),
+        # Unique constraint on triple for global facts (project_id IS NULL)
+        Index(
+            "ix_facts_unique_triple_global",
+            "subject",
+            "predicate",
+            "object",
+            unique=True,
+            postgresql_where=text("project_id IS NULL"),
+        ),
+        # Query patterns
+        Index("ix_facts_subject_predicate", "subject", "predicate"),
+        Index("ix_facts_project_subject", "project_id", "subject"),
+        Index("ix_facts_confidence_time", "confidence", "last_reinforced"),
+        # Note: subject already has index=True on Column definition, no need for explicit index
+        # Data integrity constraints
+        CheckConstraint(
+            "confidence >= 0.0 AND confidence <= 1.0",
+            name="ck_facts_confidence_range",
+        ),
+        CheckConstraint(
+            "reinforcement_count >= 1",
+            name="ck_facts_reinforcement_positive",
+        ),
+    )
+
+    def __repr__(self) -> str:
+        return (
+            f"<Fact {self.id} '{self.subject}' - '{self.predicate}' - "
+            f"'{self.object[:50]}...' conf={self.confidence:.2f}>"
+        )

backend/app/models/memory/procedure.py

@@ -0,0 +1,129 @@
+# app/models/memory/procedure.py
+"""
+Procedure database model.
+
+Stores procedural memories - learned skills and procedures
+derived from successful task execution patterns.
+"""
+
+from sqlalchemy import (
+    CheckConstraint,
+    Column,
+    DateTime,
+    ForeignKey,
+    Index,
+    Integer,
+    String,
+    Text,
+)
+from sqlalchemy.dialects.postgresql import (
+    JSONB,
+    UUID as PGUUID,
+)
+from sqlalchemy.orm import relationship
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+# Import pgvector type
+try:
+    from pgvector.sqlalchemy import Vector  # type: ignore[import-not-found]
+except ImportError:
+    Vector = None
+
+
+class Procedure(Base, UUIDMixin, TimestampMixin):
+    """
+    Procedural memory model.
+
+    Stores learned procedures (skills) extracted from successful
+    task execution patterns:
+    - Name and trigger pattern for matching
+    - Step-by-step actions
+    - Success/failure tracking
+    """
+
+    __tablename__ = "procedures"
+
+    # Scoping
+    project_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("projects.id", ondelete="CASCADE"),
+        nullable=True,
+        index=True,
+    )
+
+    agent_type_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("agent_types.id", ondelete="SET NULL"),
+        nullable=True,
+        index=True,
+    )
+
+    # Procedure identification
+    name = Column(String(255), nullable=False, index=True)
+    trigger_pattern = Column(Text, nullable=False)
+
+    # Steps as JSON array of step objects
+    # Each step: {order, action, parameters, expected_outcome, fallback_action}
+    steps = Column(JSONB, default=list, nullable=False)
+
+    # Success tracking
+    success_count = Column(Integer, nullable=False, default=0)
+    failure_count = Column(Integer, nullable=False, default=0)
+
+    # Usage tracking
+    last_used = Column(DateTime(timezone=True), nullable=True, index=True)
+
+    # Vector embedding for semantic matching
+    embedding = Column(Vector(1536) if Vector else Text, nullable=True)
+
+    # Relationships
+    project = relationship("Project", foreign_keys=[project_id])
+    agent_type = relationship("AgentType", foreign_keys=[agent_type_id])
+
+    __table_args__ = (
+        # Unique procedure name within scope
+        Index(
+            "ix_procedures_unique_name",
+            "project_id",
+            "agent_type_id",
+            "name",
+            unique=True,
+        ),
+        # Query patterns
+        Index("ix_procedures_project_name", "project_id", "name"),
+        # Note: agent_type_id already has index=True on Column definition
+        # For finding best procedures
+        Index("ix_procedures_success_rate", "success_count", "failure_count"),
+        # Data integrity constraints
+        CheckConstraint(
+            "success_count >= 0",
+            name="ck_procedures_success_positive",
+        ),
+        CheckConstraint(
+            "failure_count >= 0",
+            name="ck_procedures_failure_positive",
+        ),
+    )
+
+    @property
+    def success_rate(self) -> float:
+        """Calculate the success rate of this procedure."""
+        # Snapshot values to avoid race conditions in concurrent access
+        success = self.success_count
+        failure = self.failure_count
+        total = success + failure
+        if total == 0:
+            return 0.0
+        return success / total
+
+    @property
+    def total_uses(self) -> int:
+        """Get total number of times this procedure was used."""
+        # Snapshot values for consistency
+        return self.success_count + self.failure_count
+
+    def __repr__(self) -> str:
+        return (
+            f"<Procedure {self.name} ({self.id}) success_rate={self.success_rate:.2%}>"
+        )

backend/app/models/memory/working_memory.py

@@ -0,0 +1,58 @@
+# app/models/memory/working_memory.py
+"""
+Working Memory database model.
+
+Stores ephemeral key-value data for active sessions with TTL support.
+Used as database backup when Redis is unavailable.
+"""
+
+from sqlalchemy import Column, DateTime, Enum, Index, String
+from sqlalchemy.dialects.postgresql import JSONB
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+from .enums import ScopeType
+
+
+class WorkingMemory(Base, UUIDMixin, TimestampMixin):
+    """
+    Working memory storage table.
+
+    Provides database-backed working memory as fallback when
+    Redis is unavailable. Supports TTL-based expiration.
+    """
+
+    __tablename__ = "working_memory"
+
+    # Scoping
+    scope_type: Column[ScopeType] = Column(
+        Enum(ScopeType),
+        nullable=False,
+        index=True,
+    )
+    scope_id = Column(String(255), nullable=False, index=True)
+
+    # Key-value storage
+    key = Column(String(255), nullable=False)
+    value = Column(JSONB, nullable=False)
+
+    # TTL support
+    expires_at = Column(DateTime(timezone=True), nullable=True, index=True)
+
+    __table_args__ = (
+        # Primary lookup: scope + key
+        Index(
+            "ix_working_memory_scope_key",
+            "scope_type",
+            "scope_id",
+            "key",
+            unique=True,
+        ),
+        # For cleanup of expired entries
+        Index("ix_working_memory_expires", "expires_at"),
+        # For listing all keys in a scope
+        Index("ix_working_memory_scope_list", "scope_type", "scope_id"),
+    )
+
+    def __repr__(self) -> str:
+        return f"<WorkingMemory {self.scope_type.value}:{self.scope_id}:{self.key}>"

backend/app/models/syndarix/__init__.py

@@ -0,0 +1,47 @@
+# app/models/syndarix/__init__.py
+"""
+Syndarix domain models.
+
+This package contains all the core entities for the Syndarix AI consulting platform:
+- Project: Client engagements with autonomy settings
+- AgentType: Templates for AI agent capabilities
+- AgentInstance: Spawned agents working on projects
+- Issue: Units of work with external tracker sync
+- Sprint: Time-boxed iterations for organizing work
+"""
+
+from .agent_instance import AgentInstance
+from .agent_type import AgentType
+from .enums import (
+    AgentStatus,
+    AutonomyLevel,
+    ClientMode,
+    IssuePriority,
+    IssueStatus,
+    IssueType,
+    ProjectComplexity,
+    ProjectStatus,
+    SprintStatus,
+    SyncStatus,
+)
+from .issue import Issue
+from .project import Project
+from .sprint import Sprint
+
+__all__ = [
+    "AgentInstance",
+    "AgentStatus",
+    "AgentType",
+    "AutonomyLevel",
+    "ClientMode",
+    "Issue",
+    "IssuePriority",
+    "IssueStatus",
+    "IssueType",
+    "Project",
+    "ProjectComplexity",
+    "ProjectStatus",
+    "Sprint",
+    "SprintStatus",
+    "SyncStatus",
+]

backend/app/models/syndarix/agent_instance.py

@@ -0,0 +1,115 @@
+# app/models/syndarix/agent_instance.py
+"""
+AgentInstance model for Syndarix AI consulting platform.
+
+An AgentInstance is a spawned instance of an AgentType, assigned to a
+specific project to perform work.
+"""
+
+from sqlalchemy import (
+    BigInteger,
+    Column,
+    DateTime,
+    Enum,
+    ForeignKey,
+    Index,
+    Integer,
+    Numeric,
+    String,
+    Text,
+)
+from sqlalchemy.dialects.postgresql import (
+    JSONB,
+    UUID as PGUUID,
+)
+from sqlalchemy.orm import relationship
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+from .enums import AgentStatus
+
+
+class AgentInstance(Base, UUIDMixin, TimestampMixin):
+    """
+    AgentInstance model representing a spawned agent working on a project.
+
+    Tracks:
+    - Current status and task
+    - Memory (short-term in DB, long-term reference to vector store)
+    - Session information for MCP connections
+    - Usage metrics (tasks completed, tokens, cost)
+    """
+
+    __tablename__ = "agent_instances"
+
+    # Foreign keys
+    agent_type_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("agent_types.id", ondelete="RESTRICT"),
+        nullable=False,
+        index=True,
+    )
+
+    project_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("projects.id", ondelete="CASCADE"),
+        nullable=False,
+        index=True,
+    )
+
+    # Agent instance name (e.g., "Dave", "Eve") for personality
+    name = Column(String(100), nullable=False, index=True)
+
+    # Status tracking
+    status: Column[AgentStatus] = Column(
+        Enum(
+            AgentStatus,
+            name="agent_status",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=AgentStatus.IDLE,
+        nullable=False,
+        index=True,
+    )
+
+    # Current task description (brief summary of what agent is doing)
+    current_task = Column(Text, nullable=True)
+
+    # Short-term memory stored in database (conversation context, recent decisions)
+    short_term_memory = Column(JSONB, default=dict, nullable=False)
+
+    # Reference to long-term memory in vector store (e.g., "project-123/agent-456")
+    long_term_memory_ref = Column(String(500), nullable=True)
+
+    # Session ID for active MCP connections
+    session_id = Column(String(255), nullable=True, index=True)
+
+    # Activity tracking
+    last_activity_at = Column(DateTime(timezone=True), nullable=True, index=True)
+    terminated_at = Column(DateTime(timezone=True), nullable=True, index=True)
+
+    # Usage metrics
+    tasks_completed = Column(Integer, default=0, nullable=False)
+    tokens_used = Column(BigInteger, default=0, nullable=False)
+    cost_incurred = Column(Numeric(precision=10, scale=4), default=0, nullable=False)
+
+    # Relationships
+    agent_type = relationship("AgentType", back_populates="instances")
+    project = relationship("Project", back_populates="agent_instances")
+    assigned_issues = relationship(
+        "Issue",
+        back_populates="assigned_agent",
+        foreign_keys="Issue.assigned_agent_id",
+    )
+
+    __table_args__ = (
+        Index("ix_agent_instances_project_status", "project_id", "status"),
+        Index("ix_agent_instances_type_status", "agent_type_id", "status"),
+        Index("ix_agent_instances_project_type", "project_id", "agent_type_id"),
+    )
+
+    def __repr__(self) -> str:
+        return (
+            f"<AgentInstance {self.name} ({self.id}) type={self.agent_type_id} "
+            f"project={self.project_id} status={self.status.value}>"
+        )

backend/app/models/syndarix/agent_type.py

@@ -0,0 +1,91 @@
+# app/models/syndarix/agent_type.py
+"""
+AgentType model for Syndarix AI consulting platform.
+
+An AgentType is a template that defines the capabilities, personality,
+and model configuration for agent instances.
+"""
+
+from sqlalchemy import Boolean, Column, Index, Integer, String, Text
+from sqlalchemy.dialects.postgresql import JSONB
+from sqlalchemy.orm import relationship
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+
+class AgentType(Base, UUIDMixin, TimestampMixin):
+    """
+    AgentType model representing a template for agent instances.
+
+    Each agent type defines:
+    - Expertise areas and personality prompt
+    - Model configuration (primary, fallback, parameters)
+    - MCP server access and tool permissions
+
+    Examples: ProductOwner, Architect, BackendEngineer, QAEngineer
+    """
+
+    __tablename__ = "agent_types"
+
+    name = Column(String(255), nullable=False, index=True)
+    slug = Column(String(255), unique=True, nullable=False, index=True)
+    description = Column(Text, nullable=True)
+
+    # Areas of expertise for this agent type (e.g., ["python", "fastapi", "databases"])
+    expertise = Column(JSONB, default=list, nullable=False)
+
+    # System prompt defining the agent's personality and behavior
+    personality_prompt = Column(Text, nullable=False)
+
+    # Primary LLM model to use (e.g., "claude-opus-4-5-20251101")
+    primary_model = Column(String(100), nullable=False)
+
+    # Fallback models in order of preference
+    fallback_models = Column(JSONB, default=list, nullable=False)
+
+    # Model parameters (temperature, max_tokens, etc.)
+    model_params = Column(JSONB, default=dict, nullable=False)
+
+    # List of MCP servers this agent can connect to
+    mcp_servers = Column(JSONB, default=list, nullable=False)
+
+    # Tool permissions configuration
+    # Structure: {"allowed": ["*"], "denied": [], "require_approval": ["gitea:create_pr"]}
+    tool_permissions = Column(JSONB, default=dict, nullable=False)
+
+    # Whether this agent type is available for new instances
+    is_active = Column(Boolean, default=True, nullable=False, index=True)
+
+    # Category for grouping agents (development, design, quality, etc.)
+    category = Column(String(50), nullable=True, index=True)
+
+    # Lucide icon identifier for UI display (e.g., "code", "palette", "shield")
+    icon = Column(String(50), nullable=True, default="bot")
+
+    # Hex color code for visual distinction (e.g., "#3B82F6")
+    color = Column(String(7), nullable=True, default="#3B82F6")
+
+    # Display ordering within category (lower = first)
+    sort_order = Column(Integer, nullable=False, default=0, index=True)
+
+    # List of typical tasks this agent excels at
+    typical_tasks = Column(JSONB, default=list, nullable=False)
+
+    # List of agent slugs that collaborate well with this type
+    collaboration_hints = Column(JSONB, default=list, nullable=False)
+
+    # Relationships
+    instances = relationship(
+        "AgentInstance",
+        back_populates="agent_type",
+        cascade="all, delete-orphan",
+    )
+
+    __table_args__ = (
+        Index("ix_agent_types_slug_active", "slug", "is_active"),
+        Index("ix_agent_types_name_active", "name", "is_active"),
+        Index("ix_agent_types_category_sort", "category", "sort_order"),
+    )
+
+    def __repr__(self) -> str:
+        return f"<AgentType {self.name} ({self.slug}) active={self.is_active}>"

backend/app/models/syndarix/enums.py

@@ -0,0 +1,195 @@
+# app/models/syndarix/enums.py
+"""
+Enums for Syndarix domain models.
+
+These enums represent the core state machines and categorizations
+used throughout the Syndarix AI consulting platform.
+"""
+
+from enum import Enum as PyEnum
+
+
+class AutonomyLevel(str, PyEnum):
+    """
+    Defines how much control the human has over agent actions.
+
+    FULL_CONTROL: Human must approve every agent action
+    MILESTONE: Human approves at sprint boundaries and major decisions
+    AUTONOMOUS: Agents work independently, only escalating critical issues
+    """
+
+    FULL_CONTROL = "full_control"
+    MILESTONE = "milestone"
+    AUTONOMOUS = "autonomous"
+
+
+class ProjectComplexity(str, PyEnum):
+    """
+    Project complexity level for estimation and planning.
+
+    SCRIPT: Simple automation or script-level work
+    SIMPLE: Straightforward feature or fix
+    MEDIUM: Standard complexity with some architectural considerations
+    COMPLEX: Large-scale feature requiring significant design work
+    """
+
+    SCRIPT = "script"
+    SIMPLE = "simple"
+    MEDIUM = "medium"
+    COMPLEX = "complex"
+
+
+class ClientMode(str, PyEnum):
+    """
+    How the client prefers to interact with agents.
+
+    TECHNICAL: Client is technical and prefers detailed updates
+    AUTO: Agents automatically determine communication level
+    """
+
+    TECHNICAL = "technical"
+    AUTO = "auto"
+
+
+class ProjectStatus(str, PyEnum):
+    """
+    Project lifecycle status.
+
+    ACTIVE: Project is actively being worked on
+    PAUSED: Project is temporarily on hold
+    COMPLETED: Project has been delivered successfully
+    ARCHIVED: Project is no longer accessible for work
+    """
+
+    ACTIVE = "active"
+    PAUSED = "paused"
+    COMPLETED = "completed"
+    ARCHIVED = "archived"
+
+
+class AgentStatus(str, PyEnum):
+    """
+    Current operational status of an agent instance.
+
+    IDLE: Agent is available but not currently working
+    WORKING: Agent is actively processing a task
+    WAITING: Agent is waiting for external input or approval
+    PAUSED: Agent has been manually paused
+    TERMINATED: Agent instance has been shut down
+    """
+
+    IDLE = "idle"
+    WORKING = "working"
+    WAITING = "waiting"
+    PAUSED = "paused"
+    TERMINATED = "terminated"
+
+
+class IssueType(str, PyEnum):
+    """
+    Issue type for categorization and hierarchy.
+
+    EPIC: Large feature or body of work containing stories
+    STORY: User-facing feature or requirement
+    TASK: Technical work item
+    BUG: Defect or issue to be fixed
+    """
+
+    EPIC = "epic"
+    STORY = "story"
+    TASK = "task"
+    BUG = "bug"
+
+
+class IssueStatus(str, PyEnum):
+    """
+    Issue workflow status.
+
+    OPEN: Issue is ready to be worked on
+    IN_PROGRESS: Agent or human is actively working on the issue
+    IN_REVIEW: Work is complete, awaiting review
+    BLOCKED: Issue cannot proceed due to dependencies or blockers
+    CLOSED: Issue has been completed or cancelled
+    """
+
+    OPEN = "open"
+    IN_PROGRESS = "in_progress"
+    IN_REVIEW = "in_review"
+    BLOCKED = "blocked"
+    CLOSED = "closed"
+
+
+class IssuePriority(str, PyEnum):
+    """
+    Issue priority levels.
+
+    LOW: Nice to have, can be deferred
+    MEDIUM: Standard priority, should be done
+    HIGH: Important, should be prioritized
+    CRITICAL: Must be done immediately, blocking other work
+    """
+
+    LOW = "low"
+    MEDIUM = "medium"
+    HIGH = "high"
+    CRITICAL = "critical"
+
+
+class SyncStatus(str, PyEnum):
+    """
+    External issue tracker synchronization status.
+
+    SYNCED: Local and remote are in sync
+    PENDING: Local changes waiting to be pushed
+    CONFLICT: Merge conflict between local and remote
+    ERROR: Synchronization failed due to an error
+    """
+
+    SYNCED = "synced"
+    PENDING = "pending"
+    CONFLICT = "conflict"
+    ERROR = "error"
+
+
+class SprintStatus(str, PyEnum):
+    """
+    Sprint lifecycle status.
+
+    PLANNED: Sprint has been created but not started
+    ACTIVE: Sprint is currently in progress
+    IN_REVIEW: Sprint work is done, demo/review pending
+    COMPLETED: Sprint has been finished successfully
+    CANCELLED: Sprint was cancelled before completion
+    """
+
+    PLANNED = "planned"
+    ACTIVE = "active"
+    IN_REVIEW = "in_review"
+    COMPLETED = "completed"
+    CANCELLED = "cancelled"
+
+
+class AgentTypeCategory(str, PyEnum):
+    """
+    Category classification for agent types.
+
+    Used for grouping and filtering agents in the UI.
+
+    DEVELOPMENT: Product, project, and engineering roles
+    DESIGN: UI/UX and design research roles
+    QUALITY: QA and security engineering
+    OPERATIONS: DevOps and MLOps
+    AI_ML: Machine learning and AI specialists
+    DATA: Data science and engineering
+    LEADERSHIP: Technical leadership roles
+    DOMAIN_EXPERT: Industry and domain specialists
+    """
+
+    DEVELOPMENT = "development"
+    DESIGN = "design"
+    QUALITY = "quality"
+    OPERATIONS = "operations"
+    AI_ML = "ai_ml"
+    DATA = "data"
+    LEADERSHIP = "leadership"
+    DOMAIN_EXPERT = "domain_expert"

backend/app/models/syndarix/issue.py

@@ -0,0 +1,190 @@
+# app/models/syndarix/issue.py
+"""
+Issue model for Syndarix AI consulting platform.
+
+An Issue represents a unit of work that can be assigned to agents or humans,
+with optional synchronization to external issue trackers (Gitea, GitHub, GitLab).
+"""
+
+from sqlalchemy import (
+    Column,
+    Date,
+    DateTime,
+    Enum,
+    ForeignKey,
+    Index,
+    Integer,
+    String,
+    Text,
+)
+from sqlalchemy.dialects.postgresql import (
+    JSONB,
+    UUID as PGUUID,
+)
+from sqlalchemy.orm import relationship
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+from .enums import IssuePriority, IssueStatus, IssueType, SyncStatus
+
+
+class Issue(Base, UUIDMixin, TimestampMixin):
+    """
+    Issue model representing a unit of work in a project.
+
+    Features:
+    - Standard issue fields (title, body, status, priority)
+    - Assignment to agent instances or human assignees
+    - Sprint association for backlog management
+    - External tracker synchronization (Gitea, GitHub, GitLab)
+    """
+
+    __tablename__ = "issues"
+
+    # Foreign key to project
+    project_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("projects.id", ondelete="CASCADE"),
+        nullable=False,
+        index=True,
+    )
+
+    # Parent issue for hierarchy (Epic -> Story -> Task)
+    parent_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("issues.id", ondelete="CASCADE"),
+        nullable=True,
+        index=True,
+    )
+
+    # Issue type (Epic, Story, Task, Bug)
+    type: Column[IssueType] = Column(
+        Enum(
+            IssueType, name="issue_type", values_callable=lambda x: [e.value for e in x]
+        ),
+        default=IssueType.TASK,
+        nullable=False,
+        index=True,
+    )
+
+    # Reporter (who created this issue - can be user or agent)
+    reporter_id = Column(
+        PGUUID(as_uuid=True),
+        nullable=True,  # System-generated issues may have no reporter
+        index=True,
+    )
+
+    # Issue content
+    title = Column(String(500), nullable=False)
+    body = Column(Text, nullable=False, default="")
+
+    # Status and priority
+    status: Column[IssueStatus] = Column(
+        Enum(
+            IssueStatus,
+            name="issue_status",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=IssueStatus.OPEN,
+        nullable=False,
+        index=True,
+    )
+
+    priority: Column[IssuePriority] = Column(
+        Enum(
+            IssuePriority,
+            name="issue_priority",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=IssuePriority.MEDIUM,
+        nullable=False,
+        index=True,
+    )
+
+    # Labels for categorization (e.g., ["bug", "frontend", "urgent"])
+    labels = Column(JSONB, default=list, nullable=False)
+
+    # Assignment - either to an agent or a human (mutually exclusive)
+    assigned_agent_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("agent_instances.id", ondelete="SET NULL"),
+        nullable=True,
+        index=True,
+    )
+
+    # Human assignee (username or email, not a FK to allow external users)
+    human_assignee = Column(String(255), nullable=True, index=True)
+
+    # Sprint association
+    sprint_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("sprints.id", ondelete="SET NULL"),
+        nullable=True,
+        index=True,
+    )
+
+    # Story points for estimation
+    story_points = Column(Integer, nullable=True)
+
+    # Due date for the issue
+    due_date = Column(Date, nullable=True, index=True)
+
+    # External tracker integration
+    external_tracker_type = Column(
+        String(50),
+        nullable=True,
+        index=True,
+    )  # 'gitea', 'github', 'gitlab'
+
+    external_issue_id = Column(String(255), nullable=True)  # External system's ID
+    remote_url = Column(String(1000), nullable=True)  # Link to external issue
+    external_issue_number = Column(Integer, nullable=True)  # Issue number (e.g., #123)
+
+    # Sync status with external tracker
+    sync_status: Column[SyncStatus] = Column(
+        Enum(
+            SyncStatus,
+            name="sync_status",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=SyncStatus.SYNCED,
+        nullable=False,
+        # Note: Index defined in __table_args__ as ix_issues_sync_status
+    )
+
+    last_synced_at = Column(DateTime(timezone=True), nullable=True)
+    external_updated_at = Column(DateTime(timezone=True), nullable=True)
+
+    # Lifecycle timestamp
+    closed_at = Column(DateTime(timezone=True), nullable=True, index=True)
+
+    # Relationships
+    project = relationship("Project", back_populates="issues")
+    assigned_agent = relationship(
+        "AgentInstance",
+        back_populates="assigned_issues",
+        foreign_keys=[assigned_agent_id],
+    )
+    sprint = relationship("Sprint", back_populates="issues")
+    parent = relationship("Issue", remote_side="Issue.id", backref="children")
+
+    __table_args__ = (
+        Index("ix_issues_project_status", "project_id", "status"),
+        Index("ix_issues_project_priority", "project_id", "priority"),
+        Index("ix_issues_project_sprint", "project_id", "sprint_id"),
+        Index(
+            "ix_issues_external_tracker_id",
+            "external_tracker_type",
+            "external_issue_id",
+        ),
+        Index("ix_issues_sync_status", "sync_status"),
+        Index("ix_issues_project_agent", "project_id", "assigned_agent_id"),
+        Index("ix_issues_project_type", "project_id", "type"),
+        Index("ix_issues_project_status_priority", "project_id", "status", "priority"),
+    )
+
+    def __repr__(self) -> str:
+        return (
+            f"<Issue {self.id} title='{self.title[:30]}...' "
+            f"status={self.status.value} priority={self.priority.value}>"
+        )

backend/app/models/syndarix/project.py

@@ -0,0 +1,119 @@
+# app/models/syndarix/project.py
+"""
+Project model for Syndarix AI consulting platform.
+
+A Project represents a client engagement where AI agents collaborate
+to deliver software solutions.
+"""
+
+from sqlalchemy import Column, Enum, ForeignKey, Index, String, Text
+from sqlalchemy.dialects.postgresql import (
+    JSONB,
+    UUID as PGUUID,
+)
+from sqlalchemy.orm import relationship
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+from .enums import AutonomyLevel, ClientMode, ProjectComplexity, ProjectStatus
+
+
+class Project(Base, UUIDMixin, TimestampMixin):
+    """
+    Project model representing a client engagement.
+
+    A project contains:
+    - Configuration for how autonomous agents should operate
+    - Settings for MCP server integrations
+    - Relationship to assigned agents, issues, and sprints
+    """
+
+    __tablename__ = "projects"
+
+    name = Column(String(255), nullable=False, index=True)
+    slug = Column(String(255), unique=True, nullable=False, index=True)
+    description = Column(Text, nullable=True)
+
+    autonomy_level: Column[AutonomyLevel] = Column(
+        Enum(
+            AutonomyLevel,
+            name="autonomy_level",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=AutonomyLevel.MILESTONE,
+        nullable=False,
+        index=True,
+    )
+
+    status: Column[ProjectStatus] = Column(
+        Enum(
+            ProjectStatus,
+            name="project_status",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=ProjectStatus.ACTIVE,
+        nullable=False,
+        index=True,
+    )
+
+    complexity: Column[ProjectComplexity] = Column(
+        Enum(
+            ProjectComplexity,
+            name="project_complexity",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=ProjectComplexity.MEDIUM,
+        nullable=False,
+        index=True,
+    )
+
+    client_mode: Column[ClientMode] = Column(
+        Enum(
+            ClientMode,
+            name="client_mode",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=ClientMode.AUTO,
+        nullable=False,
+        index=True,
+    )
+
+    # JSON field for flexible project configuration
+    # Can include: mcp_servers, webhook_urls, notification_settings, etc.
+    settings = Column(JSONB, default=dict, nullable=False)
+
+    # Foreign key to the User who owns this project
+    owner_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("users.id", ondelete="SET NULL"),
+        nullable=True,
+        index=True,
+    )
+
+    # Relationships
+    owner = relationship("User", foreign_keys=[owner_id])
+    agent_instances = relationship(
+        "AgentInstance",
+        back_populates="project",
+        cascade="all, delete-orphan",
+    )
+    issues = relationship(
+        "Issue",
+        back_populates="project",
+        cascade="all, delete-orphan",
+    )
+    sprints = relationship(
+        "Sprint",
+        back_populates="project",
+        cascade="all, delete-orphan",
+    )
+
+    __table_args__ = (
+        Index("ix_projects_slug_status", "slug", "status"),
+        Index("ix_projects_owner_status", "owner_id", "status"),
+        Index("ix_projects_autonomy_status", "autonomy_level", "status"),
+        Index("ix_projects_complexity_status", "complexity", "status"),
+    )
+
+    def __repr__(self) -> str:
+        return f"<Project {self.name} ({self.slug}) status={self.status.value}>"

backend/app/models/syndarix/sprint.py

@@ -0,0 +1,90 @@
+# app/models/syndarix/sprint.py
+"""
+Sprint model for Syndarix AI consulting platform.
+
+A Sprint represents a time-boxed iteration for organizing and delivering work.
+"""
+
+from sqlalchemy import (
+    Column,
+    Date,
+    Enum,
+    ForeignKey,
+    Index,
+    Integer,
+    String,
+    Text,
+    UniqueConstraint,
+)
+from sqlalchemy.dialects.postgresql import UUID as PGUUID
+from sqlalchemy.orm import relationship
+
+from app.models.base import Base, TimestampMixin, UUIDMixin
+
+from .enums import SprintStatus
+
+
+class Sprint(Base, UUIDMixin, TimestampMixin):
+    """
+    Sprint model representing a time-boxed iteration.
+
+    Tracks:
+    - Sprint metadata (name, number, goal)
+    - Date range (start/end)
+    - Progress metrics (planned vs completed points)
+    """
+
+    __tablename__ = "sprints"
+
+    # Foreign key to project
+    project_id = Column(
+        PGUUID(as_uuid=True),
+        ForeignKey("projects.id", ondelete="CASCADE"),
+        nullable=False,
+        index=True,
+    )
+
+    # Sprint identification
+    name = Column(String(255), nullable=False)
+    number = Column(Integer, nullable=False)  # Sprint number within project
+
+    # Sprint goal (what we aim to achieve)
+    goal = Column(Text, nullable=True)
+
+    # Date range
+    start_date = Column(Date, nullable=False, index=True)
+    end_date = Column(Date, nullable=False, index=True)
+
+    # Status
+    status: Column[SprintStatus] = Column(
+        Enum(
+            SprintStatus,
+            name="sprint_status",
+            values_callable=lambda x: [e.value for e in x],
+        ),
+        default=SprintStatus.PLANNED,
+        nullable=False,
+        index=True,
+    )
+
+    # Progress metrics
+    planned_points = Column(Integer, nullable=True)  # Sum of story points at start
+    velocity = Column(Integer, nullable=True)  # Sum of completed story points
+
+    # Relationships
+    project = relationship("Project", back_populates="sprints")
+    issues = relationship("Issue", back_populates="sprint")
+
+    __table_args__ = (
+        Index("ix_sprints_project_status", "project_id", "status"),
+        Index("ix_sprints_project_number", "project_id", "number"),
+        Index("ix_sprints_date_range", "start_date", "end_date"),
+        # Ensure sprint numbers are unique within a project
+        UniqueConstraint("project_id", "number", name="uq_sprint_project_number"),
+    )
+
+    def __repr__(self) -> str:
+        return (
+            f"<Sprint {self.name} (#{self.number}) "
+            f"project={self.project_id} status={self.status.value}>"
+        )

backend/app/schemas/events.py

@@ -0,0 +1,273 @@
+"""
+Event schemas for the Syndarix EventBus (Redis Pub/Sub).
+
+This module defines event types and payload schemas for real-time communication
+between services, agents, and the frontend.
+"""
+
+from datetime import datetime
+from enum import Enum
+from typing import Literal
+from uuid import UUID
+
+from pydantic import BaseModel, Field
+
+
+class EventType(str, Enum):
+    """
+    Event types for the EventBus.
+
+    Naming convention: {domain}.{action}
+    """
+
+    # Agent Events
+    AGENT_SPAWNED = "agent.spawned"
+    AGENT_STATUS_CHANGED = "agent.status_changed"
+    AGENT_MESSAGE = "agent.message"
+    AGENT_TERMINATED = "agent.terminated"
+
+    # Issue Events
+    ISSUE_CREATED = "issue.created"
+    ISSUE_UPDATED = "issue.updated"
+    ISSUE_ASSIGNED = "issue.assigned"
+    ISSUE_CLOSED = "issue.closed"
+
+    # Sprint Events
+    SPRINT_STARTED = "sprint.started"
+    SPRINT_COMPLETED = "sprint.completed"
+
+    # Approval Events
+    APPROVAL_REQUESTED = "approval.requested"
+    APPROVAL_GRANTED = "approval.granted"
+    APPROVAL_DENIED = "approval.denied"
+
+    # Project Events
+    PROJECT_CREATED = "project.created"
+    PROJECT_UPDATED = "project.updated"
+    PROJECT_ARCHIVED = "project.archived"
+
+    # Workflow Events
+    WORKFLOW_STARTED = "workflow.started"
+    WORKFLOW_STEP_COMPLETED = "workflow.step_completed"
+    WORKFLOW_COMPLETED = "workflow.completed"
+    WORKFLOW_FAILED = "workflow.failed"
+
+
+ActorType = Literal["agent", "user", "system"]
+
+
+class Event(BaseModel):
+    """
+    Base event schema for the EventBus.
+
+    All events published to the EventBus must conform to this schema.
+    """
+
+    id: str = Field(
+        ...,
+        description="Unique event identifier (UUID string)",
+        examples=["550e8400-e29b-41d4-a716-446655440000"],
+    )
+    type: EventType = Field(
+        ...,
+        description="Event type enum value",
+        examples=[EventType.AGENT_MESSAGE],
+    )
+    timestamp: datetime = Field(
+        ...,
+        description="When the event occurred (UTC)",
+        examples=["2024-01-15T10:30:00Z"],
+    )
+    project_id: UUID = Field(
+        ...,
+        description="Project this event belongs to",
+        examples=["550e8400-e29b-41d4-a716-446655440001"],
+    )
+    actor_id: UUID | None = Field(
+        default=None,
+        description="ID of the agent or user who triggered the event",
+        examples=["550e8400-e29b-41d4-a716-446655440002"],
+    )
+    actor_type: ActorType = Field(
+        ...,
+        description="Type of actor: 'agent', 'user', or 'system'",
+        examples=["agent"],
+    )
+    payload: dict = Field(
+        default_factory=dict,
+        description="Event-specific payload data",
+    )
+
+    model_config = {
+        "json_schema_extra": {
+            "example": {
+                "id": "550e8400-e29b-41d4-a716-446655440000",
+                "type": "agent.message",
+                "timestamp": "2024-01-15T10:30:00Z",
+                "project_id": "550e8400-e29b-41d4-a716-446655440001",
+                "actor_id": "550e8400-e29b-41d4-a716-446655440002",
+                "actor_type": "agent",
+                "payload": {"message": "Processing task...", "progress": 50},
+            }
+        }
+    }
+
+
+# Specific payload schemas for type safety
+
+
+class AgentSpawnedPayload(BaseModel):
+    """Payload for AGENT_SPAWNED events."""
+
+    agent_instance_id: UUID = Field(..., description="ID of the spawned agent instance")
+    agent_type_id: UUID = Field(..., description="ID of the agent type")
+    agent_name: str = Field(..., description="Human-readable name of the agent")
+    role: str = Field(..., description="Agent role (e.g., 'product_owner', 'engineer')")
+
+
+class AgentStatusChangedPayload(BaseModel):
+    """Payload for AGENT_STATUS_CHANGED events."""
+
+    agent_instance_id: UUID = Field(..., description="ID of the agent instance")
+    previous_status: str = Field(..., description="Previous status")
+    new_status: str = Field(..., description="New status")
+    reason: str | None = Field(default=None, description="Reason for status change")
+
+
+class AgentMessagePayload(BaseModel):
+    """Payload for AGENT_MESSAGE events."""
+
+    agent_instance_id: UUID = Field(..., description="ID of the agent instance")
+    message: str = Field(..., description="Message content")
+    message_type: str = Field(
+        default="info",
+        description="Message type: 'info', 'warning', 'error', 'debug'",
+    )
+    metadata: dict = Field(
+        default_factory=dict,
+        description="Additional metadata (e.g., token usage, model info)",
+    )
+
+
+class AgentTerminatedPayload(BaseModel):
+    """Payload for AGENT_TERMINATED events."""
+
+    agent_instance_id: UUID = Field(..., description="ID of the agent instance")
+    termination_reason: str = Field(..., description="Reason for termination")
+    final_status: str = Field(..., description="Final status at termination")
+
+
+class IssueCreatedPayload(BaseModel):
+    """Payload for ISSUE_CREATED events."""
+
+    issue_id: str = Field(..., description="Issue ID (from external tracker)")
+    title: str = Field(..., description="Issue title")
+    priority: str | None = Field(default=None, description="Issue priority")
+    labels: list[str] = Field(default_factory=list, description="Issue labels")
+
+
+class IssueUpdatedPayload(BaseModel):
+    """Payload for ISSUE_UPDATED events."""
+
+    issue_id: str = Field(..., description="Issue ID (from external tracker)")
+    changes: dict = Field(..., description="Dictionary of field changes")
+
+
+class IssueAssignedPayload(BaseModel):
+    """Payload for ISSUE_ASSIGNED events."""
+
+    issue_id: str = Field(..., description="Issue ID (from external tracker)")
+    assignee_id: UUID | None = Field(
+        default=None, description="Agent or user assigned to"
+    )
+    assignee_name: str | None = Field(default=None, description="Assignee name")
+
+
+class IssueClosedPayload(BaseModel):
+    """Payload for ISSUE_CLOSED events."""
+
+    issue_id: str = Field(..., description="Issue ID (from external tracker)")
+    resolution: str = Field(..., description="Resolution status")
+
+
+class SprintStartedPayload(BaseModel):
+    """Payload for SPRINT_STARTED events."""
+
+    sprint_id: UUID = Field(..., description="Sprint ID")
+    sprint_name: str = Field(..., description="Sprint name")
+    goal: str | None = Field(default=None, description="Sprint goal")
+    issue_count: int = Field(default=0, description="Number of issues in sprint")
+
+
+class SprintCompletedPayload(BaseModel):
+    """Payload for SPRINT_COMPLETED events."""
+
+    sprint_id: UUID = Field(..., description="Sprint ID")
+    sprint_name: str = Field(..., description="Sprint name")
+    completed_issues: int = Field(default=0, description="Number of completed issues")
+    incomplete_issues: int = Field(default=0, description="Number of incomplete issues")
+
+
+class ApprovalRequestedPayload(BaseModel):
+    """Payload for APPROVAL_REQUESTED events."""
+
+    approval_id: UUID = Field(..., description="Approval request ID")
+    approval_type: str = Field(..., description="Type of approval needed")
+    description: str = Field(..., description="Description of what needs approval")
+    requested_by: UUID | None = Field(
+        default=None, description="Agent/user requesting approval"
+    )
+    timeout_minutes: int | None = Field(
+        default=None, description="Minutes before auto-escalation"
+    )
+
+
+class ApprovalGrantedPayload(BaseModel):
+    """Payload for APPROVAL_GRANTED events."""
+
+    approval_id: UUID = Field(..., description="Approval request ID")
+    approved_by: UUID = Field(..., description="User who granted approval")
+    comments: str | None = Field(default=None, description="Approval comments")
+
+
+class ApprovalDeniedPayload(BaseModel):
+    """Payload for APPROVAL_DENIED events."""
+
+    approval_id: UUID = Field(..., description="Approval request ID")
+    denied_by: UUID = Field(..., description="User who denied approval")
+    reason: str = Field(..., description="Reason for denial")
+
+
+class WorkflowStartedPayload(BaseModel):
+    """Payload for WORKFLOW_STARTED events."""
+
+    workflow_id: UUID = Field(..., description="Workflow execution ID")
+    workflow_type: str = Field(..., description="Type of workflow")
+    total_steps: int = Field(default=0, description="Total number of steps")
+
+
+class WorkflowStepCompletedPayload(BaseModel):
+    """Payload for WORKFLOW_STEP_COMPLETED events."""
+
+    workflow_id: UUID = Field(..., description="Workflow execution ID")
+    step_name: str = Field(..., description="Name of completed step")
+    step_number: int = Field(..., description="Step number (1-indexed)")
+    total_steps: int = Field(..., description="Total number of steps")
+    result: dict = Field(default_factory=dict, description="Step result data")
+
+
+class WorkflowCompletedPayload(BaseModel):
+    """Payload for WORKFLOW_COMPLETED events."""
+
+    workflow_id: UUID = Field(..., description="Workflow execution ID")
+    duration_seconds: float = Field(..., description="Total execution duration")
+    result: dict = Field(default_factory=dict, description="Workflow result data")
+
+
+class WorkflowFailedPayload(BaseModel):
+    """Payload for WORKFLOW_FAILED events."""
+
+    workflow_id: UUID = Field(..., description="Workflow execution ID")
+    error_message: str = Field(..., description="Error message")
+    failed_step: str | None = Field(default=None, description="Step that failed")
+    recoverable: bool = Field(default=False, description="Whether error is recoverable")

backend/app/schemas/syndarix/__init__.py

@@ -0,0 +1,113 @@
+# app/schemas/syndarix/__init__.py
+"""
+Syndarix domain schemas.
+
+This package contains Pydantic schemas for validating and serializing
+Syndarix domain entities.
+"""
+
+from .agent_instance import (
+    AgentInstanceCreate,
+    AgentInstanceInDB,
+    AgentInstanceListResponse,
+    AgentInstanceMetrics,
+    AgentInstanceResponse,
+    AgentInstanceTerminate,
+    AgentInstanceUpdate,
+)
+from .agent_type import (
+    AgentTypeCreate,
+    AgentTypeInDB,
+    AgentTypeListResponse,
+    AgentTypeResponse,
+    AgentTypeUpdate,
+)
+from .enums import (
+    AgentStatus,
+    AutonomyLevel,
+    IssuePriority,
+    IssueStatus,
+    ProjectStatus,
+    SprintStatus,
+    SyncStatus,
+)
+from .issue import (
+    IssueAssign,
+    IssueClose,
+    IssueCreate,
+    IssueInDB,
+    IssueListResponse,
+    IssueResponse,
+    IssueStats,
+    IssueSyncUpdate,
+    IssueUpdate,
+)
+from .project import (
+    ProjectCreate,
+    ProjectInDB,
+    ProjectListResponse,
+    ProjectResponse,
+    ProjectUpdate,
+)
+from .sprint import (
+    SprintBurndown,
+    SprintComplete,
+    SprintCreate,
+    SprintInDB,
+    SprintListResponse,
+    SprintResponse,
+    SprintStart,
+    SprintUpdate,
+    SprintVelocity,
+)
+
+__all__ = [
+    # AgentInstance schemas
+    "AgentInstanceCreate",
+    "AgentInstanceInDB",
+    "AgentInstanceListResponse",
+    "AgentInstanceMetrics",
+    "AgentInstanceResponse",
+    "AgentInstanceTerminate",
+    "AgentInstanceUpdate",
+    # Enums
+    "AgentStatus",
+    # AgentType schemas
+    "AgentTypeCreate",
+    "AgentTypeInDB",
+    "AgentTypeListResponse",
+    "AgentTypeResponse",
+    "AgentTypeUpdate",
+    "AutonomyLevel",
+    # Issue schemas
+    "IssueAssign",
+    "IssueClose",
+    "IssueCreate",
+    "IssueInDB",
+    "IssueListResponse",
+    "IssuePriority",
+    "IssueResponse",
+    "IssueStats",
+    "IssueStatus",
+    "IssueSyncUpdate",
+    "IssueUpdate",
+    # Project schemas
+    "ProjectCreate",
+    "ProjectInDB",
+    "ProjectListResponse",
+    "ProjectResponse",
+    "ProjectStatus",
+    "ProjectUpdate",
+    # Sprint schemas
+    "SprintBurndown",
+    "SprintComplete",
+    "SprintCreate",
+    "SprintInDB",
+    "SprintListResponse",
+    "SprintResponse",
+    "SprintStart",
+    "SprintStatus",
+    "SprintUpdate",
+    "SprintVelocity",
+    "SyncStatus",
+]

backend/app/schemas/syndarix/agent_instance.py

@@ -0,0 +1,124 @@
+# app/schemas/syndarix/agent_instance.py
+"""
+Pydantic schemas for AgentInstance entity.
+"""
+
+from datetime import datetime
+from decimal import Decimal
+from typing import Any
+from uuid import UUID
+
+from pydantic import BaseModel, ConfigDict, Field
+
+from .enums import AgentStatus
+
+
+class AgentInstanceBase(BaseModel):
+    """Base agent instance schema with common fields."""
+
+    agent_type_id: UUID
+    project_id: UUID
+    status: AgentStatus = AgentStatus.IDLE
+    current_task: str | None = None
+    short_term_memory: dict[str, Any] = Field(default_factory=dict)
+    long_term_memory_ref: str | None = Field(None, max_length=500)
+    session_id: str | None = Field(None, max_length=255)
+
+
+class AgentInstanceCreate(BaseModel):
+    """Schema for creating a new agent instance."""
+
+    agent_type_id: UUID
+    project_id: UUID
+    name: str = Field(..., min_length=1, max_length=100)
+    status: AgentStatus = AgentStatus.IDLE
+    current_task: str | None = None
+    short_term_memory: dict[str, Any] = Field(default_factory=dict)
+    long_term_memory_ref: str | None = Field(None, max_length=500)
+    session_id: str | None = Field(None, max_length=255)
+
+
+class AgentInstanceUpdate(BaseModel):
+    """Schema for updating an agent instance."""
+
+    status: AgentStatus | None = None
+    current_task: str | None = None
+    short_term_memory: dict[str, Any] | None = None
+    long_term_memory_ref: str | None = None
+    session_id: str | None = None
+    last_activity_at: datetime | None = None
+    tasks_completed: int | None = Field(None, ge=0)
+    tokens_used: int | None = Field(None, ge=0)
+    cost_incurred: Decimal | None = Field(None, ge=0)
+
+
+class AgentInstanceTerminate(BaseModel):
+    """Schema for terminating an agent instance."""
+
+    reason: str | None = None
+
+
+class AgentInstanceInDB(AgentInstanceBase):
+    """Schema for agent instance in database."""
+
+    id: UUID
+    last_activity_at: datetime | None = None
+    terminated_at: datetime | None = None
+    tasks_completed: int = 0
+    tokens_used: int = 0
+    cost_incurred: Decimal = Decimal("0.0000")
+    created_at: datetime
+    updated_at: datetime
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class AgentInstanceResponse(BaseModel):
+    """Schema for agent instance API responses."""
+
+    id: UUID
+    agent_type_id: UUID
+    project_id: UUID
+    name: str
+    status: AgentStatus
+    current_task: str | None = None
+    short_term_memory: dict[str, Any] = Field(default_factory=dict)
+    long_term_memory_ref: str | None = None
+    session_id: str | None = None
+    last_activity_at: datetime | None = None
+    terminated_at: datetime | None = None
+    tasks_completed: int = 0
+    tokens_used: int = 0
+    cost_incurred: Decimal = Decimal("0.0000")
+    created_at: datetime
+    updated_at: datetime
+
+    # Expanded fields from relationships
+    agent_type_name: str | None = None
+    agent_type_slug: str | None = None
+    project_name: str | None = None
+    project_slug: str | None = None
+    assigned_issues_count: int | None = 0
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class AgentInstanceListResponse(BaseModel):
+    """Schema for paginated agent instance list responses."""
+
+    agent_instances: list[AgentInstanceResponse]
+    total: int
+    page: int
+    page_size: int
+    pages: int
+
+
+class AgentInstanceMetrics(BaseModel):
+    """Schema for agent instance metrics summary."""
+
+    total_instances: int
+    active_instances: int
+    idle_instances: int
+    total_tasks_completed: int
+    total_tokens_used: int
+    total_cost_incurred: Decimal

backend/app/schemas/syndarix/agent_type.py

@@ -0,0 +1,197 @@
+# app/schemas/syndarix/agent_type.py
+"""
+Pydantic schemas for AgentType entity.
+"""
+
+import re
+from datetime import datetime
+from typing import Any
+from uuid import UUID
+
+from pydantic import BaseModel, ConfigDict, Field, field_validator
+
+from app.models.syndarix.enums import AgentTypeCategory
+
+
+class AgentTypeBase(BaseModel):
+    """Base agent type schema with common fields."""
+
+    name: str = Field(..., min_length=1, max_length=255)
+    slug: str | None = Field(None, min_length=1, max_length=255)
+    description: str | None = None
+    expertise: list[str] = Field(default_factory=list)
+    personality_prompt: str = Field(..., min_length=1)
+    primary_model: str = Field(..., min_length=1, max_length=100)
+    fallback_models: list[str] = Field(default_factory=list)
+    model_params: dict[str, Any] = Field(default_factory=dict)
+    mcp_servers: list[str] = Field(default_factory=list)
+    tool_permissions: dict[str, Any] = Field(default_factory=dict)
+    is_active: bool = True
+
+    # Category and display fields
+    category: AgentTypeCategory | None = None
+    icon: str | None = Field(None, max_length=50)
+    color: str | None = Field(None, pattern=r"^#[0-9A-Fa-f]{6}$")
+    sort_order: int = Field(default=0, ge=0, le=1000)
+    typical_tasks: list[str] = Field(default_factory=list)
+    collaboration_hints: list[str] = Field(default_factory=list)
+
+    @field_validator("slug")
+    @classmethod
+    def validate_slug(cls, v: str | None) -> str | None:
+        """Validate slug format: lowercase, alphanumeric, hyphens only."""
+        if v is None:
+            return v
+        if not re.match(r"^[a-z0-9-]+$", v):
+            raise ValueError(
+                "Slug must contain only lowercase letters, numbers, and hyphens"
+            )
+        if v.startswith("-") or v.endswith("-"):
+            raise ValueError("Slug cannot start or end with a hyphen")
+        if "--" in v:
+            raise ValueError("Slug cannot contain consecutive hyphens")
+        return v
+
+    @field_validator("name")
+    @classmethod
+    def validate_name(cls, v: str) -> str:
+        """Validate agent type name."""
+        if not v or v.strip() == "":
+            raise ValueError("Agent type name cannot be empty")
+        return v.strip()
+
+    @field_validator("expertise")
+    @classmethod
+    def validate_expertise(cls, v: list[str]) -> list[str]:
+        """Validate and normalize expertise list."""
+        return [e.strip().lower() for e in v if e.strip()]
+
+    @field_validator("mcp_servers")
+    @classmethod
+    def validate_mcp_servers(cls, v: list[str]) -> list[str]:
+        """Validate MCP server list."""
+        return [s.strip() for s in v if s.strip()]
+
+    @field_validator("typical_tasks")
+    @classmethod
+    def validate_typical_tasks(cls, v: list[str]) -> list[str]:
+        """Validate and normalize typical tasks list."""
+        return [t.strip() for t in v if t.strip()]
+
+    @field_validator("collaboration_hints")
+    @classmethod
+    def validate_collaboration_hints(cls, v: list[str]) -> list[str]:
+        """Validate and normalize collaboration hints (agent slugs)."""
+        return [h.strip().lower() for h in v if h.strip()]
+
+
+class AgentTypeCreate(AgentTypeBase):
+    """Schema for creating a new agent type."""
+
+    name: str = Field(..., min_length=1, max_length=255)
+    slug: str = Field(..., min_length=1, max_length=255)
+    personality_prompt: str = Field(..., min_length=1)
+    primary_model: str = Field(..., min_length=1, max_length=100)
+
+
+class AgentTypeUpdate(BaseModel):
+    """Schema for updating an agent type."""
+
+    name: str | None = Field(None, min_length=1, max_length=255)
+    slug: str | None = Field(None, min_length=1, max_length=255)
+    description: str | None = None
+    expertise: list[str] | None = None
+    personality_prompt: str | None = None
+    primary_model: str | None = Field(None, min_length=1, max_length=100)
+    fallback_models: list[str] | None = None
+    model_params: dict[str, Any] | None = None
+    mcp_servers: list[str] | None = None
+    tool_permissions: dict[str, Any] | None = None
+    is_active: bool | None = None
+
+    # Category and display fields (all optional for updates)
+    category: AgentTypeCategory | None = None
+    icon: str | None = Field(None, max_length=50)
+    color: str | None = Field(None, pattern=r"^#[0-9A-Fa-f]{6}$")
+    sort_order: int | None = Field(None, ge=0, le=1000)
+    typical_tasks: list[str] | None = None
+    collaboration_hints: list[str] | None = None
+
+    @field_validator("slug")
+    @classmethod
+    def validate_slug(cls, v: str | None) -> str | None:
+        """Validate slug format."""
+        if v is None:
+            return v
+        if not re.match(r"^[a-z0-9-]+$", v):
+            raise ValueError(
+                "Slug must contain only lowercase letters, numbers, and hyphens"
+            )
+        if v.startswith("-") or v.endswith("-"):
+            raise ValueError("Slug cannot start or end with a hyphen")
+        if "--" in v:
+            raise ValueError("Slug cannot contain consecutive hyphens")
+        return v
+
+    @field_validator("name")
+    @classmethod
+    def validate_name(cls, v: str | None) -> str | None:
+        """Validate agent type name."""
+        if v is not None and (not v or v.strip() == ""):
+            raise ValueError("Agent type name cannot be empty")
+        return v.strip() if v else v
+
+    @field_validator("expertise")
+    @classmethod
+    def validate_expertise(cls, v: list[str] | None) -> list[str] | None:
+        """Validate and normalize expertise list."""
+        if v is None:
+            return v
+        return [e.strip().lower() for e in v if e.strip()]
+
+    @field_validator("typical_tasks")
+    @classmethod
+    def validate_typical_tasks(cls, v: list[str] | None) -> list[str] | None:
+        """Validate and normalize typical tasks list."""
+        if v is None:
+            return v
+        return [t.strip() for t in v if t.strip()]
+
+    @field_validator("collaboration_hints")
+    @classmethod
+    def validate_collaboration_hints(cls, v: list[str] | None) -> list[str] | None:
+        """Validate and normalize collaboration hints (agent slugs)."""
+        if v is None:
+            return v
+        return [h.strip().lower() for h in v if h.strip()]
+
+
+class AgentTypeInDB(AgentTypeBase):
+    """Schema for agent type in database."""
+
+    id: UUID
+    created_at: datetime
+    updated_at: datetime
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class AgentTypeResponse(AgentTypeBase):
+    """Schema for agent type API responses."""
+
+    id: UUID
+    created_at: datetime
+    updated_at: datetime
+    instance_count: int | None = 0
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class AgentTypeListResponse(BaseModel):
+    """Schema for paginated agent type list responses."""
+
+    agent_types: list[AgentTypeResponse]
+    total: int
+    page: int
+    page_size: int
+    pages: int

backend/app/schemas/syndarix/enums.py

@@ -0,0 +1,26 @@
+# app/schemas/syndarix/enums.py
+"""
+Re-export enums from models for use in schemas.
+
+This allows schemas to import enums without depending on SQLAlchemy models directly.
+"""
+
+from app.models.syndarix.enums import (
+    AgentStatus,
+    AutonomyLevel,
+    IssuePriority,
+    IssueStatus,
+    ProjectStatus,
+    SprintStatus,
+    SyncStatus,
+)
+
+__all__ = [
+    "AgentStatus",
+    "AutonomyLevel",
+    "IssuePriority",
+    "IssueStatus",
+    "ProjectStatus",
+    "SprintStatus",
+    "SyncStatus",
+]

backend/app/schemas/syndarix/issue.py

@@ -0,0 +1,191 @@
+# app/schemas/syndarix/issue.py
+"""
+Pydantic schemas for Issue entity.
+"""
+
+from datetime import datetime
+from typing import Literal
+from uuid import UUID
+
+from pydantic import BaseModel, ConfigDict, Field, field_validator, model_validator
+
+from .enums import IssuePriority, IssueStatus, SyncStatus
+
+
+class IssueBase(BaseModel):
+    """Base issue schema with common fields."""
+
+    title: str = Field(..., min_length=1, max_length=500)
+    body: str = ""
+    status: IssueStatus = IssueStatus.OPEN
+    priority: IssuePriority = IssuePriority.MEDIUM
+    labels: list[str] = Field(default_factory=list)
+    story_points: int | None = Field(None, ge=0, le=100)
+
+    @field_validator("title")
+    @classmethod
+    def validate_title(cls, v: str) -> str:
+        """Validate issue title."""
+        if not v or v.strip() == "":
+            raise ValueError("Issue title cannot be empty")
+        return v.strip()
+
+    @field_validator("labels")
+    @classmethod
+    def validate_labels(cls, v: list[str]) -> list[str]:
+        """Validate and normalize labels."""
+        return [label.strip().lower() for label in v if label.strip()]
+
+
+class IssueCreate(IssueBase):
+    """Schema for creating a new issue."""
+
+    project_id: UUID
+    assigned_agent_id: UUID | None = None
+    human_assignee: str | None = Field(None, max_length=255)
+    sprint_id: UUID | None = None
+
+    # External tracker fields (optional, for importing from external systems)
+    external_tracker_type: Literal["gitea", "github", "gitlab"] | None = None
+    external_issue_id: str | None = Field(None, max_length=255)
+    remote_url: str | None = Field(None, max_length=1000)
+    external_issue_number: int | None = None
+
+
+class IssueUpdate(BaseModel):
+    """Schema for updating an issue."""
+
+    title: str | None = Field(None, min_length=1, max_length=500)
+    body: str | None = None
+    status: IssueStatus | None = None
+    priority: IssuePriority | None = None
+    labels: list[str] | None = None
+    assigned_agent_id: UUID | None = None
+    human_assignee: str | None = Field(None, max_length=255)
+    sprint_id: UUID | None = None
+    story_points: int | None = Field(None, ge=0, le=100)
+    sync_status: SyncStatus | None = None
+
+    @field_validator("title")
+    @classmethod
+    def validate_title(cls, v: str | None) -> str | None:
+        """Validate issue title."""
+        if v is not None and (not v or v.strip() == ""):
+            raise ValueError("Issue title cannot be empty")
+        return v.strip() if v else v
+
+    @field_validator("labels")
+    @classmethod
+    def validate_labels(cls, v: list[str] | None) -> list[str] | None:
+        """Validate and normalize labels."""
+        if v is None:
+            return v
+        return [label.strip().lower() for label in v if label.strip()]
+
+
+class IssueClose(BaseModel):
+    """Schema for closing an issue."""
+
+    resolution: str | None = None  # Optional resolution note
+
+
+class IssueAssign(BaseModel):
+    """Schema for assigning an issue."""
+
+    assigned_agent_id: UUID | None = None
+    human_assignee: str | None = Field(None, max_length=255)
+
+    @model_validator(mode="after")
+    def validate_assignment(self) -> "IssueAssign":
+        """Ensure only one type of assignee is set."""
+        if self.assigned_agent_id and self.human_assignee:
+            raise ValueError("Cannot assign to both an agent and a human. Choose one.")
+        return self
+
+
+class IssueSyncUpdate(BaseModel):
+    """Schema for updating sync-related fields."""
+
+    sync_status: SyncStatus
+    last_synced_at: datetime | None = None
+    external_updated_at: datetime | None = None
+
+
+class IssueInDB(IssueBase):
+    """Schema for issue in database."""
+
+    id: UUID
+    project_id: UUID
+    assigned_agent_id: UUID | None = None
+    human_assignee: str | None = None
+    sprint_id: UUID | None = None
+    external_tracker_type: str | None = None
+    external_issue_id: str | None = None
+    remote_url: str | None = None
+    external_issue_number: int | None = None
+    sync_status: SyncStatus = SyncStatus.SYNCED
+    last_synced_at: datetime | None = None
+    external_updated_at: datetime | None = None
+    closed_at: datetime | None = None
+    created_at: datetime
+    updated_at: datetime
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class IssueResponse(BaseModel):
+    """Schema for issue API responses."""
+
+    id: UUID
+    project_id: UUID
+    title: str
+    body: str
+    status: IssueStatus
+    priority: IssuePriority
+    labels: list[str] = Field(default_factory=list)
+    assigned_agent_id: UUID | None = None
+    human_assignee: str | None = None
+    sprint_id: UUID | None = None
+    story_points: int | None = None
+    external_tracker_type: str | None = None
+    external_issue_id: str | None = None
+    remote_url: str | None = None
+    external_issue_number: int | None = None
+    sync_status: SyncStatus = SyncStatus.SYNCED
+    last_synced_at: datetime | None = None
+    external_updated_at: datetime | None = None
+    closed_at: datetime | None = None
+    created_at: datetime
+    updated_at: datetime
+
+    # Expanded fields from relationships
+    project_name: str | None = None
+    project_slug: str | None = None
+    sprint_name: str | None = None
+    assigned_agent_type_name: str | None = None
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class IssueListResponse(BaseModel):
+    """Schema for paginated issue list responses."""
+
+    issues: list[IssueResponse]
+    total: int
+    page: int
+    page_size: int
+    pages: int
+
+
+class IssueStats(BaseModel):
+    """Schema for issue statistics."""
+
+    total: int
+    open: int
+    in_progress: int
+    in_review: int
+    blocked: int
+    closed: int
+    by_priority: dict[str, int]
+    total_story_points: int | None = None
+    completed_story_points: int | None = None

backend/app/schemas/syndarix/project.py

@@ -0,0 +1,131 @@
+# app/schemas/syndarix/project.py
+"""
+Pydantic schemas for Project entity.
+"""
+
+import re
+from datetime import datetime
+from typing import Any
+from uuid import UUID
+
+from pydantic import BaseModel, ConfigDict, Field, field_validator
+
+from .enums import AutonomyLevel, ProjectStatus
+
+
+class ProjectBase(BaseModel):
+    """Base project schema with common fields."""
+
+    name: str = Field(..., min_length=1, max_length=255)
+    slug: str | None = Field(None, min_length=1, max_length=255)
+    description: str | None = None
+    autonomy_level: AutonomyLevel = AutonomyLevel.MILESTONE
+    status: ProjectStatus = ProjectStatus.ACTIVE
+    settings: dict[str, Any] = Field(default_factory=dict)
+
+    @field_validator("slug")
+    @classmethod
+    def validate_slug(cls, v: str | None) -> str | None:
+        """Validate slug format: lowercase, alphanumeric, hyphens only."""
+        if v is None:
+            return v
+        if not re.match(r"^[a-z0-9-]+$", v):
+            raise ValueError(
+                "Slug must contain only lowercase letters, numbers, and hyphens"
+            )
+        if v.startswith("-") or v.endswith("-"):
+            raise ValueError("Slug cannot start or end with a hyphen")
+        if "--" in v:
+            raise ValueError("Slug cannot contain consecutive hyphens")
+        return v
+
+    @field_validator("name")
+    @classmethod
+    def validate_name(cls, v: str) -> str:
+        """Validate project name."""
+        if not v or v.strip() == "":
+            raise ValueError("Project name cannot be empty")
+        return v.strip()
+
+
+class ProjectCreate(ProjectBase):
+    """Schema for creating a new project."""
+
+    name: str = Field(..., min_length=1, max_length=255)
+    slug: str = Field(..., min_length=1, max_length=255)
+    owner_id: UUID | None = None
+
+
+class ProjectUpdate(BaseModel):
+    """Schema for updating a project.
+
+    Note: owner_id is intentionally excluded to prevent IDOR vulnerabilities.
+    Project ownership transfer should be done via a dedicated endpoint with
+    proper authorization checks.
+    """
+
+    name: str | None = Field(None, min_length=1, max_length=255)
+    slug: str | None = Field(None, min_length=1, max_length=255)
+    description: str | None = None
+    autonomy_level: AutonomyLevel | None = None
+    status: ProjectStatus | None = None
+    settings: dict[str, Any] | None = None
+
+    @field_validator("slug")
+    @classmethod
+    def validate_slug(cls, v: str | None) -> str | None:
+        """Validate slug format."""
+        if v is None:
+            return v
+        if not re.match(r"^[a-z0-9-]+$", v):
+            raise ValueError(
+                "Slug must contain only lowercase letters, numbers, and hyphens"
+            )
+        if v.startswith("-") or v.endswith("-"):
+            raise ValueError("Slug cannot start or end with a hyphen")
+        if "--" in v:
+            raise ValueError("Slug cannot contain consecutive hyphens")
+        return v
+
+    @field_validator("name")
+    @classmethod
+    def validate_name(cls, v: str | None) -> str | None:
+        """Validate project name."""
+        if v is not None and (not v or v.strip() == ""):
+            raise ValueError("Project name cannot be empty")
+        return v.strip() if v else v
+
+
+class ProjectInDB(ProjectBase):
+    """Schema for project in database."""
+
+    id: UUID
+    owner_id: UUID | None = None
+    created_at: datetime
+    updated_at: datetime
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class ProjectResponse(ProjectBase):
+    """Schema for project API responses."""
+
+    id: UUID
+    owner_id: UUID | None = None
+    created_at: datetime
+    updated_at: datetime
+    agent_count: int | None = 0
+    issue_count: int | None = 0
+    active_sprint_name: str | None = None
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class ProjectListResponse(BaseModel):
+    """Schema for paginated project list responses."""
+
+    projects: list[ProjectResponse]
+    total: int
+    page: int
+    page_size: int
+    pages: int

backend/app/schemas/syndarix/sprint.py

@@ -0,0 +1,135 @@
+# app/schemas/syndarix/sprint.py
+"""
+Pydantic schemas for Sprint entity.
+"""
+
+from datetime import date, datetime
+from uuid import UUID
+
+from pydantic import BaseModel, ConfigDict, Field, field_validator, model_validator
+
+from .enums import SprintStatus
+
+
+class SprintBase(BaseModel):
+    """Base sprint schema with common fields."""
+
+    name: str = Field(..., min_length=1, max_length=255)
+    number: int = Field(..., ge=1)
+    goal: str | None = None
+    start_date: date
+    end_date: date
+    status: SprintStatus = SprintStatus.PLANNED
+    planned_points: int | None = Field(None, ge=0)
+    velocity: int | None = Field(None, ge=0)
+
+    @field_validator("name")
+    @classmethod
+    def validate_name(cls, v: str) -> str:
+        """Validate sprint name."""
+        if not v or v.strip() == "":
+            raise ValueError("Sprint name cannot be empty")
+        return v.strip()
+
+    @model_validator(mode="after")
+    def validate_dates(self) -> "SprintBase":
+        """Validate that end_date is after start_date."""
+        if self.end_date < self.start_date:
+            raise ValueError("End date must be after or equal to start date")
+        return self
+
+
+class SprintCreate(SprintBase):
+    """Schema for creating a new sprint."""
+
+    project_id: UUID
+
+
+class SprintUpdate(BaseModel):
+    """Schema for updating a sprint."""
+
+    name: str | None = Field(None, min_length=1, max_length=255)
+    goal: str | None = None
+    start_date: date | None = None
+    end_date: date | None = None
+    status: SprintStatus | None = None
+    planned_points: int | None = Field(None, ge=0)
+    velocity: int | None = Field(None, ge=0)
+
+    @field_validator("name")
+    @classmethod
+    def validate_name(cls, v: str | None) -> str | None:
+        """Validate sprint name."""
+        if v is not None and (not v or v.strip() == ""):
+            raise ValueError("Sprint name cannot be empty")
+        return v.strip() if v else v
+
+
+class SprintStart(BaseModel):
+    """Schema for starting a sprint."""
+
+    start_date: date | None = None  # Optionally override start date
+
+
+class SprintComplete(BaseModel):
+    """Schema for completing a sprint."""
+
+    velocity: int | None = Field(None, ge=0)
+    notes: str | None = None
+
+
+class SprintInDB(SprintBase):
+    """Schema for sprint in database."""
+
+    id: UUID
+    project_id: UUID
+    created_at: datetime
+    updated_at: datetime
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class SprintResponse(SprintBase):
+    """Schema for sprint API responses."""
+
+    id: UUID
+    project_id: UUID
+    created_at: datetime
+    updated_at: datetime
+
+    # Expanded fields from relationships
+    project_name: str | None = None
+    project_slug: str | None = None
+    issue_count: int | None = 0
+    open_issues: int | None = 0
+    completed_issues: int | None = 0
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class SprintListResponse(BaseModel):
+    """Schema for paginated sprint list responses."""
+
+    sprints: list[SprintResponse]
+    total: int
+    page: int
+    page_size: int
+    pages: int
+
+
+class SprintVelocity(BaseModel):
+    """Schema for sprint velocity metrics."""
+
+    sprint_number: int
+    sprint_name: str
+    planned_points: int | None
+    velocity: int | None  # Sum of completed story points
+    velocity_ratio: float | None  # velocity/planned ratio
+
+
+class SprintBurndown(BaseModel):
+    """Schema for sprint burndown data point."""
+
+    date: date
+    remaining_points: int
+    ideal_remaining: float

backend/app/services/context/__init__.py

@@ -0,0 +1,182 @@
+"""
+Context Management Engine
+
+Sophisticated context assembly and optimization for LLM requests.
+Provides intelligent context selection, token budget management,
+and model-specific formatting.
+
+Usage:
+    from app.services.context import (
+        ContextSettings,
+        get_context_settings,
+        SystemContext,
+        KnowledgeContext,
+        ConversationContext,
+        TaskContext,
+        ToolContext,
+        TokenBudget,
+        BudgetAllocator,
+        TokenCalculator,
+    )
+
+    # Get settings
+    settings = get_context_settings()
+
+    # Create budget for a model
+    allocator = BudgetAllocator(settings)
+    budget = allocator.create_budget_for_model("claude-3-sonnet")
+
+    # Create context instances
+    system_ctx = SystemContext.create_persona(
+        name="Code Assistant",
+        description="You are a helpful code assistant.",
+        capabilities=["Write code", "Debug issues"],
+    )
+"""
+
+# Budget Management
+# Adapters
+from .adapters import (
+    ClaudeAdapter,
+    DefaultAdapter,
+    ModelAdapter,
+    OpenAIAdapter,
+    get_adapter,
+)
+
+# Assembly
+from .assembly import (
+    ContextPipeline,
+    PipelineMetrics,
+)
+from .budget import (
+    BudgetAllocator,
+    TokenBudget,
+    TokenCalculator,
+)
+
+# Cache
+from .cache import ContextCache
+
+# Compression
+from .compression import (
+    ContextCompressor,
+    TruncationResult,
+    TruncationStrategy,
+)
+
+# Configuration
+from .config import (
+    ContextSettings,
+    get_context_settings,
+    get_default_settings,
+    reset_context_settings,
+)
+
+# Engine
+from .engine import ContextEngine, create_context_engine
+
+# Exceptions
+from .exceptions import (
+    AssemblyTimeoutError,
+    BudgetExceededError,
+    CacheError,
+    CompressionError,
+    ContextError,
+    ContextNotFoundError,
+    FormattingError,
+    InvalidContextError,
+    ScoringError,
+    TokenCountError,
+)
+
+# Prioritization
+from .prioritization import (
+    ContextRanker,
+    RankingResult,
+)
+
+# Scoring
+from .scoring import (
+    BaseScorer,
+    CompositeScorer,
+    PriorityScorer,
+    RecencyScorer,
+    RelevanceScorer,
+    ScoredContext,
+)
+
+# Types
+from .types import (
+    AssembledContext,
+    BaseContext,
+    ContextPriority,
+    ContextType,
+    ConversationContext,
+    KnowledgeContext,
+    MemoryContext,
+    MemorySubtype,
+    MessageRole,
+    SystemContext,
+    TaskComplexity,
+    TaskContext,
+    TaskStatus,
+    ToolContext,
+    ToolResultStatus,
+)
+
+__all__ = [
+    "AssembledContext",
+    "AssemblyTimeoutError",
+    "BaseContext",
+    "BaseScorer",
+    "BudgetAllocator",
+    "BudgetExceededError",
+    "CacheError",
+    "ClaudeAdapter",
+    "CompositeScorer",
+    "CompressionError",
+    "ContextCache",
+    "ContextCompressor",
+    "ContextEngine",
+    "ContextError",
+    "ContextNotFoundError",
+    "ContextPipeline",
+    "ContextPriority",
+    "ContextRanker",
+    "ContextSettings",
+    "ContextType",
+    "ConversationContext",
+    "DefaultAdapter",
+    "FormattingError",
+    "InvalidContextError",
+    "KnowledgeContext",
+    "MemoryContext",
+    "MemorySubtype",
+    "MessageRole",
+    "ModelAdapter",
+    "OpenAIAdapter",
+    "PipelineMetrics",
+    "PriorityScorer",
+    "RankingResult",
+    "RecencyScorer",
+    "RelevanceScorer",
+    "ScoredContext",
+    "ScoringError",
+    "SystemContext",
+    "TaskComplexity",
+    "TaskContext",
+    "TaskStatus",
+    "TokenBudget",
+    "TokenCalculator",
+    "TokenCountError",
+    "ToolContext",
+    "ToolResultStatus",
+    "TruncationResult",
+    "TruncationStrategy",
+    "create_context_engine",
+    "get_adapter",
+    "get_context_settings",
+    "get_default_settings",
+    "reset_context_settings",
+]

backend/app/services/context/adapters/__init__.py

@@ -0,0 +1,35 @@
+"""
+Model Adapters Module.
+
+Provides model-specific context formatting adapters.
+"""
+
+from .base import DefaultAdapter, ModelAdapter
+from .claude import ClaudeAdapter
+from .openai import OpenAIAdapter
+
+
+def get_adapter(model: str) -> ModelAdapter:
+    """
+    Get the appropriate adapter for a model.
+
+    Args:
+        model: Model name
+
+    Returns:
+        Adapter instance for the model
+    """
+    if ClaudeAdapter.matches_model(model):
+        return ClaudeAdapter()
+    elif OpenAIAdapter.matches_model(model):
+        return OpenAIAdapter()
+    return DefaultAdapter()
+
+
+__all__ = [
+    "ClaudeAdapter",
+    "DefaultAdapter",
+    "ModelAdapter",
+    "OpenAIAdapter",
+    "get_adapter",
+]

backend/app/services/context/adapters/base.py

@@ -0,0 +1,178 @@
+"""
+Base Model Adapter.
+
+Abstract base class for model-specific context formatting.
+"""
+
+from abc import ABC, abstractmethod
+from typing import Any, ClassVar
+
+from ..types import BaseContext, ContextType
+
+
+class ModelAdapter(ABC):
+    """
+    Abstract base adapter for model-specific context formatting.
+
+    Each adapter knows how to format contexts for optimal
+    understanding by a specific LLM family (Claude, OpenAI, etc.).
+    """
+
+    # Model name patterns this adapter handles
+    MODEL_PATTERNS: ClassVar[list[str]] = []
+
+    @classmethod
+    def matches_model(cls, model: str) -> bool:
+        """
+        Check if this adapter handles the given model.
+
+        Args:
+            model: Model name to check
+
+        Returns:
+            True if this adapter handles the model
+        """
+        model_lower = model.lower()
+        return any(pattern in model_lower for pattern in cls.MODEL_PATTERNS)
+
+    @abstractmethod
+    def format(
+        self,
+        contexts: list[BaseContext],
+        **kwargs: Any,
+    ) -> str:
+        """
+        Format contexts for the target model.
+
+        Args:
+            contexts: List of contexts to format
+            **kwargs: Additional formatting options
+
+        Returns:
+            Formatted context string
+        """
+        ...
+
+    @abstractmethod
+    def format_type(
+        self,
+        contexts: list[BaseContext],
+        context_type: ContextType,
+        **kwargs: Any,
+    ) -> str:
+        """
+        Format contexts of a specific type.
+
+        Args:
+            contexts: List of contexts of the same type
+            context_type: The type of contexts
+            **kwargs: Additional formatting options
+
+        Returns:
+            Formatted string for this context type
+        """
+        ...
+
+    def get_type_order(self) -> list[ContextType]:
+        """
+        Get the preferred order of context types.
+
+        Returns:
+            List of context types in preferred order
+        """
+        return [
+            ContextType.SYSTEM,
+            ContextType.TASK,
+            ContextType.KNOWLEDGE,
+            ContextType.CONVERSATION,
+            ContextType.TOOL,
+        ]
+
+    def group_by_type(
+        self, contexts: list[BaseContext]
+    ) -> dict[ContextType, list[BaseContext]]:
+        """
+        Group contexts by their type.
+
+        Args:
+            contexts: List of contexts to group
+
+        Returns:
+            Dictionary mapping context type to list of contexts
+        """
+        by_type: dict[ContextType, list[BaseContext]] = {}
+        for context in contexts:
+            ct = context.get_type()
+            if ct not in by_type:
+                by_type[ct] = []
+            by_type[ct].append(context)
+        return by_type
+
+    def get_separator(self) -> str:
+        """
+        Get the separator between context sections.
+
+        Returns:
+            Separator string
+        """
+        return "\n\n"
+
+
+class DefaultAdapter(ModelAdapter):
+    """
+    Default adapter for unknown models.
+
+    Uses simple plain-text formatting with minimal structure.
+    """
+
+    MODEL_PATTERNS: ClassVar[list[str]] = []  # Fallback adapter
+
+    @classmethod
+    def matches_model(cls, model: str) -> bool:
+        """Always returns True as fallback."""
+        return True
+
+    def format(
+        self,
+        contexts: list[BaseContext],
+        **kwargs: Any,
+    ) -> str:
+        """Format contexts as plain text."""
+        if not contexts:
+            return ""
+
+        by_type = self.group_by_type(contexts)
+        parts: list[str] = []
+
+        for ct in self.get_type_order():
+            if ct in by_type:
+                formatted = self.format_type(by_type[ct], ct, **kwargs)
+                if formatted:
+                    parts.append(formatted)
+
+        return self.get_separator().join(parts)
+
+    def format_type(
+        self,
+        contexts: list[BaseContext],
+        context_type: ContextType,
+        **kwargs: Any,
+    ) -> str:
+        """Format contexts of a type as plain text."""
+        if not contexts:
+            return ""
+
+        content = "\n\n".join(c.content for c in contexts)
+
+        if context_type == ContextType.SYSTEM:
+            return content
+        elif context_type == ContextType.TASK:
+            return f"Task:\n{content}"
+        elif context_type == ContextType.KNOWLEDGE:
+            return f"Reference Information:\n{content}"
+        elif context_type == ContextType.CONVERSATION:
+            return f"Previous Conversation:\n{content}"
+        elif context_type == ContextType.TOOL:
+            return f"Tool Results:\n{content}"
+
+        return content

backend/app/services/context/adapters/claude.py

@@ -0,0 +1,212 @@
+"""
+Claude Model Adapter.
+
+Provides Claude-specific context formatting using XML tags
+which Claude models understand natively.
+"""
+
+from typing import Any, ClassVar
+
+from ..types import BaseContext, ContextType
+from .base import ModelAdapter
+
+
+class ClaudeAdapter(ModelAdapter):
+    """
+    Claude-specific context formatting adapter.
+
+    Claude models have native understanding of XML structure,
+    so we use XML tags for clear delineation of context types.
+
+    Features:
+    - XML tags for each context type
+    - Document structure for knowledge contexts
+    - Role-based message formatting for conversations
+    - Tool result wrapping with tool names
+    """
+
+    MODEL_PATTERNS: ClassVar[list[str]] = ["claude", "anthropic"]
+
+    def format(
+        self,
+        contexts: list[BaseContext],
+        **kwargs: Any,
+    ) -> str:
+        """
+        Format contexts for Claude models.
+
+        Uses XML tags for structured content that Claude
+        understands natively.
+
+        Args:
+            contexts: List of contexts to format
+            **kwargs: Additional formatting options
+
+        Returns:
+            XML-structured context string
+        """
+        if not contexts:
+            return ""
+
+        by_type = self.group_by_type(contexts)
+        parts: list[str] = []
+
+        for ct in self.get_type_order():
+            if ct in by_type:
+                formatted = self.format_type(by_type[ct], ct, **kwargs)
+                if formatted:
+                    parts.append(formatted)
+
+        return self.get_separator().join(parts)
+
+    def format_type(
+        self,
+        contexts: list[BaseContext],
+        context_type: ContextType,
+        **kwargs: Any,
+    ) -> str:
+        """
+        Format contexts of a specific type for Claude.
+
+        Args:
+            contexts: List of contexts of the same type
+            context_type: The type of contexts
+            **kwargs: Additional formatting options
+
+        Returns:
+            XML-formatted string for this context type
+        """
+        if not contexts:
+            return ""
+
+        if context_type == ContextType.SYSTEM:
+            return self._format_system(contexts)
+        elif context_type == ContextType.TASK:
+            return self._format_task(contexts)
+        elif context_type == ContextType.KNOWLEDGE:
+            return self._format_knowledge(contexts)
+        elif context_type == ContextType.CONVERSATION:
+            return self._format_conversation(contexts)
+        elif context_type == ContextType.TOOL:
+            return self._format_tool(contexts)
+
+        # Fallback for any unhandled context types - still escape content
+        # to prevent XML injection if new types are added without updating adapter
+        return "\n".join(self._escape_xml_content(c.content) for c in contexts)
+
+    def _format_system(self, contexts: list[BaseContext]) -> str:
+        """Format system contexts."""
+        # System prompts are typically admin-controlled, but escape for safety
+        content = "\n\n".join(self._escape_xml_content(c.content) for c in contexts)
+        return f"<system_instructions>\n{content}\n</system_instructions>"
+
+    def _format_task(self, contexts: list[BaseContext]) -> str:
+        """Format task contexts."""
+        content = "\n\n".join(self._escape_xml_content(c.content) for c in contexts)
+        return f"<current_task>\n{content}\n</current_task>"
+
+    def _format_knowledge(self, contexts: list[BaseContext]) -> str:
+        """
+        Format knowledge contexts as structured documents.
+
+        Each knowledge context becomes a document with source attribution.
+        All content is XML-escaped to prevent injection attacks.
+        """
+        parts = ["<reference_documents>"]
+
+        for ctx in contexts:
+            source = self._escape_xml(ctx.source)
+            # Escape content to prevent XML injection
+            content = self._escape_xml_content(ctx.content)
+            score = ctx.metadata.get("score", ctx.metadata.get("relevance_score", ""))
+
+            if score:
+                # Escape score to prevent XML injection via metadata
+                escaped_score = self._escape_xml(str(score))
+                parts.append(
+                    f'<document source="{source}" relevance="{escaped_score}">'
+                )
+            else:
+                parts.append(f'<document source="{source}">')
+
+            parts.append(content)
+            parts.append("</document>")
+
+        parts.append("</reference_documents>")
+        return "\n".join(parts)
+
+    def _format_conversation(self, contexts: list[BaseContext]) -> str:
+        """
+        Format conversation contexts as message history.
+
+        Uses role-based message tags for clear turn delineation.
+        All content is XML-escaped to prevent prompt injection.
+        """
+        parts = ["<conversation_history>"]
+
+        for ctx in contexts:
+            role = self._escape_xml(ctx.metadata.get("role", "user"))
+            # Escape content to prevent prompt injection via fake XML tags
+            content = self._escape_xml_content(ctx.content)
+            parts.append(f'<message role="{role}">')
+            parts.append(content)
+            parts.append("</message>")
+
+        parts.append("</conversation_history>")
+        return "\n".join(parts)
+
+    def _format_tool(self, contexts: list[BaseContext]) -> str:
+        """
+        Format tool contexts as tool results.
+
+        Each tool result is wrapped with the tool name.
+        All content is XML-escaped to prevent injection.
+        """
+        parts = ["<tool_results>"]
+
+        for ctx in contexts:
+            tool_name = self._escape_xml(ctx.metadata.get("tool_name", "unknown"))
+            status = ctx.metadata.get("status", "")
+
+            if status:
+                parts.append(
+                    f'<tool_result name="{tool_name}" status="{self._escape_xml(status)}">'
+                )
+            else:
+                parts.append(f'<tool_result name="{tool_name}">')
+
+            # Escape content to prevent injection
+            parts.append(self._escape_xml_content(ctx.content))
+            parts.append("</tool_result>")
+
+        parts.append("</tool_results>")
+        return "\n".join(parts)
+
+    @staticmethod
+    def _escape_xml(text: str) -> str:
+        """Escape XML special characters in attribute values."""
+        return (
+            text.replace("&", "&amp;")
+            .replace("<", "&lt;")
+            .replace(">", "&gt;")
+            .replace('"', "&quot;")
+            .replace("'", "&apos;")
+        )
+
+    @staticmethod
+    def _escape_xml_content(text: str) -> str:
+        """
+        Escape XML special characters in element content.
+
+        This prevents XML injection attacks where malicious content
+        could break out of XML tags or inject fake tags for prompt injection.
+
+        Only escapes &, <, > since quotes don't need escaping in content.
+
+        Args:
+            text: Content text to escape
+
+        Returns:
+            XML-safe content string
+        """
+        return text.replace("&", "&amp;").replace("<", "&lt;").replace(">", "&gt;")

backend/app/services/context/adapters/openai.py

@@ -0,0 +1,160 @@
+"""
+OpenAI Model Adapter.
+
+Provides OpenAI-specific context formatting using markdown
+which GPT models understand well.
+"""
+
+from typing import Any, ClassVar
+
+from ..types import BaseContext, ContextType
+from .base import ModelAdapter
+
+
+class OpenAIAdapter(ModelAdapter):
+    """
+    OpenAI-specific context formatting adapter.
+
+    GPT models work well with markdown formatting,
+    so we use headers and structured markdown for clarity.
+
+    Features:
+    - Markdown headers for each context type
+    - Bulleted lists for document sources
+    - Bold role labels for conversations
+    - Code blocks for tool outputs
+    """
+
+    MODEL_PATTERNS: ClassVar[list[str]] = ["gpt", "openai", "o1", "o3"]
+
+    def format(
+        self,
+        contexts: list[BaseContext],
+        **kwargs: Any,
+    ) -> str:
+        """
+        Format contexts for OpenAI models.
+
+        Uses markdown formatting for structured content.
+
+        Args:
+            contexts: List of contexts to format
+            **kwargs: Additional formatting options
+
+        Returns:
+            Markdown-structured context string
+        """
+        if not contexts:
+            return ""
+
+        by_type = self.group_by_type(contexts)
+        parts: list[str] = []
+
+        for ct in self.get_type_order():
+            if ct in by_type:
+                formatted = self.format_type(by_type[ct], ct, **kwargs)
+                if formatted:
+                    parts.append(formatted)
+
+        return self.get_separator().join(parts)
+
+    def format_type(
+        self,
+        contexts: list[BaseContext],
+        context_type: ContextType,
+        **kwargs: Any,
+    ) -> str:
+        """
+        Format contexts of a specific type for OpenAI.
+
+        Args:
+            contexts: List of contexts of the same type
+            context_type: The type of contexts
+            **kwargs: Additional formatting options
+
+        Returns:
+            Markdown-formatted string for this context type
+        """
+        if not contexts:
+            return ""
+
+        if context_type == ContextType.SYSTEM:
+            return self._format_system(contexts)
+        elif context_type == ContextType.TASK:
+            return self._format_task(contexts)
+        elif context_type == ContextType.KNOWLEDGE:
+            return self._format_knowledge(contexts)
+        elif context_type == ContextType.CONVERSATION:
+            return self._format_conversation(contexts)
+        elif context_type == ContextType.TOOL:
+            return self._format_tool(contexts)
+
+        return "\n".join(c.content for c in contexts)
+
+    def _format_system(self, contexts: list[BaseContext]) -> str:
+        """Format system contexts."""
+        content = "\n\n".join(c.content for c in contexts)
+        return content
+
+    def _format_task(self, contexts: list[BaseContext]) -> str:
+        """Format task contexts."""
+        content = "\n\n".join(c.content for c in contexts)
+        return f"## Current Task\n\n{content}"
+
+    def _format_knowledge(self, contexts: list[BaseContext]) -> str:
+        """
+        Format knowledge contexts as structured documents.
+
+        Each knowledge context becomes a section with source attribution.
+        """
+        parts = ["## Reference Documents\n"]
+
+        for ctx in contexts:
+            source = ctx.source
+            score = ctx.metadata.get("score", ctx.metadata.get("relevance_score", ""))
+
+            if score:
+                parts.append(f"### Source: {source} (relevance: {score})\n")
+            else:
+                parts.append(f"### Source: {source}\n")
+
+            parts.append(ctx.content)
+            parts.append("")
+
+        return "\n".join(parts)
+
+    def _format_conversation(self, contexts: list[BaseContext]) -> str:
+        """
+        Format conversation contexts as message history.
+
+        Uses bold role labels for clear turn delineation.
+        """
+        parts = []
+
+        for ctx in contexts:
+            role = ctx.metadata.get("role", "user").upper()
+            parts.append(f"**{role}**: {ctx.content}")
+
+        return "\n\n".join(parts)
+
+    def _format_tool(self, contexts: list[BaseContext]) -> str:
+        """
+        Format tool contexts as tool results.
+
+        Each tool result is in a code block with the tool name.
+        """
+        parts = ["## Recent Tool Results\n"]
+
+        for ctx in contexts:
+            tool_name = ctx.metadata.get("tool_name", "unknown")
+            status = ctx.metadata.get("status", "")
+
+            if status:
+                parts.append(f"### Tool: {tool_name} ({status})\n")
+            else:
+                parts.append(f"### Tool: {tool_name}\n")
+
+            parts.append(f"```\n{ctx.content}\n```")
+            parts.append("")
+
+        return "\n".join(parts)

backend/app/services/context/assembly/__init__.py

@@ -0,0 +1,12 @@
+"""
+Context Assembly Module.
+
+Provides the assembly pipeline and formatting.
+"""
+
+from .pipeline import ContextPipeline, PipelineMetrics
+
+__all__ = [
+    "ContextPipeline",
+    "PipelineMetrics",
+]

backend/app/services/context/assembly/pipeline.py

@@ -0,0 +1,362 @@
+"""
+Context Assembly Pipeline.
+
+Orchestrates the full context assembly workflow:
+Gather → Count → Score → Rank → Compress → Format
+"""
+
+import asyncio
+import logging
+import time
+from dataclasses import dataclass, field
+from datetime import UTC, datetime
+from typing import TYPE_CHECKING, Any
+
+from ..adapters import get_adapter
+from ..budget import BudgetAllocator, TokenBudget, TokenCalculator
+from ..compression.truncation import ContextCompressor
+from ..config import ContextSettings, get_context_settings
+from ..exceptions import AssemblyTimeoutError
+from ..prioritization import ContextRanker
+from ..scoring import CompositeScorer
+from ..types import AssembledContext, BaseContext, ContextType
+
+if TYPE_CHECKING:
+    from app.services.mcp.client_manager import MCPClientManager
+
+logger = logging.getLogger(__name__)
+
+
+@dataclass
+class PipelineMetrics:
+    """Metrics from pipeline execution."""
+
+    start_time: datetime = field(default_factory=lambda: datetime.now(UTC))
+    end_time: datetime | None = None
+    total_contexts: int = 0
+    selected_contexts: int = 0
+    excluded_contexts: int = 0
+    compressed_contexts: int = 0
+    total_tokens: int = 0
+    assembly_time_ms: float = 0.0
+    scoring_time_ms: float = 0.0
+    compression_time_ms: float = 0.0
+    formatting_time_ms: float = 0.0
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary."""
+        return {
+            "start_time": self.start_time.isoformat(),
+            "end_time": self.end_time.isoformat() if self.end_time else None,
+            "total_contexts": self.total_contexts,
+            "selected_contexts": self.selected_contexts,
+            "excluded_contexts": self.excluded_contexts,
+            "compressed_contexts": self.compressed_contexts,
+            "total_tokens": self.total_tokens,
+            "assembly_time_ms": round(self.assembly_time_ms, 2),
+            "scoring_time_ms": round(self.scoring_time_ms, 2),
+            "compression_time_ms": round(self.compression_time_ms, 2),
+            "formatting_time_ms": round(self.formatting_time_ms, 2),
+        }
+
+
+class ContextPipeline:
+    """
+    Context assembly pipeline.
+
+    Orchestrates the full workflow of context assembly:
+    1. Validate and count tokens for all contexts
+    2. Score contexts based on relevance, recency, and priority
+    3. Rank and select contexts within budget
+    4. Compress if needed to fit remaining budget
+    5. Format for the target model
+    """
+
+    def __init__(
+        self,
+        mcp_manager: "MCPClientManager | None" = None,
+        settings: ContextSettings | None = None,
+        calculator: TokenCalculator | None = None,
+        scorer: CompositeScorer | None = None,
+        ranker: ContextRanker | None = None,
+        compressor: ContextCompressor | None = None,
+    ) -> None:
+        """
+        Initialize the context pipeline.
+
+        Args:
+            mcp_manager: MCP client manager for LLM Gateway integration
+            settings: Context settings
+            calculator: Token calculator
+            scorer: Context scorer
+            ranker: Context ranker
+            compressor: Context compressor
+        """
+        self._settings = settings or get_context_settings()
+        self._mcp = mcp_manager
+
+        # Initialize components
+        self._calculator = calculator or TokenCalculator(mcp_manager=mcp_manager)
+        self._scorer = scorer or CompositeScorer(
+            mcp_manager=mcp_manager, settings=self._settings
+        )
+        self._ranker = ranker or ContextRanker(
+            scorer=self._scorer, calculator=self._calculator
+        )
+        self._compressor = compressor or ContextCompressor(calculator=self._calculator)
+        self._allocator = BudgetAllocator(self._settings)
+
+    def set_mcp_manager(self, mcp_manager: "MCPClientManager") -> None:
+        """Set MCP manager for all components."""
+        self._mcp = mcp_manager
+        self._calculator.set_mcp_manager(mcp_manager)
+        self._scorer.set_mcp_manager(mcp_manager)
+
+    async def assemble(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        model: str,
+        max_tokens: int | None = None,
+        custom_budget: TokenBudget | None = None,
+        compress: bool = True,
+        format_output: bool = True,
+        timeout_ms: int | None = None,
+    ) -> AssembledContext:
+        """
+        Assemble context for an LLM request.
+
+        This is the main entry point for context assembly.
+
+        Args:
+            contexts: List of contexts to assemble
+            query: Query to optimize for
+            model: Target model name
+            max_tokens: Maximum total tokens (uses model default if None)
+            custom_budget: Optional pre-configured budget
+            compress: Whether to compress oversized contexts
+            format_output: Whether to format the final output
+            timeout_ms: Maximum assembly time in milliseconds
+
+        Returns:
+            AssembledContext with optimized content
+
+        Raises:
+            AssemblyTimeoutError: If assembly exceeds timeout
+        """
+        timeout = timeout_ms or self._settings.max_assembly_time_ms
+        start = time.perf_counter()
+        metrics = PipelineMetrics(total_contexts=len(contexts))
+
+        try:
+            # Create or use budget
+            if custom_budget:
+                budget = custom_budget
+            elif max_tokens:
+                budget = self._allocator.create_budget(max_tokens)
+            else:
+                budget = self._allocator.create_budget_for_model(model)
+
+            # 1. Count tokens for all contexts (with timeout enforcement)
+            try:
+                await asyncio.wait_for(
+                    self._ensure_token_counts(contexts, model),
+                    timeout=self._remaining_timeout(start, timeout),
+                )
+            except TimeoutError:
+                elapsed_ms = (time.perf_counter() - start) * 1000
+                raise AssemblyTimeoutError(
+                    message="Context assembly timed out during token counting",
+                    elapsed_ms=elapsed_ms,
+                    timeout_ms=timeout,
+                )
+
+            # Check timeout (handles edge case where operation finished just at limit)
+            self._check_timeout(start, timeout, "token counting")
+
+            # 2. Score and rank contexts (with timeout enforcement)
+            scoring_start = time.perf_counter()
+            try:
+                ranking_result = await asyncio.wait_for(
+                    self._ranker.rank(
+                        contexts=contexts,
+                        query=query,
+                        budget=budget,
+                        model=model,
+                    ),
+                    timeout=self._remaining_timeout(start, timeout),
+                )
+            except TimeoutError:
+                elapsed_ms = (time.perf_counter() - start) * 1000
+                raise AssemblyTimeoutError(
+                    message="Context assembly timed out during scoring/ranking",
+                    elapsed_ms=elapsed_ms,
+                    timeout_ms=timeout,
+                )
+            metrics.scoring_time_ms = (time.perf_counter() - scoring_start) * 1000
+
+            selected_contexts = ranking_result.selected_contexts
+            metrics.selected_contexts = len(selected_contexts)
+            metrics.excluded_contexts = len(ranking_result.excluded)
+
+            # Check timeout
+            self._check_timeout(start, timeout, "scoring")
+
+            # 3. Compress if needed and enabled (with timeout enforcement)
+            if compress and self._needs_compression(selected_contexts, budget):
+                compression_start = time.perf_counter()
+                try:
+                    selected_contexts = await asyncio.wait_for(
+                        self._compressor.compress_contexts(
+                            selected_contexts, budget, model
+                        ),
+                        timeout=self._remaining_timeout(start, timeout),
+                    )
+                except TimeoutError:
+                    elapsed_ms = (time.perf_counter() - start) * 1000
+                    raise AssemblyTimeoutError(
+                        message="Context assembly timed out during compression",
+                        elapsed_ms=elapsed_ms,
+                        timeout_ms=timeout,
+                    )
+                metrics.compression_time_ms = (
+                    time.perf_counter() - compression_start
+                ) * 1000
+                metrics.compressed_contexts = sum(
+                    1 for c in selected_contexts if c.metadata.get("truncated", False)
+                )
+
+            # Check timeout
+            self._check_timeout(start, timeout, "compression")
+
+            # 4. Format output
+            formatting_start = time.perf_counter()
+            if format_output:
+                formatted_content = self._format_contexts(selected_contexts, model)
+            else:
+                formatted_content = "\n\n".join(c.content for c in selected_contexts)
+            metrics.formatting_time_ms = (time.perf_counter() - formatting_start) * 1000
+
+            # Calculate final metrics
+            total_tokens = sum(c.token_count or 0 for c in selected_contexts)
+            metrics.total_tokens = total_tokens
+            metrics.assembly_time_ms = (time.perf_counter() - start) * 1000
+            metrics.end_time = datetime.now(UTC)
+
+            return AssembledContext(
+                content=formatted_content,
+                total_tokens=total_tokens,
+                context_count=len(selected_contexts),
+                assembly_time_ms=metrics.assembly_time_ms,
+                model=model,
+                contexts=selected_contexts,
+                excluded_count=metrics.excluded_contexts,
+                metadata={
+                    "metrics": metrics.to_dict(),
+                    "query": query,
+                    "budget": budget.to_dict(),
+                },
+            )
+
+        except AssemblyTimeoutError:
+            raise
+        except Exception as e:
+            logger.error(f"Context assembly failed: {e}", exc_info=True)
+            raise
+
+    async def _ensure_token_counts(
+        self,
+        contexts: list[BaseContext],
+        model: str | None = None,
+    ) -> None:
+        """Ensure all contexts have token counts."""
+        tasks = []
+        for context in contexts:
+            if context.token_count is None:
+                tasks.append(self._count_and_set(context, model))
+
+        if tasks:
+            await asyncio.gather(*tasks)
+
+    async def _count_and_set(
+        self,
+        context: BaseContext,
+        model: str | None = None,
+    ) -> None:
+        """Count tokens and set on context."""
+        count = await self._calculator.count_tokens(context.content, model)
+        context.token_count = count
+
+    def _needs_compression(
+        self,
+        contexts: list[BaseContext],
+        budget: TokenBudget,
+    ) -> bool:
+        """Check if any contexts exceed their type budget."""
+        # Group by type and check totals
+        by_type: dict[ContextType, int] = {}
+        for context in contexts:
+            ct = context.get_type()
+            by_type[ct] = by_type.get(ct, 0) + (context.token_count or 0)
+
+        for ct, total in by_type.items():
+            if total > budget.get_allocation(ct):
+                return True
+
+        # Also check if utilization exceeds threshold
+        return budget.utilization() > self._settings.compression_threshold
+
+    def _format_contexts(
+        self,
+        contexts: list[BaseContext],
+        model: str,
+    ) -> str:
+        """
+        Format contexts for the target model.
+
+        Uses model-specific adapters (ClaudeAdapter, OpenAIAdapter, etc.)
+        to format contexts optimally for each model family.
+
+        Args:
+            contexts: Contexts to format
+            model: Target model name
+
+        Returns:
+            Formatted context string
+        """
+        adapter = get_adapter(model)
+        return adapter.format(contexts)
+
+    def _check_timeout(
+        self,
+        start: float,
+        timeout_ms: int,
+        phase: str,
+    ) -> None:
+        """Check if timeout exceeded and raise if so."""
+        elapsed_ms = (time.perf_counter() - start) * 1000
+        if elapsed_ms >= timeout_ms:
+            raise AssemblyTimeoutError(
+                message=f"Context assembly timed out during {phase}",
+                elapsed_ms=elapsed_ms,
+                timeout_ms=timeout_ms,
+            )
+
+    def _remaining_timeout(self, start: float, timeout_ms: int) -> float:
+        """
+        Calculate remaining timeout in seconds for asyncio.wait_for.
+
+        Returns at least a small positive value to avoid immediate timeout
+        edge cases with wait_for.
+
+        Args:
+            start: Start time from time.perf_counter()
+            timeout_ms: Total timeout in milliseconds
+
+        Returns:
+            Remaining timeout in seconds (minimum 0.001)
+        """
+        elapsed_ms = (time.perf_counter() - start) * 1000
+        remaining_ms = timeout_ms - elapsed_ms
+        # Return at least 1ms to avoid zero/negative timeout edge cases
+        return max(remaining_ms / 1000.0, 0.001)

backend/app/services/context/budget/__init__.py

@@ -0,0 +1,14 @@
+"""
+Token Budget Management Module.
+
+Provides token counting and budget allocation.
+"""
+
+from .allocator import BudgetAllocator, TokenBudget
+from .calculator import TokenCalculator
+
+__all__ = [
+    "BudgetAllocator",
+    "TokenBudget",
+    "TokenCalculator",
+]

backend/app/services/context/budget/allocator.py

@@ -0,0 +1,444 @@
+"""
+Token Budget Allocator for Context Management.
+
+Manages token budget allocation across context types.
+"""
+
+from dataclasses import dataclass, field
+from typing import Any
+
+from ..config import ContextSettings, get_context_settings
+from ..exceptions import BudgetExceededError
+from ..types import ContextType
+
+
+@dataclass
+class TokenBudget:
+    """
+    Token budget allocation and tracking.
+
+    Tracks allocated tokens per context type and
+    monitors usage to prevent overflows.
+    """
+
+    # Total budget
+    total: int
+
+    # Allocated per type
+    system: int = 0
+    task: int = 0
+    knowledge: int = 0
+    conversation: int = 0
+    tools: int = 0
+    memory: int = 0  # Agent memory (working, episodic, semantic, procedural)
+    response_reserve: int = 0
+    buffer: int = 0
+
+    # Usage tracking
+    used: dict[str, int] = field(default_factory=dict)
+
+    def __post_init__(self) -> None:
+        """Initialize usage tracking."""
+        if not self.used:
+            self.used = {ct.value: 0 for ct in ContextType}
+
+    def get_allocation(self, context_type: ContextType | str) -> int:
+        """
+        Get allocated tokens for a context type.
+
+        Args:
+            context_type: Context type to get allocation for
+
+        Returns:
+            Allocated token count
+        """
+        if isinstance(context_type, ContextType):
+            context_type = context_type.value
+
+        allocation_map = {
+            "system": self.system,
+            "task": self.task,
+            "knowledge": self.knowledge,
+            "conversation": self.conversation,
+            "tool": self.tools,
+            "memory": self.memory,
+        }
+        return allocation_map.get(context_type, 0)
+
+    def get_used(self, context_type: ContextType | str) -> int:
+        """
+        Get used tokens for a context type.
+
+        Args:
+            context_type: Context type to check
+
+        Returns:
+            Used token count
+        """
+        if isinstance(context_type, ContextType):
+            context_type = context_type.value
+        return self.used.get(context_type, 0)
+
+    def remaining(self, context_type: ContextType | str) -> int:
+        """
+        Get remaining tokens for a context type.
+
+        Args:
+            context_type: Context type to check
+
+        Returns:
+            Remaining token count
+        """
+        allocated = self.get_allocation(context_type)
+        used = self.get_used(context_type)
+        return max(0, allocated - used)
+
+    def total_remaining(self) -> int:
+        """
+        Get total remaining tokens across all types.
+
+        Returns:
+            Total remaining tokens
+        """
+        total_used = sum(self.used.values())
+        usable = self.total - self.response_reserve - self.buffer
+        return max(0, usable - total_used)
+
+    def total_used(self) -> int:
+        """
+        Get total used tokens.
+
+        Returns:
+            Total used tokens
+        """
+        return sum(self.used.values())
+
+    def can_fit(self, context_type: ContextType | str, tokens: int) -> bool:
+        """
+        Check if tokens fit within budget for a type.
+
+        Args:
+            context_type: Context type to check
+            tokens: Number of tokens to fit
+
+        Returns:
+            True if tokens fit within remaining budget
+        """
+        return tokens <= self.remaining(context_type)
+
+    def allocate(
+        self,
+        context_type: ContextType | str,
+        tokens: int,
+        force: bool = False,
+    ) -> bool:
+        """
+        Allocate (use) tokens from a context type's budget.
+
+        Args:
+            context_type: Context type to allocate from
+            tokens: Number of tokens to allocate
+            force: If True, allow exceeding budget
+
+        Returns:
+            True if allocation succeeded
+
+        Raises:
+            BudgetExceededError: If tokens exceed budget and force=False
+        """
+        if isinstance(context_type, ContextType):
+            context_type = context_type.value
+
+        if not force and not self.can_fit(context_type, tokens):
+            raise BudgetExceededError(
+                message=f"Token budget exceeded for {context_type}",
+                allocated=self.get_allocation(context_type),
+                requested=self.get_used(context_type) + tokens,
+                context_type=context_type,
+            )
+
+        self.used[context_type] = self.used.get(context_type, 0) + tokens
+        return True
+
+    def deallocate(
+        self,
+        context_type: ContextType | str,
+        tokens: int,
+    ) -> None:
+        """
+        Deallocate (return) tokens to a context type's budget.
+
+        Args:
+            context_type: Context type to return to
+            tokens: Number of tokens to return
+        """
+        if isinstance(context_type, ContextType):
+            context_type = context_type.value
+
+        current = self.used.get(context_type, 0)
+        self.used[context_type] = max(0, current - tokens)
+
+    def reset(self) -> None:
+        """Reset all usage tracking."""
+        self.used = {ct.value: 0 for ct in ContextType}
+
+    def utilization(self, context_type: ContextType | str | None = None) -> float:
+        """
+        Get budget utilization percentage.
+
+        Args:
+            context_type: Specific type or None for total
+
+        Returns:
+            Utilization as a fraction (0.0 to 1.0+)
+        """
+        if context_type is None:
+            usable = self.total - self.response_reserve - self.buffer
+            if usable <= 0:
+                return 0.0
+            return self.total_used() / usable
+
+        allocated = self.get_allocation(context_type)
+        if allocated <= 0:
+            return 0.0
+        return self.get_used(context_type) / allocated
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert budget to dictionary."""
+        return {
+            "total": self.total,
+            "allocations": {
+                "system": self.system,
+                "task": self.task,
+                "knowledge": self.knowledge,
+                "conversation": self.conversation,
+                "tools": self.tools,
+                "memory": self.memory,
+                "response_reserve": self.response_reserve,
+                "buffer": self.buffer,
+            },
+            "used": dict(self.used),
+            "remaining": {ct.value: self.remaining(ct) for ct in ContextType},
+            "total_used": self.total_used(),
+            "total_remaining": self.total_remaining(),
+            "utilization": round(self.utilization(), 3),
+        }
+
+
+class BudgetAllocator:
+    """
+    Budget allocator for context management.
+
+    Creates token budgets based on configuration and
+    model context window sizes.
+    """
+
+    def __init__(self, settings: ContextSettings | None = None) -> None:
+        """
+        Initialize budget allocator.
+
+        Args:
+            settings: Context settings (uses default if None)
+        """
+        self._settings = settings or get_context_settings()
+
+    def create_budget(
+        self,
+        total_tokens: int,
+        custom_allocations: dict[str, float] | None = None,
+    ) -> TokenBudget:
+        """
+        Create a token budget with allocations.
+
+        Args:
+            total_tokens: Total available tokens
+            custom_allocations: Optional custom allocation percentages
+
+        Returns:
+            TokenBudget with allocations set
+        """
+        # Use custom or default allocations
+        if custom_allocations:
+            alloc = custom_allocations
+        else:
+            alloc = self._settings.get_budget_allocation()
+
+        return TokenBudget(
+            total=total_tokens,
+            system=int(total_tokens * alloc.get("system", 0.05)),
+            task=int(total_tokens * alloc.get("task", 0.10)),
+            knowledge=int(total_tokens * alloc.get("knowledge", 0.30)),
+            conversation=int(total_tokens * alloc.get("conversation", 0.15)),
+            tools=int(total_tokens * alloc.get("tools", 0.05)),
+            memory=int(total_tokens * alloc.get("memory", 0.15)),
+            response_reserve=int(total_tokens * alloc.get("response", 0.15)),
+            buffer=int(total_tokens * alloc.get("buffer", 0.05)),
+        )
+
+    def adjust_budget(
+        self,
+        budget: TokenBudget,
+        context_type: ContextType | str,
+        adjustment: int,
+    ) -> TokenBudget:
+        """
+        Adjust a specific allocation in a budget.
+
+        Takes tokens from buffer and adds to specified type.
+
+        Args:
+            budget: Budget to adjust
+            context_type: Type to adjust
+            adjustment: Positive to increase, negative to decrease
+
+        Returns:
+            Adjusted budget
+        """
+        if isinstance(context_type, ContextType):
+            context_type = context_type.value
+
+        # Calculate adjustment (limited by buffer for increases, by current allocation for decreases)
+        if adjustment > 0:
+            # Taking from buffer - limited by available buffer
+            actual_adjustment = min(adjustment, budget.buffer)
+            budget.buffer -= actual_adjustment
+        else:
+            # Returning to buffer - limited by current allocation of target type
+            current_allocation = budget.get_allocation(context_type)
+            # Can't return more than current allocation
+            actual_adjustment = max(adjustment, -current_allocation)
+            # Add returned tokens back to buffer (adjustment is negative, so subtract)
+            budget.buffer -= actual_adjustment
+
+        # Apply to target type
+        if context_type == "system":
+            budget.system = max(0, budget.system + actual_adjustment)
+        elif context_type == "task":
+            budget.task = max(0, budget.task + actual_adjustment)
+        elif context_type == "knowledge":
+            budget.knowledge = max(0, budget.knowledge + actual_adjustment)
+        elif context_type == "conversation":
+            budget.conversation = max(0, budget.conversation + actual_adjustment)
+        elif context_type == "tool":
+            budget.tools = max(0, budget.tools + actual_adjustment)
+        elif context_type == "memory":
+            budget.memory = max(0, budget.memory + actual_adjustment)
+
+        return budget
+
+    def rebalance_budget(
+        self,
+        budget: TokenBudget,
+        prioritize: list[ContextType] | None = None,
+    ) -> TokenBudget:
+        """
+        Rebalance budget based on actual usage.
+
+        Moves unused allocations to prioritized types.
+
+        Args:
+            budget: Budget to rebalance
+            prioritize: Types to prioritize (in order)
+
+        Returns:
+            Rebalanced budget
+        """
+        if prioritize is None:
+            prioritize = [
+                ContextType.KNOWLEDGE,
+                ContextType.MEMORY,
+                ContextType.TASK,
+                ContextType.SYSTEM,
+            ]
+
+        # Calculate unused tokens per type
+        unused: dict[str, int] = {}
+        for ct in ContextType:
+            remaining = budget.remaining(ct)
+            if remaining > 0:
+                unused[ct.value] = remaining
+
+        # Calculate total reclaimable (excluding prioritized types)
+        prioritize_values = {ct.value for ct in prioritize}
+        reclaimable = sum(
+            tokens for ct, tokens in unused.items() if ct not in prioritize_values
+        )
+
+        # Redistribute to prioritized types that are near capacity
+        for ct in prioritize:
+            utilization = budget.utilization(ct)
+
+            if utilization > 0.8:  # Near capacity
+                # Give more tokens from reclaimable pool
+                bonus = min(reclaimable, budget.get_allocation(ct) // 2)
+                self.adjust_budget(budget, ct, bonus)
+                reclaimable -= bonus
+
+            if reclaimable <= 0:
+                break
+
+        return budget
+
+    def get_model_context_size(self, model: str) -> int:
+        """
+        Get context window size for a model.
+
+        Args:
+            model: Model name
+
+        Returns:
+            Context window size in tokens
+        """
+        # Common model context sizes
+        context_sizes = {
+            "claude-3-opus": 200000,
+            "claude-3-sonnet": 200000,
+            "claude-3-haiku": 200000,
+            "claude-3-5-sonnet": 200000,
+            "claude-3-5-haiku": 200000,
+            "claude-opus-4": 200000,
+            "gpt-4-turbo": 128000,
+            "gpt-4": 8192,
+            "gpt-4-32k": 32768,
+            "gpt-4o": 128000,
+            "gpt-4o-mini": 128000,
+            "gpt-3.5-turbo": 16385,
+            "gemini-1.5-pro": 2000000,
+            "gemini-1.5-flash": 1000000,
+            "gemini-2.0-flash": 1000000,
+            "qwen-plus": 32000,
+            "qwen-turbo": 8000,
+            "deepseek-chat": 64000,
+            "deepseek-reasoner": 64000,
+        }
+
+        # Check exact match first
+        model_lower = model.lower()
+        if model_lower in context_sizes:
+            return context_sizes[model_lower]
+
+        # Check prefix match
+        for model_name, size in context_sizes.items():
+            if model_lower.startswith(model_name):
+                return size
+
+        # Default fallback
+        return 8192
+
+    def create_budget_for_model(
+        self,
+        model: str,
+        custom_allocations: dict[str, float] | None = None,
+    ) -> TokenBudget:
+        """
+        Create a budget based on model's context window.
+
+        Args:
+            model: Model name
+            custom_allocations: Optional custom allocation percentages
+
+        Returns:
+            TokenBudget sized for the model
+        """
+        context_size = self.get_model_context_size(model)
+        return self.create_budget(context_size, custom_allocations)

backend/app/services/context/budget/calculator.py

@@ -0,0 +1,285 @@
+"""
+Token Calculator for Context Management.
+
+Provides token counting with caching and fallback estimation.
+Integrates with LLM Gateway for accurate counts.
+"""
+
+import hashlib
+import logging
+from typing import TYPE_CHECKING, Any, ClassVar, Protocol
+
+if TYPE_CHECKING:
+    from app.services.mcp.client_manager import MCPClientManager
+
+logger = logging.getLogger(__name__)
+
+
+class TokenCounterProtocol(Protocol):
+    """Protocol for token counting implementations."""
+
+    async def count_tokens(
+        self,
+        text: str,
+        model: str | None = None,
+    ) -> int:
+        """Count tokens in text."""
+        ...
+
+
+class TokenCalculator:
+    """
+    Token calculator with LLM Gateway integration.
+
+    Features:
+    - In-memory caching for repeated text
+    - Fallback to character-based estimation
+    - Model-specific counting when possible
+
+    The calculator uses the LLM Gateway's count_tokens tool
+    for accurate counting, with a local cache to avoid
+    repeated calls for the same content.
+    """
+
+    # Default characters per token ratio for estimation
+    DEFAULT_CHARS_PER_TOKEN: ClassVar[float] = 4.0
+
+    # Model-specific ratios (more accurate estimation)
+    MODEL_CHAR_RATIOS: ClassVar[dict[str, float]] = {
+        "claude": 3.5,
+        "gpt-4": 4.0,
+        "gpt-3.5": 4.0,
+        "gemini": 4.0,
+    }
+
+    def __init__(
+        self,
+        mcp_manager: "MCPClientManager | None" = None,
+        project_id: str = "system",
+        agent_id: str = "context-engine",
+        cache_enabled: bool = True,
+        cache_max_size: int = 10000,
+    ) -> None:
+        """
+        Initialize token calculator.
+
+        Args:
+            mcp_manager: MCP client manager for LLM Gateway calls
+            project_id: Project ID for LLM Gateway calls
+            agent_id: Agent ID for LLM Gateway calls
+            cache_enabled: Whether to enable in-memory caching
+            cache_max_size: Maximum cache entries
+        """
+        self._mcp = mcp_manager
+        self._project_id = project_id
+        self._agent_id = agent_id
+        self._cache_enabled = cache_enabled
+        self._cache_max_size = cache_max_size
+
+        # In-memory cache: hash(model:text) -> token_count
+        self._cache: dict[str, int] = {}
+        self._cache_hits = 0
+        self._cache_misses = 0
+
+    def _get_cache_key(self, text: str, model: str | None) -> str:
+        """Generate cache key from text and model."""
+        # Use hash for efficient storage
+        content = f"{model or 'default'}:{text}"
+        return hashlib.sha256(content.encode()).hexdigest()[:32]
+
+    def _check_cache(self, cache_key: str) -> int | None:
+        """Check cache for existing count."""
+        if not self._cache_enabled:
+            return None
+
+        if cache_key in self._cache:
+            self._cache_hits += 1
+            return self._cache[cache_key]
+
+        self._cache_misses += 1
+        return None
+
+    def _store_cache(self, cache_key: str, count: int) -> None:
+        """Store count in cache."""
+        if not self._cache_enabled:
+            return
+
+        # Simple LRU-like eviction: remove oldest entries when full
+        if len(self._cache) >= self._cache_max_size:
+            # Remove first 10% of entries
+            entries_to_remove = self._cache_max_size // 10
+            keys_to_remove = list(self._cache.keys())[:entries_to_remove]
+            for key in keys_to_remove:
+                del self._cache[key]
+
+        self._cache[cache_key] = count
+
+    def estimate_tokens(self, text: str, model: str | None = None) -> int:
+        """
+        Estimate token count based on character count.
+
+        This is a fast fallback when LLM Gateway is unavailable.
+
+        Args:
+            text: Text to count
+            model: Optional model for more accurate ratio
+
+        Returns:
+            Estimated token count
+        """
+        if not text:
+            return 0
+
+        # Get model-specific ratio
+        ratio = self.DEFAULT_CHARS_PER_TOKEN
+        if model:
+            model_lower = model.lower()
+            for model_prefix, model_ratio in self.MODEL_CHAR_RATIOS.items():
+                if model_prefix in model_lower:
+                    ratio = model_ratio
+                    break
+
+        return max(1, int(len(text) / ratio))
+
+    async def count_tokens(
+        self,
+        text: str,
+        model: str | None = None,
+    ) -> int:
+        """
+        Count tokens in text.
+
+        Uses LLM Gateway for accurate counts with fallback to estimation.
+
+        Args:
+            text: Text to count
+            model: Optional model for accurate counting
+
+        Returns:
+            Token count
+        """
+        if not text:
+            return 0
+
+        # Check cache first
+        cache_key = self._get_cache_key(text, model)
+        cached = self._check_cache(cache_key)
+        if cached is not None:
+            return cached
+
+        # Try LLM Gateway
+        if self._mcp is not None:
+            try:
+                result = await self._mcp.call_tool(
+                    server="llm-gateway",
+                    tool="count_tokens",
+                    args={
+                        "project_id": self._project_id,
+                        "agent_id": self._agent_id,
+                        "text": text,
+                        "model": model,
+                    },
+                )
+
+                # Parse result
+                if result.success and result.data:
+                    count = self._parse_token_count(result.data)
+                    if count is not None:
+                        self._store_cache(cache_key, count)
+                        return count
+
+            except Exception as e:
+                logger.warning(f"LLM Gateway token count failed, using estimation: {e}")
+
+        # Fallback to estimation
+        count = self.estimate_tokens(text, model)
+        self._store_cache(cache_key, count)
+        return count
+
+    def _parse_token_count(self, data: Any) -> int | None:
+        """Parse token count from LLM Gateway response."""
+        if isinstance(data, dict):
+            if "token_count" in data:
+                return int(data["token_count"])
+            if "tokens" in data:
+                return int(data["tokens"])
+            if "count" in data:
+                return int(data["count"])
+
+        if isinstance(data, int):
+            return data
+
+        if isinstance(data, str):
+            # Try to parse from text content
+            try:
+                # Handle {"token_count": 123} or just "123"
+                import json
+
+                parsed = json.loads(data)
+                if isinstance(parsed, dict) and "token_count" in parsed:
+                    return int(parsed["token_count"])
+                if isinstance(parsed, int):
+                    return parsed
+            except (json.JSONDecodeError, ValueError):
+                # Try direct int conversion
+                try:
+                    return int(data)
+                except ValueError:
+                    pass
+
+        return None
+
+    async def count_tokens_batch(
+        self,
+        texts: list[str],
+        model: str | None = None,
+    ) -> list[int]:
+        """
+        Count tokens for multiple texts.
+
+        Efficient batch counting with caching and parallel execution.
+
+        Args:
+            texts: List of texts to count
+            model: Optional model for accurate counting
+
+        Returns:
+            List of token counts (same order as input)
+        """
+        import asyncio
+
+        if not texts:
+            return []
+
+        # Execute all token counts in parallel for better performance
+        tasks = [self.count_tokens(text, model) for text in texts]
+        return await asyncio.gather(*tasks)
+
+    def clear_cache(self) -> None:
+        """Clear the token count cache."""
+        self._cache.clear()
+        self._cache_hits = 0
+        self._cache_misses = 0
+
+    def get_cache_stats(self) -> dict[str, Any]:
+        """Get cache statistics."""
+        total = self._cache_hits + self._cache_misses
+        hit_rate = self._cache_hits / total if total > 0 else 0.0
+
+        return {
+            "enabled": self._cache_enabled,
+            "size": len(self._cache),
+            "max_size": self._cache_max_size,
+            "hits": self._cache_hits,
+            "misses": self._cache_misses,
+            "hit_rate": round(hit_rate, 3),
+        }
+
+    def set_mcp_manager(self, mcp_manager: "MCPClientManager") -> None:
+        """
+        Set the MCP manager (for lazy initialization).
+
+        Args:
+            mcp_manager: MCP client manager instance
+        """
+        self._mcp = mcp_manager

backend/app/services/context/cache/__init__.py

@@ -0,0 +1,11 @@
+"""
+Context Cache Module.
+
+Provides Redis-based caching for assembled contexts.
+"""
+
+from .context_cache import ContextCache
+
+__all__ = [
+    "ContextCache",
+]

backend/app/services/context/cache/context_cache.py

@@ -0,0 +1,434 @@
+"""
+Context Cache Implementation.
+
+Provides Redis-based caching for context operations including
+assembled contexts, token counts, and scoring results.
+"""
+
+import hashlib
+import json
+import logging
+from typing import TYPE_CHECKING, Any
+
+from ..config import ContextSettings, get_context_settings
+from ..exceptions import CacheError
+from ..types import AssembledContext, BaseContext
+
+if TYPE_CHECKING:
+    from redis.asyncio import Redis
+
+logger = logging.getLogger(__name__)
+
+
+class ContextCache:
+    """
+    Redis-based caching for context operations.
+
+    Provides caching for:
+    - Assembled contexts (fingerprint-based)
+    - Token counts (content hash-based)
+    - Scoring results (context + query hash-based)
+
+    Cache keys use a hierarchical structure:
+    - ctx:assembled:{fingerprint}
+    - ctx:tokens:{model}:{content_hash}
+    - ctx:score:{scorer}:{context_hash}:{query_hash}
+    """
+
+    def __init__(
+        self,
+        redis: "Redis | None" = None,
+        settings: ContextSettings | None = None,
+    ) -> None:
+        """
+        Initialize the context cache.
+
+        Args:
+            redis: Redis connection (optional for testing)
+            settings: Cache settings
+        """
+        self._redis = redis
+        self._settings = settings or get_context_settings()
+        self._prefix = self._settings.cache_prefix
+        self._ttl = self._settings.cache_ttl_seconds
+
+        # In-memory fallback cache when Redis unavailable
+        self._memory_cache: dict[str, tuple[str, float]] = {}
+        self._max_memory_items = self._settings.cache_memory_max_items
+
+    def set_redis(self, redis: "Redis") -> None:
+        """Set Redis connection."""
+        self._redis = redis
+
+    @property
+    def is_enabled(self) -> bool:
+        """Check if caching is enabled and available."""
+        return self._settings.cache_enabled and self._redis is not None
+
+    def _cache_key(self, *parts: str) -> str:
+        """
+        Build a cache key from parts.
+
+        Args:
+            *parts: Key components
+
+        Returns:
+            Colon-separated cache key
+        """
+        return f"{self._prefix}:{':'.join(parts)}"
+
+    @staticmethod
+    def _hash_content(content: str) -> str:
+        """
+        Compute hash of content for cache key.
+
+        Args:
+            content: Content to hash
+
+        Returns:
+            32-character hex hash
+        """
+        return hashlib.sha256(content.encode()).hexdigest()[:32]
+
+    def compute_fingerprint(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        model: str,
+        project_id: str | None = None,
+        agent_id: str | None = None,
+    ) -> str:
+        """
+        Compute a fingerprint for a context assembly request.
+
+        The fingerprint is based on:
+        - Project and agent IDs (for tenant isolation)
+        - Context content hash and metadata (not full content for performance)
+        - Query string
+        - Target model
+
+        SECURITY: project_id and agent_id MUST be included to prevent
+        cross-tenant cache pollution. Without these, one tenant could
+        receive cached contexts from another tenant with the same query.
+
+        Args:
+            contexts: List of contexts
+            query: Query string
+            model: Model name
+            project_id: Project ID for tenant isolation
+            agent_id: Agent ID for tenant isolation
+
+        Returns:
+            32-character hex fingerprint
+        """
+        # Build a deterministic representation using content hashes for performance
+        # This avoids JSON serializing potentially large content strings
+        context_data = []
+        for ctx in contexts:
+            context_data.append(
+                {
+                    "type": ctx.get_type().value,
+                    "content_hash": self._hash_content(
+                        ctx.content
+                    ),  # Hash instead of full content
+                    "source": ctx.source,
+                    "priority": ctx.priority,  # Already an int
+                }
+            )
+
+        data = {
+            # CRITICAL: Include tenant identifiers for cache isolation
+            "project_id": project_id or "",
+            "agent_id": agent_id or "",
+            "contexts": context_data,
+            "query": query,
+            "model": model,
+        }
+
+        content = json.dumps(data, sort_keys=True)
+        return self._hash_content(content)
+
+    async def get_assembled(
+        self,
+        fingerprint: str,
+    ) -> AssembledContext | None:
+        """
+        Get cached assembled context by fingerprint.
+
+        Args:
+            fingerprint: Assembly fingerprint
+
+        Returns:
+            Cached AssembledContext or None if not found
+        """
+        if not self.is_enabled:
+            return None
+
+        key = self._cache_key("assembled", fingerprint)
+
+        try:
+            data = await self._redis.get(key)  # type: ignore
+            if data:
+                logger.debug(f"Cache hit for assembled context: {fingerprint}")
+                result = AssembledContext.from_json(data)
+                result.cache_hit = True
+                result.cache_key = fingerprint
+                return result
+        except Exception as e:
+            logger.warning(f"Cache get error: {e}")
+            raise CacheError(f"Failed to get assembled context: {e}") from e
+
+        return None
+
+    async def set_assembled(
+        self,
+        fingerprint: str,
+        context: AssembledContext,
+        ttl: int | None = None,
+    ) -> None:
+        """
+        Cache an assembled context.
+
+        Args:
+            fingerprint: Assembly fingerprint
+            context: Assembled context to cache
+            ttl: Optional TTL override in seconds
+        """
+        if not self.is_enabled:
+            return
+
+        key = self._cache_key("assembled", fingerprint)
+        expire = ttl or self._ttl
+
+        try:
+            await self._redis.setex(key, expire, context.to_json())  # type: ignore
+            logger.debug(f"Cached assembled context: {fingerprint}")
+        except Exception as e:
+            logger.warning(f"Cache set error: {e}")
+            raise CacheError(f"Failed to cache assembled context: {e}") from e
+
+    async def get_token_count(
+        self,
+        content: str,
+        model: str | None = None,
+    ) -> int | None:
+        """
+        Get cached token count.
+
+        Args:
+            content: Content to look up
+            model: Model name for model-specific tokenization
+
+        Returns:
+            Cached token count or None if not found
+        """
+        model_key = model or "default"
+        content_hash = self._hash_content(content)
+        key = self._cache_key("tokens", model_key, content_hash)
+
+        # Try in-memory first
+        if key in self._memory_cache:
+            return int(self._memory_cache[key][0])
+
+        if not self.is_enabled:
+            return None
+
+        try:
+            data = await self._redis.get(key)  # type: ignore
+            if data:
+                count = int(data)
+                # Store in memory for faster subsequent access
+                self._set_memory(key, str(count))
+                return count
+        except Exception as e:
+            logger.warning(f"Cache get error for tokens: {e}")
+
+        return None
+
+    async def set_token_count(
+        self,
+        content: str,
+        count: int,
+        model: str | None = None,
+        ttl: int | None = None,
+    ) -> None:
+        """
+        Cache a token count.
+
+        Args:
+            content: Content that was counted
+            count: Token count
+            model: Model name
+            ttl: Optional TTL override in seconds
+        """
+        model_key = model or "default"
+        content_hash = self._hash_content(content)
+        key = self._cache_key("tokens", model_key, content_hash)
+        expire = ttl or self._ttl
+
+        # Always store in memory
+        self._set_memory(key, str(count))
+
+        if not self.is_enabled:
+            return
+
+        try:
+            await self._redis.setex(key, expire, str(count))  # type: ignore
+        except Exception as e:
+            logger.warning(f"Cache set error for tokens: {e}")
+
+    async def get_score(
+        self,
+        scorer_name: str,
+        context_id: str,
+        query: str,
+    ) -> float | None:
+        """
+        Get cached score.
+
+        Args:
+            scorer_name: Name of the scorer
+            context_id: Context identifier
+            query: Query string
+
+        Returns:
+            Cached score or None if not found
+        """
+        query_hash = self._hash_content(query)[:16]
+        key = self._cache_key("score", scorer_name, context_id, query_hash)
+
+        # Try in-memory first
+        if key in self._memory_cache:
+            return float(self._memory_cache[key][0])
+
+        if not self.is_enabled:
+            return None
+
+        try:
+            data = await self._redis.get(key)  # type: ignore
+            if data:
+                score = float(data)
+                self._set_memory(key, str(score))
+                return score
+        except Exception as e:
+            logger.warning(f"Cache get error for score: {e}")
+
+        return None
+
+    async def set_score(
+        self,
+        scorer_name: str,
+        context_id: str,
+        query: str,
+        score: float,
+        ttl: int | None = None,
+    ) -> None:
+        """
+        Cache a score.
+
+        Args:
+            scorer_name: Name of the scorer
+            context_id: Context identifier
+            query: Query string
+            score: Score value
+            ttl: Optional TTL override in seconds
+        """
+        query_hash = self._hash_content(query)[:16]
+        key = self._cache_key("score", scorer_name, context_id, query_hash)
+        expire = ttl or self._ttl
+
+        # Always store in memory
+        self._set_memory(key, str(score))
+
+        if not self.is_enabled:
+            return
+
+        try:
+            await self._redis.setex(key, expire, str(score))  # type: ignore
+        except Exception as e:
+            logger.warning(f"Cache set error for score: {e}")
+
+    async def invalidate(self, pattern: str) -> int:
+        """
+        Invalidate cache entries matching a pattern.
+
+        Args:
+            pattern: Key pattern (supports * wildcard)
+
+        Returns:
+            Number of keys deleted
+        """
+        if not self.is_enabled:
+            return 0
+
+        full_pattern = self._cache_key(pattern)
+        deleted = 0
+
+        try:
+            async for key in self._redis.scan_iter(match=full_pattern):  # type: ignore
+                await self._redis.delete(key)  # type: ignore
+                deleted += 1
+
+            logger.info(f"Invalidated {deleted} cache entries matching {pattern}")
+        except Exception as e:
+            logger.warning(f"Cache invalidation error: {e}")
+            raise CacheError(f"Failed to invalidate cache: {e}") from e
+
+        return deleted
+
+    async def clear_all(self) -> int:
+        """
+        Clear all context cache entries.
+
+        Returns:
+            Number of keys deleted
+        """
+        self._memory_cache.clear()
+        return await self.invalidate("*")
+
+    def _set_memory(self, key: str, value: str) -> None:
+        """
+        Set a value in the memory cache.
+
+        Uses LRU-style eviction when max items reached.
+
+        Args:
+            key: Cache key
+            value: Value to store
+        """
+        import time
+
+        if len(self._memory_cache) >= self._max_memory_items:
+            # Evict oldest entries
+            sorted_keys = sorted(
+                self._memory_cache.keys(),
+                key=lambda k: self._memory_cache[k][1],
+            )
+            for k in sorted_keys[: len(sorted_keys) // 2]:
+                del self._memory_cache[k]
+
+        self._memory_cache[key] = (value, time.time())
+
+    async def get_stats(self) -> dict[str, Any]:
+        """
+        Get cache statistics.
+
+        Returns:
+            Dictionary with cache stats
+        """
+        stats = {
+            "enabled": self._settings.cache_enabled,
+            "redis_available": self._redis is not None,
+            "memory_items": len(self._memory_cache),
+            "ttl_seconds": self._ttl,
+        }
+
+        if self.is_enabled:
+            try:
+                # Get Redis info
+                info = await self._redis.info("memory")  # type: ignore
+                stats["redis_memory_used"] = info.get("used_memory_human", "unknown")
+            except Exception as e:
+                logger.debug(f"Failed to get Redis stats: {e}")
+
+        return stats

backend/app/services/context/compression/__init__.py

@@ -0,0 +1,13 @@
+"""
+Context Compression Module.
+
+Provides truncation and compression strategies.
+"""
+
+from .truncation import ContextCompressor, TruncationResult, TruncationStrategy
+
+__all__ = [
+    "ContextCompressor",
+    "TruncationResult",
+    "TruncationStrategy",
+]

backend/app/services/context/compression/truncation.py

@@ -0,0 +1,453 @@
+"""
+Smart Truncation for Context Compression.
+
+Provides intelligent truncation strategies to reduce context size
+while preserving the most important information.
+"""
+
+import logging
+import re
+from dataclasses import dataclass
+from typing import TYPE_CHECKING
+
+from ..config import ContextSettings, get_context_settings
+from ..types import BaseContext, ContextType
+
+if TYPE_CHECKING:
+    from ..budget import TokenBudget, TokenCalculator
+
+logger = logging.getLogger(__name__)
+
+
+def _estimate_tokens(text: str, model: str | None = None) -> int:
+    """
+    Estimate token count using model-specific character ratios.
+
+    Module-level function for reuse across classes. Uses the same ratios
+    as TokenCalculator for consistency.
+
+    Args:
+        text: Text to estimate tokens for
+        model: Optional model name for model-specific ratios
+
+    Returns:
+        Estimated token count (minimum 1)
+    """
+    # Model-specific character ratios (chars per token)
+    model_ratios = {
+        "claude": 3.5,
+        "gpt-4": 4.0,
+        "gpt-3.5": 4.0,
+        "gemini": 4.0,
+    }
+    default_ratio = 4.0
+
+    ratio = default_ratio
+    if model:
+        model_lower = model.lower()
+        for model_prefix, model_ratio in model_ratios.items():
+            if model_prefix in model_lower:
+                ratio = model_ratio
+                break
+
+    return max(1, int(len(text) / ratio))
+
+
+@dataclass
+class TruncationResult:
+    """Result of truncation operation."""
+
+    original_tokens: int
+    truncated_tokens: int
+    content: str
+    truncated: bool
+    truncation_ratio: float  # 0.0 = no truncation, 1.0 = completely removed
+
+    @property
+    def tokens_saved(self) -> int:
+        """Calculate tokens saved by truncation."""
+        return self.original_tokens - self.truncated_tokens
+
+
+class TruncationStrategy:
+    """
+    Smart truncation strategies for context compression.
+
+    Strategies:
+    1. End truncation: Cut from end (for knowledge/docs)
+    2. Middle truncation: Keep start and end (for code)
+    3. Sentence-aware: Truncate at sentence boundaries
+    4. Semantic chunking: Keep most relevant chunks
+    """
+
+    def __init__(
+        self,
+        calculator: "TokenCalculator | None" = None,
+        preserve_ratio_start: float | None = None,
+        min_content_length: int | None = None,
+        settings: ContextSettings | None = None,
+    ) -> None:
+        """
+        Initialize truncation strategy.
+
+        Args:
+            calculator: Token calculator for accurate counting
+            preserve_ratio_start: Ratio of content to keep from start (overrides settings)
+            min_content_length: Minimum characters to preserve (overrides settings)
+            settings: Context settings (uses global if None)
+        """
+        self._settings = settings or get_context_settings()
+        self._calculator = calculator
+
+        # Use provided values or fall back to settings
+        self._preserve_ratio_start = (
+            preserve_ratio_start
+            if preserve_ratio_start is not None
+            else self._settings.truncation_preserve_ratio
+        )
+        self._min_content_length = (
+            min_content_length
+            if min_content_length is not None
+            else self._settings.truncation_min_content_length
+        )
+
+    @property
+    def truncation_marker(self) -> str:
+        """Get truncation marker from settings."""
+        return self._settings.truncation_marker
+
+    def set_calculator(self, calculator: "TokenCalculator") -> None:
+        """Set token calculator."""
+        self._calculator = calculator
+
+    async def truncate_to_tokens(
+        self,
+        content: str,
+        max_tokens: int,
+        strategy: str = "end",
+        model: str | None = None,
+    ) -> TruncationResult:
+        """
+        Truncate content to fit within token limit.
+
+        Args:
+            content: Content to truncate
+            max_tokens: Maximum tokens allowed
+            strategy: Truncation strategy ('end', 'middle', 'sentence')
+            model: Model for token counting
+
+        Returns:
+            TruncationResult with truncated content
+        """
+        if not content:
+            return TruncationResult(
+                original_tokens=0,
+                truncated_tokens=0,
+                content="",
+                truncated=False,
+                truncation_ratio=0.0,
+            )
+
+        # Get original token count
+        original_tokens = await self._count_tokens(content, model)
+
+        if original_tokens <= max_tokens:
+            return TruncationResult(
+                original_tokens=original_tokens,
+                truncated_tokens=original_tokens,
+                content=content,
+                truncated=False,
+                truncation_ratio=0.0,
+            )
+
+        # Apply truncation strategy
+        if strategy == "middle":
+            truncated = await self._truncate_middle(content, max_tokens, model)
+        elif strategy == "sentence":
+            truncated = await self._truncate_sentence(content, max_tokens, model)
+        else:  # "end"
+            truncated = await self._truncate_end(content, max_tokens, model)
+
+        truncated_tokens = await self._count_tokens(truncated, model)
+
+        return TruncationResult(
+            original_tokens=original_tokens,
+            truncated_tokens=truncated_tokens,
+            content=truncated,
+            truncated=True,
+            truncation_ratio=0.0
+            if original_tokens == 0
+            else 1 - (truncated_tokens / original_tokens),
+        )
+
+    async def _truncate_end(
+        self,
+        content: str,
+        max_tokens: int,
+        model: str | None = None,
+    ) -> str:
+        """
+        Truncate from end of content.
+
+        Simple but effective for most content types.
+        """
+        # Binary search for optimal truncation point
+        marker_tokens = await self._count_tokens(self.truncation_marker, model)
+        available_tokens = max(0, max_tokens - marker_tokens)
+
+        # Edge case: if no tokens available for content, return just the marker
+        if available_tokens <= 0:
+            return self.truncation_marker
+
+        # Estimate characters per token (guard against division by zero)
+        content_tokens = await self._count_tokens(content, model)
+        if content_tokens == 0:
+            return content + self.truncation_marker
+        chars_per_token = len(content) / content_tokens
+
+        # Start with estimated position
+        estimated_chars = int(available_tokens * chars_per_token)
+        truncated = content[:estimated_chars]
+
+        # Refine with binary search
+        low, high = len(truncated) // 2, len(truncated)
+        best = truncated
+
+        for _ in range(5):  # Max 5 iterations
+            mid = (low + high) // 2
+            candidate = content[:mid]
+            tokens = await self._count_tokens(candidate, model)
+
+            if tokens <= available_tokens:
+                best = candidate
+                low = mid + 1
+            else:
+                high = mid - 1
+
+        return best + self.truncation_marker
+
+    async def _truncate_middle(
+        self,
+        content: str,
+        max_tokens: int,
+        model: str | None = None,
+    ) -> str:
+        """
+        Truncate from middle, keeping start and end.
+
+        Good for code or content where context at boundaries matters.
+        """
+        marker_tokens = await self._count_tokens(self.truncation_marker, model)
+        available_tokens = max_tokens - marker_tokens
+
+        # Split between start and end
+        start_tokens = int(available_tokens * self._preserve_ratio_start)
+        end_tokens = available_tokens - start_tokens
+
+        # Get start portion
+        start_content = await self._get_content_for_tokens(
+            content, start_tokens, from_start=True, model=model
+        )
+
+        # Get end portion
+        end_content = await self._get_content_for_tokens(
+            content, end_tokens, from_start=False, model=model
+        )
+
+        return start_content + self.truncation_marker + end_content
+
+    async def _truncate_sentence(
+        self,
+        content: str,
+        max_tokens: int,
+        model: str | None = None,
+    ) -> str:
+        """
+        Truncate at sentence boundaries.
+
+        Produces cleaner output by not cutting mid-sentence.
+        """
+        # Split into sentences
+        sentences = re.split(r"(?<=[.!?])\s+", content)
+
+        result: list[str] = []
+        total_tokens = 0
+        marker_tokens = await self._count_tokens(self.truncation_marker, model)
+        available = max_tokens - marker_tokens
+
+        for sentence in sentences:
+            sentence_tokens = await self._count_tokens(sentence, model)
+            if total_tokens + sentence_tokens <= available:
+                result.append(sentence)
+                total_tokens += sentence_tokens
+            else:
+                break
+
+        if len(result) < len(sentences):
+            return " ".join(result) + self.truncation_marker
+        return " ".join(result)
+
+    async def _get_content_for_tokens(
+        self,
+        content: str,
+        target_tokens: int,
+        from_start: bool = True,
+        model: str | None = None,
+    ) -> str:
+        """Get portion of content fitting within token limit."""
+        if target_tokens <= 0:
+            return ""
+
+        current_tokens = await self._count_tokens(content, model)
+        if current_tokens <= target_tokens:
+            return content
+
+        # Estimate characters (guard against division by zero)
+        if current_tokens == 0:
+            return content
+        chars_per_token = len(content) / current_tokens
+        estimated_chars = int(target_tokens * chars_per_token)
+
+        if from_start:
+            return content[:estimated_chars]
+        else:
+            return content[-estimated_chars:]
+
+    async def _count_tokens(self, text: str, model: str | None = None) -> int:
+        """Count tokens using calculator or estimation."""
+        if self._calculator is not None:
+            return await self._calculator.count_tokens(text, model)
+
+        # Fallback estimation with model-specific ratios
+        return _estimate_tokens(text, model)
+
+
+class ContextCompressor:
+    """
+    Compresses contexts to fit within budget constraints.
+
+    Uses truncation strategies to reduce context size while
+    preserving the most important information.
+    """
+
+    def __init__(
+        self,
+        truncation: TruncationStrategy | None = None,
+        calculator: "TokenCalculator | None" = None,
+    ) -> None:
+        """
+        Initialize context compressor.
+
+        Args:
+            truncation: Truncation strategy to use
+            calculator: Token calculator for counting
+        """
+        self._truncation = truncation or TruncationStrategy(calculator)
+        self._calculator = calculator
+
+        if calculator:
+            self._truncation.set_calculator(calculator)
+
+    def set_calculator(self, calculator: "TokenCalculator") -> None:
+        """Set token calculator."""
+        self._calculator = calculator
+        self._truncation.set_calculator(calculator)
+
+    async def compress_context(
+        self,
+        context: BaseContext,
+        max_tokens: int,
+        model: str | None = None,
+    ) -> BaseContext:
+        """
+        Compress a single context to fit token limit.
+
+        Args:
+            context: Context to compress
+            max_tokens: Maximum tokens allowed
+            model: Model for token counting
+
+        Returns:
+            Compressed context (may be same object if no compression needed)
+        """
+        current_tokens = context.token_count or await self._count_tokens(
+            context.content, model
+        )
+
+        if current_tokens <= max_tokens:
+            return context
+
+        # Choose strategy based on context type
+        strategy = self._get_strategy_for_type(context.get_type())
+
+        result = await self._truncation.truncate_to_tokens(
+            content=context.content,
+            max_tokens=max_tokens,
+            strategy=strategy,
+            model=model,
+        )
+
+        # Update context with truncated content
+        context.content = result.content
+        context.token_count = result.truncated_tokens
+        context.metadata["truncated"] = True
+        context.metadata["original_tokens"] = result.original_tokens
+
+        return context
+
+    async def compress_contexts(
+        self,
+        contexts: list[BaseContext],
+        budget: "TokenBudget",
+        model: str | None = None,
+    ) -> list[BaseContext]:
+        """
+        Compress multiple contexts to fit within budget.
+
+        Args:
+            contexts: Contexts to potentially compress
+            budget: Token budget constraints
+            model: Model for token counting
+
+        Returns:
+            List of contexts (compressed as needed)
+        """
+        result: list[BaseContext] = []
+
+        for context in contexts:
+            context_type = context.get_type()
+            remaining = budget.remaining(context_type)
+            current_tokens = context.token_count or await self._count_tokens(
+                context.content, model
+            )
+
+            if current_tokens > remaining:
+                # Need to compress
+                compressed = await self.compress_context(context, remaining, model)
+                result.append(compressed)
+                logger.debug(
+                    f"Compressed {context_type.value} context from "
+                    f"{current_tokens} to {compressed.token_count} tokens"
+                )
+            else:
+                result.append(context)
+
+        return result
+
+    def _get_strategy_for_type(self, context_type: ContextType) -> str:
+        """Get optimal truncation strategy for context type."""
+        strategies = {
+            ContextType.SYSTEM: "end",  # Keep instructions at start
+            ContextType.TASK: "end",  # Keep task description start
+            ContextType.KNOWLEDGE: "sentence",  # Clean sentence boundaries
+            ContextType.CONVERSATION: "end",  # Keep recent conversation
+            ContextType.TOOL: "middle",  # Keep command and result summary
+        }
+        return strategies.get(context_type, "end")
+
+    async def _count_tokens(self, text: str, model: str | None = None) -> int:
+        """Count tokens using calculator or estimation."""
+        if self._calculator is not None:
+            return await self._calculator.count_tokens(text, model)
+        # Use model-specific estimation for consistency
+        return _estimate_tokens(text, model)

backend/app/services/context/config.py

@@ -0,0 +1,380 @@
+"""
+Context Management Engine Configuration.
+
+Provides Pydantic settings for context assembly,
+token budget allocation, and caching.
+"""
+
+import threading
+from functools import lru_cache
+from typing import Any
+
+from pydantic import Field, field_validator, model_validator
+from pydantic_settings import BaseSettings
+
+
+class ContextSettings(BaseSettings):
+    """
+    Configuration for the Context Management Engine.
+
+    All settings can be overridden via environment variables
+    with the CTX_ prefix.
+    """
+
+    # Budget allocation percentages (must sum to 1.0)
+    budget_system: float = Field(
+        default=0.05,
+        ge=0.0,
+        le=1.0,
+        description="Percentage of budget for system prompts (5%)",
+    )
+    budget_task: float = Field(
+        default=0.10,
+        ge=0.0,
+        le=1.0,
+        description="Percentage of budget for task context (10%)",
+    )
+    budget_knowledge: float = Field(
+        default=0.40,
+        ge=0.0,
+        le=1.0,
+        description="Percentage of budget for RAG/knowledge (40%)",
+    )
+    budget_conversation: float = Field(
+        default=0.20,
+        ge=0.0,
+        le=1.0,
+        description="Percentage of budget for conversation history (20%)",
+    )
+    budget_tools: float = Field(
+        default=0.05,
+        ge=0.0,
+        le=1.0,
+        description="Percentage of budget for tool descriptions (5%)",
+    )
+    budget_response: float = Field(
+        default=0.15,
+        ge=0.0,
+        le=1.0,
+        description="Percentage reserved for response (15%)",
+    )
+    budget_buffer: float = Field(
+        default=0.05,
+        ge=0.0,
+        le=1.0,
+        description="Percentage buffer for safety margin (5%)",
+    )
+
+    # Scoring weights
+    scoring_relevance_weight: float = Field(
+        default=0.5,
+        ge=0.0,
+        le=1.0,
+        description="Weight for relevance scoring",
+    )
+    scoring_recency_weight: float = Field(
+        default=0.3,
+        ge=0.0,
+        le=1.0,
+        description="Weight for recency scoring",
+    )
+    scoring_priority_weight: float = Field(
+        default=0.2,
+        ge=0.0,
+        le=1.0,
+        description="Weight for priority scoring",
+    )
+
+    # Recency decay settings
+    recency_decay_hours: float = Field(
+        default=24.0,
+        gt=0.0,
+        description="Hours until recency score decays to 50%",
+    )
+    recency_max_age_hours: float = Field(
+        default=168.0,
+        gt=0.0,
+        description="Hours until context is considered stale (7 days)",
+    )
+
+    # Compression settings
+    compression_threshold: float = Field(
+        default=0.8,
+        ge=0.0,
+        le=1.0,
+        description="Compress when budget usage exceeds this percentage",
+    )
+    truncation_marker: str = Field(
+        default="\n\n[...content truncated...]\n\n",
+        description="Marker text to insert where content was truncated",
+    )
+    truncation_preserve_ratio: float = Field(
+        default=0.7,
+        ge=0.1,
+        le=0.9,
+        description="Ratio of content to preserve from start in middle truncation (0.7 = 70% start, 30% end)",
+    )
+    truncation_min_content_length: int = Field(
+        default=100,
+        ge=10,
+        le=1000,
+        description="Minimum content length in characters before truncation applies",
+    )
+    summary_model_group: str = Field(
+        default="fast",
+        description="Model group to use for summarization",
+    )
+
+    # Caching settings
+    cache_enabled: bool = Field(
+        default=True,
+        description="Enable Redis caching for assembled contexts",
+    )
+    cache_ttl_seconds: int = Field(
+        default=3600,
+        ge=60,
+        le=86400,
+        description="Cache TTL in seconds (1 hour default, max 24 hours)",
+    )
+    cache_prefix: str = Field(
+        default="ctx",
+        description="Redis key prefix for context cache",
+    )
+    cache_memory_max_items: int = Field(
+        default=1000,
+        ge=100,
+        le=100000,
+        description="Maximum items in memory fallback cache when Redis unavailable",
+    )
+
+    # Performance settings
+    max_assembly_time_ms: int = Field(
+        default=2000,
+        ge=10,
+        le=30000,
+        description="Maximum time for context assembly in milliseconds. "
+        "Should be high enough to accommodate MCP calls for knowledge retrieval.",
+    )
+    parallel_scoring: bool = Field(
+        default=True,
+        description="Score contexts in parallel for better performance",
+    )
+    max_parallel_scores: int = Field(
+        default=10,
+        ge=1,
+        le=50,
+        description="Maximum number of contexts to score in parallel",
+    )
+
+    # Knowledge retrieval settings
+    knowledge_search_type: str = Field(
+        default="hybrid",
+        description="Default search type for knowledge retrieval",
+    )
+    knowledge_max_results: int = Field(
+        default=10,
+        ge=1,
+        le=50,
+        description="Maximum knowledge chunks to retrieve",
+    )
+    knowledge_min_score: float = Field(
+        default=0.5,
+        ge=0.0,
+        le=1.0,
+        description="Minimum relevance score for knowledge",
+    )
+
+    # Relevance scoring settings
+    relevance_keyword_fallback_weight: float = Field(
+        default=0.5,
+        ge=0.0,
+        le=1.0,
+        description="Maximum score for keyword-based fallback scoring (when semantic unavailable)",
+    )
+    relevance_semantic_max_chars: int = Field(
+        default=2000,
+        ge=100,
+        le=10000,
+        description="Maximum content length in chars for semantic similarity computation",
+    )
+
+    # Diversity/ranking settings
+    diversity_max_per_source: int = Field(
+        default=3,
+        ge=1,
+        le=20,
+        description="Maximum contexts from the same source in diversity reranking",
+    )
+
+    # Conversation history settings
+    conversation_max_turns: int = Field(
+        default=20,
+        ge=1,
+        le=100,
+        description="Maximum conversation turns to include",
+    )
+    conversation_recent_priority: bool = Field(
+        default=True,
+        description="Prioritize recent conversation turns",
+    )
+
+    @field_validator("knowledge_search_type")
+    @classmethod
+    def validate_search_type(cls, v: str) -> str:
+        """Validate search type is valid."""
+        valid_types = {"semantic", "keyword", "hybrid"}
+        if v not in valid_types:
+            raise ValueError(f"search_type must be one of: {valid_types}")
+        return v
+
+    @model_validator(mode="after")
+    def validate_budget_allocation(self) -> "ContextSettings":
+        """Validate that budget percentages sum to 1.0."""
+        total = (
+            self.budget_system
+            + self.budget_task
+            + self.budget_knowledge
+            + self.budget_conversation
+            + self.budget_tools
+            + self.budget_response
+            + self.budget_buffer
+        )
+        # Allow small floating point error
+        if abs(total - 1.0) > 0.001:
+            raise ValueError(
+                f"Budget percentages must sum to 1.0, got {total:.3f}. "
+                f"Current allocation: system={self.budget_system}, task={self.budget_task}, "
+                f"knowledge={self.budget_knowledge}, conversation={self.budget_conversation}, "
+                f"tools={self.budget_tools}, response={self.budget_response}, buffer={self.budget_buffer}"
+            )
+        return self
+
+    @model_validator(mode="after")
+    def validate_scoring_weights(self) -> "ContextSettings":
+        """Validate that scoring weights sum to 1.0."""
+        total = (
+            self.scoring_relevance_weight
+            + self.scoring_recency_weight
+            + self.scoring_priority_weight
+        )
+        # Allow small floating point error
+        if abs(total - 1.0) > 0.001:
+            raise ValueError(
+                f"Scoring weights must sum to 1.0, got {total:.3f}. "
+                f"Current weights: relevance={self.scoring_relevance_weight}, "
+                f"recency={self.scoring_recency_weight}, priority={self.scoring_priority_weight}"
+            )
+        return self
+
+    def get_budget_allocation(self) -> dict[str, float]:
+        """Get budget allocation as a dictionary."""
+        return {
+            "system": self.budget_system,
+            "task": self.budget_task,
+            "knowledge": self.budget_knowledge,
+            "conversation": self.budget_conversation,
+            "tools": self.budget_tools,
+            "response": self.budget_response,
+            "buffer": self.budget_buffer,
+        }
+
+    def get_scoring_weights(self) -> dict[str, float]:
+        """Get scoring weights as a dictionary."""
+        return {
+            "relevance": self.scoring_relevance_weight,
+            "recency": self.scoring_recency_weight,
+            "priority": self.scoring_priority_weight,
+        }
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert settings to dictionary for logging/debugging."""
+        return {
+            "budget": self.get_budget_allocation(),
+            "scoring": self.get_scoring_weights(),
+            "compression": {
+                "threshold": self.compression_threshold,
+                "summary_model_group": self.summary_model_group,
+                "truncation_marker": self.truncation_marker,
+                "truncation_preserve_ratio": self.truncation_preserve_ratio,
+                "truncation_min_content_length": self.truncation_min_content_length,
+            },
+            "cache": {
+                "enabled": self.cache_enabled,
+                "ttl_seconds": self.cache_ttl_seconds,
+                "prefix": self.cache_prefix,
+                "memory_max_items": self.cache_memory_max_items,
+            },
+            "performance": {
+                "max_assembly_time_ms": self.max_assembly_time_ms,
+                "parallel_scoring": self.parallel_scoring,
+                "max_parallel_scores": self.max_parallel_scores,
+            },
+            "knowledge": {
+                "search_type": self.knowledge_search_type,
+                "max_results": self.knowledge_max_results,
+                "min_score": self.knowledge_min_score,
+            },
+            "relevance": {
+                "keyword_fallback_weight": self.relevance_keyword_fallback_weight,
+                "semantic_max_chars": self.relevance_semantic_max_chars,
+            },
+            "diversity": {
+                "max_per_source": self.diversity_max_per_source,
+            },
+            "conversation": {
+                "max_turns": self.conversation_max_turns,
+                "recent_priority": self.conversation_recent_priority,
+            },
+        }
+
+    model_config = {
+        "env_prefix": "CTX_",
+        "env_file": "../.env",
+        "env_file_encoding": "utf-8",
+        "case_sensitive": False,
+        "extra": "ignore",
+    }
+
+
+# Thread-safe singleton pattern
+_settings: ContextSettings | None = None
+_settings_lock = threading.Lock()
+
+
+def get_context_settings() -> ContextSettings:
+    """
+    Get the global ContextSettings instance.
+
+    Thread-safe with double-checked locking pattern.
+
+    Returns:
+        ContextSettings instance
+    """
+    global _settings
+    if _settings is None:
+        with _settings_lock:
+            if _settings is None:
+                _settings = ContextSettings()
+    return _settings
+
+
+def reset_context_settings() -> None:
+    """
+    Reset the global settings instance.
+
+    Primarily used for testing.
+    """
+    global _settings
+    with _settings_lock:
+        _settings = None
+
+
+@lru_cache(maxsize=1)
+def get_default_settings() -> ContextSettings:
+    """
+    Get default settings (cached).
+
+    Use this for read-only access to defaults.
+    For mutable access, use get_context_settings().
+    """
+    return ContextSettings()

backend/app/services/context/engine.py

@@ -0,0 +1,582 @@
+"""
+Context Management Engine.
+
+Main orchestration layer for context assembly and optimization.
+Provides a high-level API for assembling optimized context for LLM requests.
+"""
+
+import logging
+from typing import TYPE_CHECKING, Any
+from uuid import UUID
+
+from .assembly import ContextPipeline
+from .budget import BudgetAllocator, TokenBudget, TokenCalculator
+from .cache import ContextCache
+from .compression import ContextCompressor
+from .config import ContextSettings, get_context_settings
+from .prioritization import ContextRanker
+from .scoring import CompositeScorer
+from .types import (
+    AssembledContext,
+    BaseContext,
+    ConversationContext,
+    KnowledgeContext,
+    MemoryContext,
+    MessageRole,
+    SystemContext,
+    TaskContext,
+    ToolContext,
+)
+
+if TYPE_CHECKING:
+    from redis.asyncio import Redis
+
+    from app.services.mcp.client_manager import MCPClientManager
+    from app.services.memory.integration import MemoryContextSource
+
+logger = logging.getLogger(__name__)
+
+
+class ContextEngine:
+    """
+    Main context management engine.
+
+    Provides high-level API for context assembly and optimization.
+    Integrates all components: scoring, ranking, compression, formatting, and caching.
+
+    Usage:
+        engine = ContextEngine(mcp_manager=mcp, redis=redis)
+
+        # Assemble context for an LLM request
+        result = await engine.assemble_context(
+            project_id="proj-123",
+            agent_id="agent-456",
+            query="implement user authentication",
+            model="claude-3-sonnet",
+            system_prompt="You are an expert developer.",
+            knowledge_query="authentication best practices",
+        )
+
+        # Use the assembled context
+        print(result.content)
+        print(f"Tokens: {result.total_tokens}")
+    """
+
+    def __init__(
+        self,
+        mcp_manager: "MCPClientManager | None" = None,
+        redis: "Redis | None" = None,
+        settings: ContextSettings | None = None,
+        memory_source: "MemoryContextSource | None" = None,
+    ) -> None:
+        """
+        Initialize the context engine.
+
+        Args:
+            mcp_manager: MCP client manager for LLM Gateway/Knowledge Base
+            redis: Redis connection for caching
+            settings: Context settings
+            memory_source: Optional memory context source for agent memory
+        """
+        self._mcp = mcp_manager
+        self._settings = settings or get_context_settings()
+        self._memory_source = memory_source
+
+        # Initialize components
+        self._calculator = TokenCalculator(mcp_manager=mcp_manager)
+        self._scorer = CompositeScorer(mcp_manager=mcp_manager, settings=self._settings)
+        self._ranker = ContextRanker(scorer=self._scorer, calculator=self._calculator)
+        self._compressor = ContextCompressor(calculator=self._calculator)
+        self._allocator = BudgetAllocator(self._settings)
+        self._cache = ContextCache(redis=redis, settings=self._settings)
+
+        # Pipeline for assembly
+        self._pipeline = ContextPipeline(
+            mcp_manager=mcp_manager,
+            settings=self._settings,
+            calculator=self._calculator,
+            scorer=self._scorer,
+            ranker=self._ranker,
+            compressor=self._compressor,
+        )
+
+    def set_mcp_manager(self, mcp_manager: "MCPClientManager") -> None:
+        """
+        Set MCP manager for all components.
+
+        Args:
+            mcp_manager: MCP client manager
+        """
+        self._mcp = mcp_manager
+        self._calculator.set_mcp_manager(mcp_manager)
+        self._scorer.set_mcp_manager(mcp_manager)
+        self._pipeline.set_mcp_manager(mcp_manager)
+
+    def set_redis(self, redis: "Redis") -> None:
+        """
+        Set Redis connection for caching.
+
+        Args:
+            redis: Redis connection
+        """
+        self._cache.set_redis(redis)
+
+    def set_memory_source(self, memory_source: "MemoryContextSource") -> None:
+        """
+        Set memory context source for agent memory integration.
+
+        Args:
+            memory_source: Memory context source
+        """
+        self._memory_source = memory_source
+
+    async def assemble_context(
+        self,
+        project_id: str,
+        agent_id: str,
+        query: str,
+        model: str,
+        max_tokens: int | None = None,
+        system_prompt: str | None = None,
+        task_description: str | None = None,
+        knowledge_query: str | None = None,
+        knowledge_limit: int = 10,
+        memory_query: str | None = None,
+        memory_limit: int = 20,
+        session_id: str | None = None,
+        agent_type_id: str | None = None,
+        conversation_history: list[dict[str, str]] | None = None,
+        tool_results: list[dict[str, Any]] | None = None,
+        custom_contexts: list[BaseContext] | None = None,
+        custom_budget: TokenBudget | None = None,
+        compress: bool = True,
+        format_output: bool = True,
+        use_cache: bool = True,
+    ) -> AssembledContext:
+        """
+        Assemble optimized context for an LLM request.
+
+        This is the main entry point for context management.
+        It gathers context from various sources, scores and ranks them,
+        compresses if needed, and formats for the target model.
+
+        Args:
+            project_id: Project identifier
+            agent_id: Agent identifier
+            query: User's query or current request
+            model: Target model name
+            max_tokens: Maximum context tokens (uses model default if None)
+            system_prompt: System prompt/instructions
+            task_description: Current task description
+            knowledge_query: Query for knowledge base search
+            knowledge_limit: Max number of knowledge results
+            memory_query: Query for agent memory search
+            memory_limit: Max number of memory results
+            session_id: Session ID for working memory access
+            agent_type_id: Agent type ID for procedural memory
+            conversation_history: List of {"role": str, "content": str}
+            tool_results: List of tool results to include
+            custom_contexts: Additional custom contexts
+            custom_budget: Custom token budget
+            compress: Whether to apply compression
+            format_output: Whether to format for the model
+            use_cache: Whether to use caching
+
+        Returns:
+            AssembledContext with optimized content
+
+        Raises:
+            AssemblyTimeoutError: If assembly exceeds timeout
+            BudgetExceededError: If context exceeds budget
+        """
+        # Gather all contexts
+        contexts: list[BaseContext] = []
+
+        # 1. System context
+        if system_prompt:
+            contexts.append(
+                SystemContext(
+                    content=system_prompt,
+                    source="system_prompt",
+                )
+            )
+
+        # 2. Task context
+        if task_description:
+            contexts.append(
+                TaskContext(
+                    content=task_description,
+                    source=f"task:{project_id}:{agent_id}",
+                )
+            )
+
+        # 3. Knowledge context from Knowledge Base
+        if knowledge_query and self._mcp:
+            knowledge_contexts = await self._fetch_knowledge(
+                project_id=project_id,
+                agent_id=agent_id,
+                query=knowledge_query,
+                limit=knowledge_limit,
+            )
+            contexts.extend(knowledge_contexts)
+
+        # 4. Memory context from Agent Memory System
+        if memory_query and self._memory_source:
+            memory_contexts = await self._fetch_memory(
+                project_id=project_id,
+                agent_id=agent_id,
+                query=memory_query,
+                limit=memory_limit,
+                session_id=session_id,
+                agent_type_id=agent_type_id,
+            )
+            contexts.extend(memory_contexts)
+
+        # 5. Conversation history
+        if conversation_history:
+            contexts.extend(self._convert_conversation(conversation_history))
+
+        # 6. Tool results
+        if tool_results:
+            contexts.extend(self._convert_tool_results(tool_results))
+
+        # 7. Custom contexts
+        if custom_contexts:
+            contexts.extend(custom_contexts)
+
+        # Check cache if enabled
+        fingerprint: str | None = None
+        if use_cache and self._cache.is_enabled:
+            # Include project_id and agent_id for tenant isolation
+            fingerprint = self._cache.compute_fingerprint(
+                contexts, query, model, project_id=project_id, agent_id=agent_id
+            )
+            cached = await self._cache.get_assembled(fingerprint)
+            if cached:
+                logger.debug(f"Cache hit for context assembly: {fingerprint}")
+                return cached
+
+        # Run assembly pipeline
+        result = await self._pipeline.assemble(
+            contexts=contexts,
+            query=query,
+            model=model,
+            max_tokens=max_tokens,
+            custom_budget=custom_budget,
+            compress=compress,
+            format_output=format_output,
+        )
+
+        # Cache result if enabled (reuse fingerprint computed above)
+        if use_cache and self._cache.is_enabled and fingerprint is not None:
+            await self._cache.set_assembled(fingerprint, result)
+
+        return result
+
+    async def _fetch_knowledge(
+        self,
+        project_id: str,
+        agent_id: str,
+        query: str,
+        limit: int = 10,
+    ) -> list[KnowledgeContext]:
+        """
+        Fetch relevant knowledge from Knowledge Base via MCP.
+
+        Args:
+            project_id: Project identifier
+            agent_id: Agent identifier
+            query: Search query
+            limit: Maximum results
+
+        Returns:
+            List of KnowledgeContext instances
+        """
+        if not self._mcp:
+            return []
+
+        try:
+            result = await self._mcp.call_tool(
+                "knowledge-base",
+                "search_knowledge",
+                {
+                    "project_id": project_id,
+                    "agent_id": agent_id,
+                    "query": query,
+                    "search_type": "hybrid",
+                    "limit": limit,
+                },
+            )
+
+            # Check both ToolResult.success AND response success
+            if not result.success:
+                logger.warning(f"Knowledge search failed: {result.error}")
+                return []
+
+            if not isinstance(result.data, dict) or not result.data.get(
+                "success", True
+            ):
+                logger.warning("Knowledge search returned unsuccessful response")
+                return []
+
+            contexts = []
+            results = result.data.get("results", [])
+            for chunk in results:
+                contexts.append(
+                    KnowledgeContext(
+                        content=chunk.get("content", ""),
+                        source=chunk.get("source_path", "unknown"),
+                        relevance_score=chunk.get("score", 0.0),
+                        metadata={
+                            "chunk_id": chunk.get(
+                                "id"
+                            ),  # Server returns 'id' not 'chunk_id'
+                            "document_id": chunk.get("document_id"),
+                        },
+                    )
+                )
+
+            logger.debug(f"Fetched {len(contexts)} knowledge chunks for query: {query}")
+            return contexts
+
+        except Exception as e:
+            logger.warning(f"Failed to fetch knowledge: {e}")
+            return []
+
+    async def _fetch_memory(
+        self,
+        project_id: str,
+        agent_id: str,
+        query: str,
+        limit: int = 20,
+        session_id: str | None = None,
+        agent_type_id: str | None = None,
+    ) -> list[MemoryContext]:
+        """
+        Fetch relevant memories from Agent Memory System.
+
+        Args:
+            project_id: Project identifier
+            agent_id: Agent identifier
+            query: Search query
+            limit: Maximum results
+            session_id: Session ID for working memory
+            agent_type_id: Agent type ID for procedural memory
+
+        Returns:
+            List of MemoryContext instances
+        """
+        if not self._memory_source:
+            return []
+
+        try:
+            # Import here to avoid circular imports
+
+            # Configure fetch limits
+            from app.services.memory.integration.context_source import MemoryFetchConfig
+
+            config = MemoryFetchConfig(
+                working_limit=min(limit // 4, 5),
+                episodic_limit=min(limit // 2, 10),
+                semantic_limit=min(limit // 2, 10),
+                procedural_limit=min(limit // 4, 5),
+                include_working=session_id is not None,
+            )
+
+            result = await self._memory_source.fetch_context(
+                query=query,
+                project_id=UUID(project_id),
+                agent_instance_id=UUID(agent_id) if agent_id else None,
+                agent_type_id=UUID(agent_type_id) if agent_type_id else None,
+                session_id=session_id,
+                config=config,
+            )
+
+            logger.debug(
+                f"Fetched {len(result.contexts)} memory contexts for query: {query}, "
+                f"by_type: {result.by_type}"
+            )
+            return result.contexts[:limit]
+
+        except Exception as e:
+            logger.warning(f"Failed to fetch memory: {e}")
+            return []
+
+    def _convert_conversation(
+        self,
+        history: list[dict[str, str]],
+    ) -> list[ConversationContext]:
+        """
+        Convert conversation history to ConversationContext instances.
+
+        Args:
+            history: List of {"role": str, "content": str}
+
+        Returns:
+            List of ConversationContext instances
+        """
+        contexts = []
+        for i, turn in enumerate(history):
+            role_str = turn.get("role", "user").lower()
+            role = (
+                MessageRole.ASSISTANT if role_str == "assistant" else MessageRole.USER
+            )
+
+            contexts.append(
+                ConversationContext(
+                    content=turn.get("content", ""),
+                    source=f"conversation:{i}",
+                    role=role,
+                    metadata={"role": role_str, "turn": i},
+                )
+            )
+
+        return contexts
+
+    def _convert_tool_results(
+        self,
+        results: list[dict[str, Any]],
+    ) -> list[ToolContext]:
+        """
+        Convert tool results to ToolContext instances.
+
+        Args:
+            results: List of tool result dictionaries
+
+        Returns:
+            List of ToolContext instances
+        """
+        contexts = []
+        for result in results:
+            tool_name = result.get("tool_name", "unknown")
+            content = result.get("content", result.get("result", ""))
+
+            # Handle dict content
+            if isinstance(content, dict):
+                import json
+
+                content = json.dumps(content, indent=2)
+
+            contexts.append(
+                ToolContext(
+                    content=str(content),
+                    source=f"tool:{tool_name}",
+                    metadata={
+                        "tool_name": tool_name,
+                        "status": result.get("status", "success"),
+                    },
+                )
+            )
+
+        return contexts
+
+    async def get_budget_for_model(
+        self,
+        model: str,
+        max_tokens: int | None = None,
+    ) -> TokenBudget:
+        """
+        Get the token budget for a specific model.
+
+        Args:
+            model: Model name
+            max_tokens: Optional max tokens override
+
+        Returns:
+            TokenBudget instance
+        """
+        if max_tokens:
+            return self._allocator.create_budget(max_tokens)
+        return self._allocator.create_budget_for_model(model)
+
+    async def count_tokens(
+        self,
+        content: str,
+        model: str | None = None,
+    ) -> int:
+        """
+        Count tokens in content.
+
+        Args:
+            content: Content to count
+            model: Model for model-specific tokenization
+
+        Returns:
+            Token count
+        """
+        # Check cache first
+        cached = await self._cache.get_token_count(content, model)
+        if cached is not None:
+            return cached
+
+        count = await self._calculator.count_tokens(content, model)
+
+        # Cache the result
+        await self._cache.set_token_count(content, count, model)
+
+        return count
+
+    async def invalidate_cache(
+        self,
+        project_id: str | None = None,
+        pattern: str | None = None,
+    ) -> int:
+        """
+        Invalidate cache entries.
+
+        Args:
+            project_id: Invalidate all cache for a project
+            pattern: Custom pattern to match
+
+        Returns:
+            Number of entries invalidated
+        """
+        if pattern:
+            return await self._cache.invalidate(pattern)
+        elif project_id:
+            return await self._cache.invalidate(f"*{project_id}*")
+        else:
+            return await self._cache.clear_all()
+
+    async def get_stats(self) -> dict[str, Any]:
+        """
+        Get engine statistics.
+
+        Returns:
+            Dictionary with engine stats
+        """
+        return {
+            "cache": await self._cache.get_stats(),
+            "settings": {
+                "compression_threshold": self._settings.compression_threshold,
+                "max_assembly_time_ms": self._settings.max_assembly_time_ms,
+                "cache_enabled": self._settings.cache_enabled,
+            },
+        }
+
+
+# Convenience factory function
+def create_context_engine(
+    mcp_manager: "MCPClientManager | None" = None,
+    redis: "Redis | None" = None,
+    settings: ContextSettings | None = None,
+    memory_source: "MemoryContextSource | None" = None,
+) -> ContextEngine:
+    """
+    Create a context engine instance.
+
+    Args:
+        mcp_manager: MCP client manager
+        redis: Redis connection
+        settings: Context settings
+        memory_source: Optional memory context source
+
+    Returns:
+        Configured ContextEngine instance
+    """
+    return ContextEngine(
+        mcp_manager=mcp_manager,
+        redis=redis,
+        settings=settings,
+        memory_source=memory_source,
+    )

backend/app/services/context/exceptions.py

@@ -0,0 +1,354 @@
+"""
+Context Management Engine Exceptions.
+
+Provides a hierarchy of exceptions for context assembly,
+token budget management, and related operations.
+"""
+
+from typing import Any
+
+
+class ContextError(Exception):
+    """
+    Base exception for all context management errors.
+
+    All context-related exceptions should inherit from this class
+    to allow for catch-all handling when needed.
+    """
+
+    def __init__(self, message: str, details: dict[str, Any] | None = None) -> None:
+        """
+        Initialize context error.
+
+        Args:
+            message: Human-readable error message
+            details: Optional dict with additional error context
+        """
+        self.message = message
+        self.details = details or {}
+        super().__init__(message)
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert exception to dictionary for logging/serialization."""
+        return {
+            "error_type": self.__class__.__name__,
+            "message": self.message,
+            "details": self.details,
+        }
+
+
+class BudgetExceededError(ContextError):
+    """
+    Raised when token budget is exceeded.
+
+    This occurs when the assembled context would exceed the
+    allocated token budget for a specific context type or total.
+    """
+
+    def __init__(
+        self,
+        message: str = "Token budget exceeded",
+        allocated: int = 0,
+        requested: int = 0,
+        context_type: str | None = None,
+    ) -> None:
+        """
+        Initialize budget exceeded error.
+
+        Args:
+            message: Error message
+            allocated: Tokens allocated for this context type
+            requested: Tokens requested
+            context_type: Type of context that exceeded budget
+        """
+        details: dict[str, Any] = {
+            "allocated": allocated,
+            "requested": requested,
+            "overage": requested - allocated,
+        }
+        if context_type:
+            details["context_type"] = context_type
+
+        super().__init__(message, details)
+        self.allocated = allocated
+        self.requested = requested
+        self.context_type = context_type
+
+
+class TokenCountError(ContextError):
+    """
+    Raised when token counting fails.
+
+    This typically occurs when the LLM Gateway token counting
+    service is unavailable or returns an error.
+    """
+
+    def __init__(
+        self,
+        message: str = "Failed to count tokens",
+        model: str | None = None,
+        text_length: int | None = None,
+    ) -> None:
+        """
+        Initialize token count error.
+
+        Args:
+            message: Error message
+            model: Model for which counting was attempted
+            text_length: Length of text that failed to count
+        """
+        details: dict[str, Any] = {}
+        if model:
+            details["model"] = model
+        if text_length is not None:
+            details["text_length"] = text_length
+
+        super().__init__(message, details)
+        self.model = model
+        self.text_length = text_length
+
+
+class CompressionError(ContextError):
+    """
+    Raised when context compression fails.
+
+    This can occur when summarization or truncation cannot
+    reduce content to fit within the budget.
+    """
+
+    def __init__(
+        self,
+        message: str = "Failed to compress context",
+        original_tokens: int | None = None,
+        target_tokens: int | None = None,
+        achieved_tokens: int | None = None,
+    ) -> None:
+        """
+        Initialize compression error.
+
+        Args:
+            message: Error message
+            original_tokens: Tokens before compression
+            target_tokens: Target token count
+            achieved_tokens: Tokens achieved after compression attempt
+        """
+        details: dict[str, Any] = {}
+        if original_tokens is not None:
+            details["original_tokens"] = original_tokens
+        if target_tokens is not None:
+            details["target_tokens"] = target_tokens
+        if achieved_tokens is not None:
+            details["achieved_tokens"] = achieved_tokens
+
+        super().__init__(message, details)
+        self.original_tokens = original_tokens
+        self.target_tokens = target_tokens
+        self.achieved_tokens = achieved_tokens
+
+
+class AssemblyTimeoutError(ContextError):
+    """
+    Raised when context assembly exceeds time limit.
+
+    Context assembly must complete within a configurable
+    time limit to maintain responsiveness.
+    """
+
+    def __init__(
+        self,
+        message: str = "Context assembly timed out",
+        timeout_ms: int = 0,
+        elapsed_ms: float = 0.0,
+        stage: str | None = None,
+    ) -> None:
+        """
+        Initialize assembly timeout error.
+
+        Args:
+            message: Error message
+            timeout_ms: Configured timeout in milliseconds
+            elapsed_ms: Actual elapsed time in milliseconds
+            stage: Pipeline stage where timeout occurred
+        """
+        details: dict[str, Any] = {
+            "timeout_ms": timeout_ms,
+            "elapsed_ms": round(elapsed_ms, 2),
+        }
+        if stage:
+            details["stage"] = stage
+
+        super().__init__(message, details)
+        self.timeout_ms = timeout_ms
+        self.elapsed_ms = elapsed_ms
+        self.stage = stage
+
+
+class ScoringError(ContextError):
+    """
+    Raised when context scoring fails.
+
+    This occurs when relevance, recency, or priority scoring
+    encounters an error.
+    """
+
+    def __init__(
+        self,
+        message: str = "Failed to score context",
+        scorer_type: str | None = None,
+        context_id: str | None = None,
+    ) -> None:
+        """
+        Initialize scoring error.
+
+        Args:
+            message: Error message
+            scorer_type: Type of scorer that failed
+            context_id: ID of context being scored
+        """
+        details: dict[str, Any] = {}
+        if scorer_type:
+            details["scorer_type"] = scorer_type
+        if context_id:
+            details["context_id"] = context_id
+
+        super().__init__(message, details)
+        self.scorer_type = scorer_type
+        self.context_id = context_id
+
+
+class FormattingError(ContextError):
+    """
+    Raised when context formatting fails.
+
+    This occurs when converting assembled context to
+    model-specific format fails.
+    """
+
+    def __init__(
+        self,
+        message: str = "Failed to format context",
+        model: str | None = None,
+        adapter: str | None = None,
+    ) -> None:
+        """
+        Initialize formatting error.
+
+        Args:
+            message: Error message
+            model: Target model
+            adapter: Adapter that failed
+        """
+        details: dict[str, Any] = {}
+        if model:
+            details["model"] = model
+        if adapter:
+            details["adapter"] = adapter
+
+        super().__init__(message, details)
+        self.model = model
+        self.adapter = adapter
+
+
+class CacheError(ContextError):
+    """
+    Raised when cache operations fail.
+
+    This is typically non-fatal and should be handled
+    gracefully by falling back to recomputation.
+    """
+
+    def __init__(
+        self,
+        message: str = "Cache operation failed",
+        operation: str | None = None,
+        cache_key: str | None = None,
+    ) -> None:
+        """
+        Initialize cache error.
+
+        Args:
+            message: Error message
+            operation: Cache operation that failed (get, set, delete)
+            cache_key: Key involved in the failed operation
+        """
+        details: dict[str, Any] = {}
+        if operation:
+            details["operation"] = operation
+        if cache_key:
+            details["cache_key"] = cache_key
+
+        super().__init__(message, details)
+        self.operation = operation
+        self.cache_key = cache_key
+
+
+class ContextNotFoundError(ContextError):
+    """
+    Raised when expected context is not found.
+
+    This occurs when required context sources return
+    no results or are unavailable.
+    """
+
+    def __init__(
+        self,
+        message: str = "Required context not found",
+        source: str | None = None,
+        query: str | None = None,
+    ) -> None:
+        """
+        Initialize context not found error.
+
+        Args:
+            message: Error message
+            source: Source that returned no results
+            query: Query used to search
+        """
+        details: dict[str, Any] = {}
+        if source:
+            details["source"] = source
+        if query:
+            details["query"] = query
+
+        super().__init__(message, details)
+        self.source = source
+        self.query = query
+
+
+class InvalidContextError(ContextError):
+    """
+    Raised when context data is invalid.
+
+    This occurs when context content or metadata
+    fails validation.
+    """
+
+    def __init__(
+        self,
+        message: str = "Invalid context data",
+        field: str | None = None,
+        value: Any | None = None,
+        reason: str | None = None,
+    ) -> None:
+        """
+        Initialize invalid context error.
+
+        Args:
+            message: Error message
+            field: Field that is invalid
+            value: Invalid value (may be redacted for security)
+            reason: Reason for invalidity
+        """
+        details: dict[str, Any] = {}
+        if field:
+            details["field"] = field
+        if value is not None:
+            # Avoid logging potentially sensitive values
+            details["value_type"] = type(value).__name__
+        if reason:
+            details["reason"] = reason
+
+        super().__init__(message, details)
+        self.field = field
+        self.value = value
+        self.reason = reason

backend/app/services/context/prioritization/__init__.py

@@ -0,0 +1,12 @@
+"""
+Context Prioritization Module.
+
+Provides context ranking and selection.
+"""
+
+from .ranker import ContextRanker, RankingResult
+
+__all__ = [
+    "ContextRanker",
+    "RankingResult",
+]

backend/app/services/context/prioritization/ranker.py

@@ -0,0 +1,374 @@
+"""
+Context Ranker for Context Management.
+
+Ranks and selects contexts based on scores and budget constraints.
+"""
+
+import logging
+from dataclasses import dataclass, field
+from typing import TYPE_CHECKING, Any
+
+from ..budget import TokenBudget, TokenCalculator
+from ..config import ContextSettings, get_context_settings
+from ..exceptions import BudgetExceededError
+from ..scoring.composite import CompositeScorer, ScoredContext
+from ..types import BaseContext, ContextPriority
+
+if TYPE_CHECKING:
+    pass
+
+logger = logging.getLogger(__name__)
+
+
+@dataclass
+class RankingResult:
+    """Result of context ranking and selection."""
+
+    selected: list[ScoredContext]
+    excluded: list[ScoredContext]
+    total_tokens: int
+    selection_stats: dict[str, Any] = field(default_factory=dict)
+
+    @property
+    def selected_contexts(self) -> list[BaseContext]:
+        """Get just the context objects (not scored wrappers)."""
+        return [s.context for s in self.selected]
+
+
+class ContextRanker:
+    """
+    Ranks and selects contexts within budget constraints.
+
+    Uses greedy selection to maximize total score
+    while respecting token budgets per context type.
+    """
+
+    def __init__(
+        self,
+        scorer: CompositeScorer | None = None,
+        calculator: TokenCalculator | None = None,
+        settings: ContextSettings | None = None,
+    ) -> None:
+        """
+        Initialize context ranker.
+
+        Args:
+            scorer: Composite scorer for scoring contexts
+            calculator: Token calculator for counting tokens
+            settings: Context settings (uses global if None)
+        """
+        self._settings = settings or get_context_settings()
+        self._scorer = scorer or CompositeScorer()
+        self._calculator = calculator or TokenCalculator()
+
+    def set_scorer(self, scorer: CompositeScorer) -> None:
+        """Set the scorer."""
+        self._scorer = scorer
+
+    def set_calculator(self, calculator: TokenCalculator) -> None:
+        """Set the token calculator."""
+        self._calculator = calculator
+
+    async def rank(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        budget: TokenBudget,
+        model: str | None = None,
+        ensure_required: bool = True,
+        **kwargs: Any,
+    ) -> RankingResult:
+        """
+        Rank and select contexts within budget.
+
+        Args:
+            contexts: Contexts to rank
+            query: Query to rank against
+            budget: Token budget constraints
+            model: Model for token counting
+            ensure_required: If True, always include CRITICAL priority contexts
+            **kwargs: Additional scoring parameters
+
+        Returns:
+            RankingResult with selected and excluded contexts
+        """
+        if not contexts:
+            return RankingResult(
+                selected=[],
+                excluded=[],
+                total_tokens=0,
+                selection_stats={"total_contexts": 0},
+            )
+
+        # 1. Ensure all contexts have token counts
+        await self._ensure_token_counts(contexts, model)
+
+        # 2. Score all contexts
+        scored_contexts = await self._scorer.score_batch(contexts, query, **kwargs)
+
+        # 3. Separate required (CRITICAL priority) from optional
+        required: list[ScoredContext] = []
+        optional: list[ScoredContext] = []
+
+        if ensure_required:
+            for sc in scored_contexts:
+                # CRITICAL priority (150) contexts are always included
+                if sc.context.priority >= ContextPriority.CRITICAL.value:
+                    required.append(sc)
+                else:
+                    optional.append(sc)
+        else:
+            optional = list(scored_contexts)
+
+        # 4. Sort optional by score (highest first)
+        optional.sort(reverse=True)
+
+        # 5. Greedy selection
+        selected: list[ScoredContext] = []
+        excluded: list[ScoredContext] = []
+        total_tokens = 0
+
+        # Calculate the usable budget (total minus reserved portions)
+        usable_budget = budget.total - budget.response_reserve - budget.buffer
+
+        # Guard against invalid budget configuration
+        if usable_budget <= 0:
+            raise BudgetExceededError(
+                message=(
+                    f"Invalid budget configuration: no usable tokens available. "
+                    f"total={budget.total}, response_reserve={budget.response_reserve}, "
+                    f"buffer={budget.buffer}"
+                ),
+                allocated=budget.total,
+                requested=0,
+                context_type="CONFIGURATION_ERROR",
+            )
+
+        # First, try to fit required contexts
+        for sc in required:
+            token_count = self._get_valid_token_count(sc.context)
+            context_type = sc.context.get_type()
+
+            if budget.can_fit(context_type, token_count):
+                budget.allocate(context_type, token_count)
+                selected.append(sc)
+                total_tokens += token_count
+            else:
+                # Force-fit CRITICAL contexts if needed, but check total budget first
+                if total_tokens + token_count > usable_budget:
+                    # Even CRITICAL contexts cannot exceed total model context window
+                    raise BudgetExceededError(
+                        message=(
+                            f"CRITICAL contexts exceed total budget. "
+                            f"Context '{sc.context.source}' ({token_count} tokens) "
+                            f"would exceed usable budget of {usable_budget} tokens."
+                        ),
+                        allocated=usable_budget,
+                        requested=total_tokens + token_count,
+                        context_type="CRITICAL_OVERFLOW",
+                    )
+
+                budget.allocate(context_type, token_count, force=True)
+                selected.append(sc)
+                total_tokens += token_count
+                logger.warning(
+                    f"Force-fitted CRITICAL context: {sc.context.source} "
+                    f"({token_count} tokens)"
+                )
+
+        # Then, greedily add optional contexts
+        for sc in optional:
+            token_count = self._get_valid_token_count(sc.context)
+            context_type = sc.context.get_type()
+
+            if budget.can_fit(context_type, token_count):
+                budget.allocate(context_type, token_count)
+                selected.append(sc)
+                total_tokens += token_count
+            else:
+                excluded.append(sc)
+
+        # Build stats
+        stats = {
+            "total_contexts": len(contexts),
+            "required_count": len(required),
+            "selected_count": len(selected),
+            "excluded_count": len(excluded),
+            "total_tokens": total_tokens,
+            "by_type": self._count_by_type(selected),
+        }
+
+        return RankingResult(
+            selected=selected,
+            excluded=excluded,
+            total_tokens=total_tokens,
+            selection_stats=stats,
+        )
+
+    async def rank_simple(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        max_tokens: int,
+        model: str | None = None,
+        **kwargs: Any,
+    ) -> list[BaseContext]:
+        """
+        Simple ranking without budget per type.
+
+        Selects top contexts by score until max tokens reached.
+
+        Args:
+            contexts: Contexts to rank
+            query: Query to rank against
+            max_tokens: Maximum total tokens
+            model: Model for token counting
+            **kwargs: Additional scoring parameters
+
+        Returns:
+            Selected contexts (in score order)
+        """
+        if not contexts:
+            return []
+
+        # Ensure token counts
+        await self._ensure_token_counts(contexts, model)
+
+        # Score all contexts
+        scored_contexts = await self._scorer.score_batch(contexts, query, **kwargs)
+
+        # Sort by score (highest first)
+        scored_contexts.sort(reverse=True)
+
+        # Greedy selection
+        selected: list[BaseContext] = []
+        total_tokens = 0
+
+        for sc in scored_contexts:
+            token_count = self._get_valid_token_count(sc.context)
+            if total_tokens + token_count <= max_tokens:
+                selected.append(sc.context)
+                total_tokens += token_count
+
+        return selected
+
+    def _get_valid_token_count(self, context: BaseContext) -> int:
+        """
+        Get validated token count from a context.
+
+        Ensures token_count is set (not None) and non-negative to prevent
+        budget bypass attacks where:
+        - None would be treated as 0 (allowing huge contexts to slip through)
+        - Negative values would corrupt budget tracking
+
+        Args:
+            context: Context to get token count from
+
+        Returns:
+            Valid non-negative token count
+
+        Raises:
+            ValueError: If token_count is None or negative
+        """
+        if context.token_count is None:
+            raise ValueError(
+                f"Context '{context.source}' has no token count. "
+                "Ensure _ensure_token_counts() is called before ranking."
+            )
+        if context.token_count < 0:
+            raise ValueError(
+                f"Context '{context.source}' has invalid negative token count: "
+                f"{context.token_count}"
+            )
+        return context.token_count
+
+    async def _ensure_token_counts(
+        self,
+        contexts: list[BaseContext],
+        model: str | None = None,
+    ) -> None:
+        """
+        Ensure all contexts have token counts.
+
+        Counts tokens in parallel for contexts that don't have counts.
+
+        Args:
+            contexts: Contexts to check
+            model: Model for token counting
+        """
+        import asyncio
+
+        # Find contexts needing counts
+        contexts_needing_counts = [ctx for ctx in contexts if ctx.token_count is None]
+
+        if not contexts_needing_counts:
+            return
+
+        # Count all in parallel
+        tasks = [
+            self._calculator.count_tokens(ctx.content, model)
+            for ctx in contexts_needing_counts
+        ]
+        counts = await asyncio.gather(*tasks)
+
+        # Assign counts back
+        for ctx, count in zip(contexts_needing_counts, counts, strict=True):
+            ctx.token_count = count
+
+    def _count_by_type(
+        self, scored_contexts: list[ScoredContext]
+    ) -> dict[str, dict[str, int]]:
+        """Count selected contexts by type."""
+        by_type: dict[str, dict[str, int]] = {}
+
+        for sc in scored_contexts:
+            type_name = sc.context.get_type().value
+            if type_name not in by_type:
+                by_type[type_name] = {"count": 0, "tokens": 0}
+            by_type[type_name]["count"] += 1
+            # Use validated token count (already validated during ranking)
+            by_type[type_name]["tokens"] += sc.context.token_count or 0
+
+        return by_type
+
+    async def rerank_for_diversity(
+        self,
+        scored_contexts: list[ScoredContext],
+        max_per_source: int | None = None,
+    ) -> list[ScoredContext]:
+        """
+        Rerank to ensure source diversity.
+
+        Prevents too many items from the same source.
+
+        Args:
+            scored_contexts: Already scored contexts
+            max_per_source: Maximum items per source (uses settings if None)
+
+        Returns:
+            Reranked contexts
+        """
+        # Use provided value or fall back to settings
+        effective_max = (
+            max_per_source
+            if max_per_source is not None
+            else self._settings.diversity_max_per_source
+        )
+
+        source_counts: dict[str, int] = {}
+        result: list[ScoredContext] = []
+        deferred: list[ScoredContext] = []
+
+        for sc in scored_contexts:
+            source = sc.context.source
+            current_count = source_counts.get(source, 0)
+
+            if current_count < effective_max:
+                result.append(sc)
+                source_counts[source] = current_count + 1
+            else:
+                deferred.append(sc)
+
+        # Add deferred items at the end
+        result.extend(deferred)
+        return result

backend/app/services/context/scoring/__init__.py

@@ -0,0 +1,21 @@
+"""
+Context Scoring Module.
+
+Provides scoring strategies for context prioritization.
+"""
+
+from .base import BaseScorer, ScorerProtocol
+from .composite import CompositeScorer, ScoredContext
+from .priority import PriorityScorer
+from .recency import RecencyScorer
+from .relevance import RelevanceScorer
+
+__all__ = [
+    "BaseScorer",
+    "CompositeScorer",
+    "PriorityScorer",
+    "RecencyScorer",
+    "RelevanceScorer",
+    "ScoredContext",
+    "ScorerProtocol",
+]

backend/app/services/context/scoring/base.py

@@ -0,0 +1,99 @@
+"""
+Base Scorer Protocol and Types.
+
+Defines the interface for context scoring implementations.
+"""
+
+from abc import ABC, abstractmethod
+from typing import TYPE_CHECKING, Any, Protocol, runtime_checkable
+
+from ..types import BaseContext
+
+if TYPE_CHECKING:
+    pass
+
+
+@runtime_checkable
+class ScorerProtocol(Protocol):
+    """Protocol for context scorers."""
+
+    async def score(
+        self,
+        context: BaseContext,
+        query: str,
+        **kwargs: Any,
+    ) -> float:
+        """
+        Score a context item.
+
+        Args:
+            context: Context to score
+            query: Query to score against
+            **kwargs: Additional scoring parameters
+
+        Returns:
+            Score between 0.0 and 1.0
+        """
+        ...
+
+
+class BaseScorer(ABC):
+    """
+    Abstract base class for context scorers.
+
+    Provides common functionality and interface for
+    different scoring strategies.
+    """
+
+    def __init__(self, weight: float = 1.0) -> None:
+        """
+        Initialize scorer.
+
+        Args:
+            weight: Weight for this scorer in composite scoring
+        """
+        self._weight = weight
+
+    @property
+    def weight(self) -> float:
+        """Get scorer weight."""
+        return self._weight
+
+    @weight.setter
+    def weight(self, value: float) -> None:
+        """Set scorer weight."""
+        if not 0.0 <= value <= 1.0:
+            raise ValueError("Weight must be between 0.0 and 1.0")
+        self._weight = value
+
+    @abstractmethod
+    async def score(
+        self,
+        context: BaseContext,
+        query: str,
+        **kwargs: Any,
+    ) -> float:
+        """
+        Score a context item.
+
+        Args:
+            context: Context to score
+            query: Query to score against
+            **kwargs: Additional scoring parameters
+
+        Returns:
+            Score between 0.0 and 1.0
+        """
+        ...
+
+    def normalize_score(self, score: float) -> float:
+        """
+        Normalize score to [0.0, 1.0] range.
+
+        Args:
+            score: Raw score
+
+        Returns:
+            Normalized score
+        """
+        return max(0.0, min(1.0, score))

backend/app/services/context/scoring/composite.py

@@ -0,0 +1,368 @@
+"""
+Composite Scorer for Context Management.
+
+Combines multiple scoring strategies with configurable weights.
+"""
+
+import asyncio
+import logging
+import time
+from dataclasses import dataclass
+from typing import TYPE_CHECKING, Any
+
+from ..config import ContextSettings, get_context_settings
+from ..types import BaseContext
+from .priority import PriorityScorer
+from .recency import RecencyScorer
+from .relevance import RelevanceScorer
+
+if TYPE_CHECKING:
+    from app.services.mcp.client_manager import MCPClientManager
+
+logger = logging.getLogger(__name__)
+
+
+@dataclass
+class ScoredContext:
+    """Context with computed scores."""
+
+    context: BaseContext
+    composite_score: float
+    relevance_score: float = 0.0
+    recency_score: float = 0.0
+    priority_score: float = 0.0
+
+    def __lt__(self, other: "ScoredContext") -> bool:
+        """Enable sorting by composite score."""
+        return self.composite_score < other.composite_score
+
+    def __gt__(self, other: "ScoredContext") -> bool:
+        """Enable sorting by composite score."""
+        return self.composite_score > other.composite_score
+
+
+class CompositeScorer:
+    """
+    Combines multiple scoring strategies.
+
+    Weights:
+    - relevance: How well content matches the query
+    - recency: How recent the content is
+    - priority: Explicit priority assignments
+    """
+
+    def __init__(
+        self,
+        mcp_manager: "MCPClientManager | None" = None,
+        settings: ContextSettings | None = None,
+        relevance_weight: float | None = None,
+        recency_weight: float | None = None,
+        priority_weight: float | None = None,
+    ) -> None:
+        """
+        Initialize composite scorer.
+
+        Args:
+            mcp_manager: MCP manager for semantic scoring
+            settings: Context settings (uses default if None)
+            relevance_weight: Override relevance weight
+            recency_weight: Override recency weight
+            priority_weight: Override priority weight
+        """
+        self._settings = settings or get_context_settings()
+        weights = self._settings.get_scoring_weights()
+
+        self._relevance_weight = (
+            relevance_weight if relevance_weight is not None else weights["relevance"]
+        )
+        self._recency_weight = (
+            recency_weight if recency_weight is not None else weights["recency"]
+        )
+        self._priority_weight = (
+            priority_weight if priority_weight is not None else weights["priority"]
+        )
+
+        # Initialize scorers
+        self._relevance_scorer = RelevanceScorer(
+            mcp_manager=mcp_manager,
+            weight=self._relevance_weight,
+        )
+        self._recency_scorer = RecencyScorer(weight=self._recency_weight)
+        self._priority_scorer = PriorityScorer(weight=self._priority_weight)
+
+        # Per-context locks to prevent race conditions during parallel scoring
+        # Uses dict with (lock, last_used_time) tuples for cleanup
+        self._context_locks: dict[str, tuple[asyncio.Lock, float]] = {}
+        self._locks_lock = asyncio.Lock()  # Lock to protect _context_locks access
+        self._max_locks = 1000  # Maximum locks to keep (prevent memory growth)
+        self._lock_ttl = 60.0  # Seconds before a lock can be cleaned up
+
+    def set_mcp_manager(self, mcp_manager: "MCPClientManager") -> None:
+        """Set MCP manager for semantic scoring."""
+        self._relevance_scorer.set_mcp_manager(mcp_manager)
+
+    @property
+    def weights(self) -> dict[str, float]:
+        """Get current scoring weights."""
+        return {
+            "relevance": self._relevance_weight,
+            "recency": self._recency_weight,
+            "priority": self._priority_weight,
+        }
+
+    def update_weights(
+        self,
+        relevance: float | None = None,
+        recency: float | None = None,
+        priority: float | None = None,
+    ) -> None:
+        """
+        Update scoring weights.
+
+        Args:
+            relevance: New relevance weight
+            recency: New recency weight
+            priority: New priority weight
+        """
+        if relevance is not None:
+            self._relevance_weight = max(0.0, min(1.0, relevance))
+            self._relevance_scorer.weight = self._relevance_weight
+
+        if recency is not None:
+            self._recency_weight = max(0.0, min(1.0, recency))
+            self._recency_scorer.weight = self._recency_weight
+
+        if priority is not None:
+            self._priority_weight = max(0.0, min(1.0, priority))
+            self._priority_scorer.weight = self._priority_weight
+
+    async def _get_context_lock(self, context_id: str) -> asyncio.Lock:
+        """
+        Get or create a lock for a specific context.
+
+        Thread-safe access to per-context locks prevents race conditions
+        when the same context is scored concurrently. Includes automatic
+        cleanup of old locks to prevent memory growth.
+
+        Args:
+            context_id: The context ID to get a lock for
+
+        Returns:
+            asyncio.Lock for the context
+        """
+        now = time.time()
+
+        # Fast path: check if lock exists without acquiring main lock
+        # NOTE: We only READ here - no writes to avoid race conditions
+        # with cleanup. The timestamp will be updated in the slow path
+        # if the lock is still valid.
+        lock_entry = self._context_locks.get(context_id)
+        if lock_entry is not None:
+            lock, _ = lock_entry
+            # Return the lock but defer timestamp update to avoid race
+            # The lock is still valid; timestamp update is best-effort
+            return lock
+
+        # Slow path: create lock or update timestamp while holding main lock
+        async with self._locks_lock:
+            # Double-check after acquiring lock - entry may have been
+            # created by another coroutine or deleted by cleanup
+            lock_entry = self._context_locks.get(context_id)
+            if lock_entry is not None:
+                lock, _ = lock_entry
+                # Safe to update timestamp here since we hold the lock
+                self._context_locks[context_id] = (lock, now)
+                return lock
+
+            # Cleanup old locks if we have too many
+            if len(self._context_locks) >= self._max_locks:
+                self._cleanup_old_locks(now)
+
+            # Create new lock
+            new_lock = asyncio.Lock()
+            self._context_locks[context_id] = (new_lock, now)
+            return new_lock
+
+    def _cleanup_old_locks(self, now: float) -> None:
+        """
+        Remove old locks that haven't been used recently.
+
+        Called while holding _locks_lock. Removes locks older than _lock_ttl,
+        but only if they're not currently held.
+
+        Args:
+            now: Current timestamp for age calculation
+        """
+        cutoff = now - self._lock_ttl
+        to_remove = []
+
+        for context_id, (lock, last_used) in self._context_locks.items():
+            # Only remove if old AND not currently held
+            if last_used < cutoff and not lock.locked():
+                to_remove.append(context_id)
+
+        # Remove oldest 50% if still over limit after TTL filtering
+        if len(self._context_locks) - len(to_remove) >= self._max_locks:
+            # Sort by last used time and mark oldest for removal
+            sorted_entries = sorted(
+                self._context_locks.items(),
+                key=lambda x: x[1][1],  # Sort by last_used time
+            )
+            # Remove oldest 50% that aren't locked
+            target_remove = len(self._context_locks) // 2
+            for context_id, (lock, _) in sorted_entries:
+                if len(to_remove) >= target_remove:
+                    break
+                if context_id not in to_remove and not lock.locked():
+                    to_remove.append(context_id)
+
+        for context_id in to_remove:
+            del self._context_locks[context_id]
+
+        if to_remove:
+            logger.debug(f"Cleaned up {len(to_remove)} context locks")
+
+    async def score(
+        self,
+        context: BaseContext,
+        query: str,
+        **kwargs: Any,
+    ) -> float:
+        """
+        Compute composite score for a context.
+
+        Args:
+            context: Context to score
+            query: Query to score against
+            **kwargs: Additional scoring parameters
+
+        Returns:
+            Composite score between 0.0 and 1.0
+        """
+        scored = await self.score_with_details(context, query, **kwargs)
+        return scored.composite_score
+
+    async def score_with_details(
+        self,
+        context: BaseContext,
+        query: str,
+        **kwargs: Any,
+    ) -> ScoredContext:
+        """
+        Compute composite score with individual scores.
+
+        Uses per-context locking to prevent race conditions when the same
+        context is scored concurrently in parallel scoring operations.
+
+        Args:
+            context: Context to score
+            query: Query to score against
+            **kwargs: Additional scoring parameters
+
+        Returns:
+            ScoredContext with all scores
+        """
+        # Get lock for this specific context to prevent race conditions
+        # within concurrent scoring operations for the same query
+        context_lock = await self._get_context_lock(context.id)
+
+        async with context_lock:
+            # Compute individual scores in parallel
+            # Note: We do NOT cache scores on the context because scores are
+            # query-dependent. Caching without considering the query would
+            # return incorrect scores for different queries.
+            relevance_task = self._relevance_scorer.score(context, query, **kwargs)
+            recency_task = self._recency_scorer.score(context, query, **kwargs)
+            priority_task = self._priority_scorer.score(context, query, **kwargs)
+
+            relevance_score, recency_score, priority_score = await asyncio.gather(
+                relevance_task, recency_task, priority_task
+            )
+
+            # Compute weighted composite
+            total_weight = (
+                self._relevance_weight + self._recency_weight + self._priority_weight
+            )
+
+            if total_weight > 0:
+                composite = (
+                    relevance_score * self._relevance_weight
+                    + recency_score * self._recency_weight
+                    + priority_score * self._priority_weight
+                ) / total_weight
+            else:
+                composite = 0.0
+
+            return ScoredContext(
+                context=context,
+                composite_score=composite,
+                relevance_score=relevance_score,
+                recency_score=recency_score,
+                priority_score=priority_score,
+            )
+
+    async def score_batch(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        parallel: bool = True,
+        **kwargs: Any,
+    ) -> list[ScoredContext]:
+        """
+        Score multiple contexts.
+
+        Args:
+            contexts: Contexts to score
+            query: Query to score against
+            parallel: Whether to score in parallel
+            **kwargs: Additional scoring parameters
+
+        Returns:
+            List of ScoredContext (same order as input)
+        """
+        if parallel:
+            tasks = [self.score_with_details(ctx, query, **kwargs) for ctx in contexts]
+            return await asyncio.gather(*tasks)
+        else:
+            results = []
+            for ctx in contexts:
+                scored = await self.score_with_details(ctx, query, **kwargs)
+                results.append(scored)
+            return results
+
+    async def rank(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        limit: int | None = None,
+        min_score: float = 0.0,
+        **kwargs: Any,
+    ) -> list[ScoredContext]:
+        """
+        Score and rank contexts.
+
+        Args:
+            contexts: Contexts to rank
+            query: Query to rank against
+            limit: Maximum number of results
+            min_score: Minimum score threshold
+            **kwargs: Additional scoring parameters
+
+        Returns:
+            Sorted list of ScoredContext (highest first)
+        """
+        # Score all contexts
+        scored = await self.score_batch(contexts, query, **kwargs)
+
+        # Filter by minimum score
+        if min_score > 0:
+            scored = [s for s in scored if s.composite_score >= min_score]
+
+        # Sort by score (highest first)
+        scored.sort(reverse=True)
+
+        # Apply limit
+        if limit is not None:
+            scored = scored[:limit]
+
+        return scored

backend/app/services/context/scoring/priority.py

@@ -0,0 +1,135 @@
+"""
+Priority Scorer for Context Management.
+
+Scores context based on assigned priority levels.
+"""
+
+from typing import Any, ClassVar
+
+from ..types import BaseContext, ContextType
+from .base import BaseScorer
+
+
+class PriorityScorer(BaseScorer):
+    """
+    Scores context based on priority levels.
+
+    Converts priority enum values to normalized scores.
+    Also applies type-based priority bonuses.
+    """
+
+    # Default priority bonuses by context type
+    DEFAULT_TYPE_BONUSES: ClassVar[dict[ContextType, float]] = {
+        ContextType.SYSTEM: 0.2,  # System prompts get a boost
+        ContextType.TASK: 0.15,  # Current task is important
+        ContextType.TOOL: 0.1,  # Recent tool results matter
+        ContextType.KNOWLEDGE: 0.0,  # Knowledge scored by relevance
+        ContextType.CONVERSATION: 0.0,  # Conversation scored by recency
+    }
+
+    def __init__(
+        self,
+        weight: float = 1.0,
+        type_bonuses: dict[ContextType, float] | None = None,
+    ) -> None:
+        """
+        Initialize priority scorer.
+
+        Args:
+            weight: Scorer weight for composite scoring
+            type_bonuses: Optional context-type priority bonuses
+        """
+        super().__init__(weight)
+        self._type_bonuses = type_bonuses or self.DEFAULT_TYPE_BONUSES.copy()
+
+    async def score(
+        self,
+        context: BaseContext,
+        query: str,
+        **kwargs: Any,
+    ) -> float:
+        """
+        Score context based on priority.
+
+        Args:
+            context: Context to score
+            query: Query (not used for priority, kept for interface)
+            **kwargs: Additional parameters
+
+        Returns:
+            Priority score between 0.0 and 1.0
+        """
+        # Get base priority score
+        priority_value = context.priority
+        base_score = self._priority_to_score(priority_value)
+
+        # Apply type bonus
+        context_type = context.get_type()
+        bonus = self._type_bonuses.get(context_type, 0.0)
+
+        return self.normalize_score(base_score + bonus)
+
+    def _priority_to_score(self, priority: int) -> float:
+        """
+        Convert priority value to normalized score.
+
+        Priority values (from ContextPriority):
+        - CRITICAL (100) -> 1.0
+        - HIGH (80) -> 0.8
+        - NORMAL (50) -> 0.5
+        - LOW (20) -> 0.2
+        - MINIMAL (0) -> 0.0
+
+        Args:
+            priority: Priority value (0-100)
+
+        Returns:
+            Normalized score (0.0-1.0)
+        """
+        # Clamp to valid range
+        clamped = max(0, min(100, priority))
+        return clamped / 100.0
+
+    def get_type_bonus(self, context_type: ContextType) -> float:
+        """
+        Get priority bonus for a context type.
+
+        Args:
+            context_type: Context type
+
+        Returns:
+            Bonus value
+        """
+        return self._type_bonuses.get(context_type, 0.0)
+
+    def set_type_bonus(self, context_type: ContextType, bonus: float) -> None:
+        """
+        Set priority bonus for a context type.
+
+        Args:
+            context_type: Context type
+            bonus: Bonus value (0.0-1.0)
+        """
+        if not 0.0 <= bonus <= 1.0:
+            raise ValueError("Bonus must be between 0.0 and 1.0")
+        self._type_bonuses[context_type] = bonus
+
+    async def score_batch(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        **kwargs: Any,
+    ) -> list[float]:
+        """
+        Score multiple contexts.
+
+        Args:
+            contexts: Contexts to score
+            query: Query (not used)
+            **kwargs: Additional parameters
+
+        Returns:
+            List of scores (same order as input)
+        """
+        # Priority scoring is fast, no async needed
+        return [await self.score(ctx, query, **kwargs) for ctx in contexts]

backend/app/services/context/scoring/recency.py

@@ -0,0 +1,141 @@
+"""
+Recency Scorer for Context Management.
+
+Scores context based on how recent it is.
+More recent content gets higher scores.
+"""
+
+import math
+from datetime import UTC, datetime
+from typing import Any
+
+from ..types import BaseContext, ContextType
+from .base import BaseScorer
+
+
+class RecencyScorer(BaseScorer):
+    """
+    Scores context based on recency.
+
+    Uses exponential decay to score content based on age.
+    More recent content scores higher.
+    """
+
+    def __init__(
+        self,
+        weight: float = 1.0,
+        half_life_hours: float = 24.0,
+        type_half_lives: dict[ContextType, float] | None = None,
+    ) -> None:
+        """
+        Initialize recency scorer.
+
+        Args:
+            weight: Scorer weight for composite scoring
+            half_life_hours: Default hours until score decays to 0.5
+            type_half_lives: Optional context-type-specific half lives
+        """
+        super().__init__(weight)
+        self._half_life_hours = half_life_hours
+        self._type_half_lives = type_half_lives or {}
+
+        # Set sensible defaults for context types
+        if ContextType.CONVERSATION not in self._type_half_lives:
+            self._type_half_lives[ContextType.CONVERSATION] = 1.0  # 1 hour
+        if ContextType.TOOL not in self._type_half_lives:
+            self._type_half_lives[ContextType.TOOL] = 0.5  # 30 minutes
+        if ContextType.KNOWLEDGE not in self._type_half_lives:
+            self._type_half_lives[ContextType.KNOWLEDGE] = 168.0  # 1 week
+        if ContextType.SYSTEM not in self._type_half_lives:
+            self._type_half_lives[ContextType.SYSTEM] = 720.0  # 30 days
+        if ContextType.TASK not in self._type_half_lives:
+            self._type_half_lives[ContextType.TASK] = 24.0  # 1 day
+
+    async def score(
+        self,
+        context: BaseContext,
+        query: str,
+        **kwargs: Any,
+    ) -> float:
+        """
+        Score context based on recency.
+
+        Args:
+            context: Context to score
+            query: Query (not used for recency, kept for interface)
+            **kwargs: Additional parameters
+                - reference_time: Time to measure recency from (default: now)
+
+        Returns:
+            Recency score between 0.0 and 1.0
+        """
+        reference_time = kwargs.get("reference_time")
+        if reference_time is None:
+            reference_time = datetime.now(UTC)
+        elif reference_time.tzinfo is None:
+            reference_time = reference_time.replace(tzinfo=UTC)
+
+        # Ensure context timestamp is timezone-aware
+        context_time = context.timestamp
+        if context_time.tzinfo is None:
+            context_time = context_time.replace(tzinfo=UTC)
+
+        # Calculate age in hours
+        age = reference_time - context_time
+        age_hours = max(0, age.total_seconds() / 3600)
+
+        # Get half-life for this context type
+        context_type = context.get_type()
+        half_life = self._type_half_lives.get(context_type, self._half_life_hours)
+
+        # Exponential decay
+        decay_factor = math.exp(-math.log(2) * age_hours / half_life)
+
+        return self.normalize_score(decay_factor)
+
+    def get_half_life(self, context_type: ContextType) -> float:
+        """
+        Get half-life for a context type.
+
+        Args:
+            context_type: Context type to get half-life for
+
+        Returns:
+            Half-life in hours
+        """
+        return self._type_half_lives.get(context_type, self._half_life_hours)
+
+    def set_half_life(self, context_type: ContextType, hours: float) -> None:
+        """
+        Set half-life for a context type.
+
+        Args:
+            context_type: Context type to set half-life for
+            hours: Half-life in hours
+        """
+        if hours <= 0:
+            raise ValueError("Half-life must be positive")
+        self._type_half_lives[context_type] = hours
+
+    async def score_batch(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        **kwargs: Any,
+    ) -> list[float]:
+        """
+        Score multiple contexts.
+
+        Args:
+            contexts: Contexts to score
+            query: Query (not used)
+            **kwargs: Additional parameters
+
+        Returns:
+            List of scores (same order as input)
+        """
+        scores = []
+        for context in contexts:
+            score = await self.score(context, query, **kwargs)
+            scores.append(score)
+        return scores

backend/app/services/context/scoring/relevance.py

@@ -0,0 +1,220 @@
+"""
+Relevance Scorer for Context Management.
+
+Scores context based on semantic similarity to the query.
+Uses Knowledge Base embeddings when available.
+"""
+
+import logging
+import re
+from typing import TYPE_CHECKING, Any
+
+from ..config import ContextSettings, get_context_settings
+from ..types import BaseContext, KnowledgeContext
+from .base import BaseScorer
+
+if TYPE_CHECKING:
+    from app.services.mcp.client_manager import MCPClientManager
+
+logger = logging.getLogger(__name__)
+
+
+class RelevanceScorer(BaseScorer):
+    """
+    Scores context based on relevance to query.
+
+    Uses multiple strategies:
+    1. Pre-computed scores (from RAG results)
+    2. MCP-based semantic similarity (via Knowledge Base)
+    3. Keyword matching fallback
+    """
+
+    def __init__(
+        self,
+        mcp_manager: "MCPClientManager | None" = None,
+        weight: float = 1.0,
+        keyword_fallback_weight: float | None = None,
+        semantic_max_chars: int | None = None,
+        settings: ContextSettings | None = None,
+    ) -> None:
+        """
+        Initialize relevance scorer.
+
+        Args:
+            mcp_manager: MCP manager for Knowledge Base calls
+            weight: Scorer weight for composite scoring
+            keyword_fallback_weight: Max score for keyword-based fallback (overrides settings)
+            semantic_max_chars: Max content length for semantic similarity (overrides settings)
+            settings: Context settings (uses global if None)
+        """
+        super().__init__(weight)
+        self._settings = settings or get_context_settings()
+        self._mcp = mcp_manager
+
+        # Use provided values or fall back to settings
+        self._keyword_fallback_weight = (
+            keyword_fallback_weight
+            if keyword_fallback_weight is not None
+            else self._settings.relevance_keyword_fallback_weight
+        )
+        self._semantic_max_chars = (
+            semantic_max_chars
+            if semantic_max_chars is not None
+            else self._settings.relevance_semantic_max_chars
+        )
+
+    def set_mcp_manager(self, mcp_manager: "MCPClientManager") -> None:
+        """Set MCP manager for semantic scoring."""
+        self._mcp = mcp_manager
+
+    async def score(
+        self,
+        context: BaseContext,
+        query: str,
+        **kwargs: Any,
+    ) -> float:
+        """
+        Score context relevance to query.
+
+        Args:
+            context: Context to score
+            query: Query to score against
+            **kwargs: Additional parameters
+
+        Returns:
+            Relevance score between 0.0 and 1.0
+        """
+        # 1. Check for pre-computed relevance score
+        if (
+            isinstance(context, KnowledgeContext)
+            and context.relevance_score is not None
+        ):
+            return self.normalize_score(context.relevance_score)
+
+        # 2. Check metadata for score
+        if "relevance_score" in context.metadata:
+            return self.normalize_score(context.metadata["relevance_score"])
+
+        if "score" in context.metadata:
+            return self.normalize_score(context.metadata["score"])
+
+        # 3. Try MCP-based semantic similarity (if compute_similarity tool is available)
+        # Note: This requires the knowledge-base MCP server to implement compute_similarity
+        if self._mcp is not None:
+            try:
+                score = await self._compute_semantic_similarity(context, query)
+                if score is not None:
+                    return score
+            except Exception as e:
+                # Log at debug level since this is expected if compute_similarity
+                # tool is not implemented in the Knowledge Base server
+                logger.debug(
+                    f"Semantic scoring unavailable, using keyword fallback: {e}"
+                )
+
+        # 4. Fall back to keyword matching
+        return self._compute_keyword_score(context, query)
+
+    async def _compute_semantic_similarity(
+        self,
+        context: BaseContext,
+        query: str,
+    ) -> float | None:
+        """
+        Compute semantic similarity using Knowledge Base embeddings.
+
+        Args:
+            context: Context to score
+            query: Query to compare
+
+        Returns:
+            Similarity score or None if unavailable
+        """
+        if self._mcp is None:
+            return None
+
+        try:
+            # Use Knowledge Base's search capability to compute similarity
+            result = await self._mcp.call_tool(
+                server="knowledge-base",
+                tool="compute_similarity",
+                args={
+                    "text1": query,
+                    "text2": context.content[
+                        : self._semantic_max_chars
+                    ],  # Limit content length
+                },
+            )
+
+            if result.success and isinstance(result.data, dict):
+                similarity = result.data.get("similarity")
+                if similarity is not None:
+                    return self.normalize_score(float(similarity))
+
+        except Exception as e:
+            logger.debug(f"Semantic similarity computation failed: {e}")
+
+        return None
+
+    def _compute_keyword_score(
+        self,
+        context: BaseContext,
+        query: str,
+    ) -> float:
+        """
+        Compute relevance score based on keyword matching.
+
+        Simple but fast fallback when semantic search is unavailable.
+
+        Args:
+            context: Context to score
+            query: Query to match
+
+        Returns:
+            Keyword-based relevance score
+        """
+        if not query or not context.content:
+            return 0.0
+
+        # Extract keywords from query
+        query_lower = query.lower()
+        content_lower = context.content.lower()
+
+        # Simple word tokenization
+        query_words = set(re.findall(r"\b\w{3,}\b", query_lower))
+        content_words = set(re.findall(r"\b\w{3,}\b", content_lower))
+
+        if not query_words:
+            return 0.0
+
+        # Calculate overlap
+        common_words = query_words & content_words
+        overlap_ratio = len(common_words) / len(query_words)
+
+        # Apply fallback weight ceiling
+        return self.normalize_score(overlap_ratio * self._keyword_fallback_weight)
+
+    async def score_batch(
+        self,
+        contexts: list[BaseContext],
+        query: str,
+        **kwargs: Any,
+    ) -> list[float]:
+        """
+        Score multiple contexts in parallel.
+
+        Args:
+            contexts: Contexts to score
+            query: Query to score against
+            **kwargs: Additional parameters
+
+        Returns:
+            List of scores (same order as input)
+        """
+        import asyncio
+
+        if not contexts:
+            return []
+
+        tasks = [self.score(context, query, **kwargs) for context in contexts]
+        return await asyncio.gather(*tasks)

backend/app/services/context/types/__init__.py

@@ -0,0 +1,49 @@
+"""
+Context Types Module.
+
+Provides all context types used in the Context Management Engine.
+"""
+
+from .base import (
+    AssembledContext,
+    BaseContext,
+    ContextPriority,
+    ContextType,
+)
+from .conversation import (
+    ConversationContext,
+    MessageRole,
+)
+from .knowledge import KnowledgeContext
+from .memory import (
+    MemoryContext,
+    MemorySubtype,
+)
+from .system import SystemContext
+from .task import (
+    TaskComplexity,
+    TaskContext,
+    TaskStatus,
+)
+from .tool import (
+    ToolContext,
+    ToolResultStatus,
+)
+
+__all__ = [
+    "AssembledContext",
+    "BaseContext",
+    "ContextPriority",
+    "ContextType",
+    "ConversationContext",
+    "KnowledgeContext",
+    "MemoryContext",
+    "MemorySubtype",
+    "MessageRole",
+    "SystemContext",
+    "TaskComplexity",
+    "TaskContext",
+    "TaskStatus",
+    "ToolContext",
+    "ToolResultStatus",
+]

backend/app/services/context/types/base.py

@@ -0,0 +1,348 @@
+"""
+Base Context Types and Enums.
+
+Provides the foundation for all context types used in
+the Context Management Engine.
+"""
+
+from abc import ABC, abstractmethod
+from dataclasses import dataclass, field
+from datetime import UTC, datetime
+from enum import Enum
+from typing import Any
+from uuid import uuid4
+
+
+class ContextType(str, Enum):
+    """
+    Types of context that can be assembled.
+
+    Each type has specific handling, formatting, and
+    budget allocation rules.
+    """
+
+    SYSTEM = "system"
+    TASK = "task"
+    KNOWLEDGE = "knowledge"
+    CONVERSATION = "conversation"
+    TOOL = "tool"
+    MEMORY = "memory"  # Agent memory (working, episodic, semantic, procedural)
+
+    @classmethod
+    def from_string(cls, value: str) -> "ContextType":
+        """
+        Convert string to ContextType.
+
+        Args:
+            value: String value
+
+        Returns:
+            ContextType enum value
+
+        Raises:
+            ValueError: If value is not a valid context type
+        """
+        try:
+            return cls(value.lower())
+        except ValueError:
+            valid = ", ".join(t.value for t in cls)
+            raise ValueError(f"Invalid context type '{value}'. Valid types: {valid}")
+
+
+class ContextPriority(int, Enum):
+    """
+    Priority levels for context ordering.
+
+    Higher values indicate higher priority.
+    """
+
+    LOWEST = 0
+    LOW = 25
+    NORMAL = 50
+    HIGH = 75
+    HIGHEST = 100
+    CRITICAL = 150  # Never omit
+
+    @classmethod
+    def from_int(cls, value: int) -> "ContextPriority":
+        """
+        Get closest priority level for an integer.
+
+        Args:
+            value: Integer priority value
+
+        Returns:
+            Closest ContextPriority enum value
+        """
+        priorities = sorted(cls, key=lambda p: p.value)
+        for priority in reversed(priorities):
+            if value >= priority.value:
+                return priority
+        return cls.LOWEST
+
+
+@dataclass(eq=False)
+class BaseContext(ABC):
+    """
+    Abstract base class for all context types.
+
+    Provides common fields and methods for context handling,
+    scoring, and serialization.
+    """
+
+    # Required fields
+    content: str
+    source: str
+
+    # Optional fields with defaults
+    id: str = field(default_factory=lambda: str(uuid4()))
+    timestamp: datetime = field(default_factory=lambda: datetime.now(UTC))
+    priority: int = field(default=ContextPriority.NORMAL.value)
+    metadata: dict[str, Any] = field(default_factory=dict)
+
+    # Computed/cached fields
+    _token_count: int | None = field(default=None, repr=False)
+    _score: float | None = field(default=None, repr=False)
+
+    @property
+    def token_count(self) -> int | None:
+        """Get cached token count (None if not counted yet)."""
+        return self._token_count
+
+    @token_count.setter
+    def token_count(self, value: int) -> None:
+        """Set token count."""
+        self._token_count = value
+
+    @property
+    def score(self) -> float | None:
+        """Get cached score (None if not scored yet)."""
+        return self._score
+
+    @score.setter
+    def score(self, value: float) -> None:
+        """Set score (clamped to 0.0-1.0)."""
+        self._score = max(0.0, min(1.0, value))
+
+    @abstractmethod
+    def get_type(self) -> ContextType:
+        """
+        Get the type of this context.
+
+        Returns:
+            ContextType enum value
+        """
+        ...
+
+    def get_age_seconds(self) -> float:
+        """
+        Get age of context in seconds.
+
+        Returns:
+            Age in seconds since creation
+        """
+        now = datetime.now(UTC)
+        delta = now - self.timestamp
+        return delta.total_seconds()
+
+    def get_age_hours(self) -> float:
+        """
+        Get age of context in hours.
+
+        Returns:
+            Age in hours since creation
+        """
+        return self.get_age_seconds() / 3600
+
+    def is_stale(self, max_age_hours: float = 168.0) -> bool:
+        """
+        Check if context is stale.
+
+        Args:
+            max_age_hours: Maximum age before considered stale (default 7 days)
+
+        Returns:
+            True if context is older than max_age_hours
+        """
+        return self.get_age_hours() > max_age_hours
+
+    def to_dict(self) -> dict[str, Any]:
+        """
+        Convert context to dictionary for serialization.
+
+        Returns:
+            Dictionary representation
+        """
+        return {
+            "id": self.id,
+            "type": self.get_type().value,
+            "content": self.content,
+            "source": self.source,
+            "timestamp": self.timestamp.isoformat(),
+            "priority": self.priority,
+            "metadata": self.metadata,
+            "token_count": self._token_count,
+            "score": self._score,
+        }
+
+    @classmethod
+    def from_dict(cls, data: dict[str, Any]) -> "BaseContext":
+        """
+        Create context from dictionary.
+
+        Note: Subclasses should override this to return correct type.
+
+        Args:
+            data: Dictionary with context data
+
+        Returns:
+            Context instance
+        """
+        raise NotImplementedError("Subclasses must implement from_dict")
+
+    def truncate(self, max_tokens: int, suffix: str = "... [truncated]") -> str:
+        """
+        Truncate content to fit within token limit.
+
+        This is a rough estimation based on characters.
+        For accurate truncation, use the TokenCalculator.
+
+        Args:
+            max_tokens: Maximum tokens allowed
+            suffix: Suffix to append when truncated
+
+        Returns:
+            Truncated content
+        """
+        if self._token_count is None or self._token_count <= max_tokens:
+            return self.content
+
+        # Rough estimation: 4 chars per token on average
+        estimated_chars = max_tokens * 4
+        suffix_chars = len(suffix)
+
+        if len(self.content) <= estimated_chars:
+            return self.content
+
+        truncated = self.content[: estimated_chars - suffix_chars]
+        # Try to break at word boundary
+        last_space = truncated.rfind(" ")
+        if last_space > estimated_chars * 0.8:
+            truncated = truncated[:last_space]
+
+        return truncated + suffix
+
+    def __hash__(self) -> int:
+        """Hash based on ID for set/dict usage."""
+        return hash(self.id)
+
+    def __eq__(self, other: object) -> bool:
+        """Equality based on ID."""
+        if not isinstance(other, BaseContext):
+            return False
+        return self.id == other.id
+
+
+@dataclass
+class AssembledContext:
+    """
+    Result of context assembly.
+
+    Contains the final formatted context ready for LLM consumption,
+    along with metadata about the assembly process.
+    """
+
+    # Main content
+    content: str
+    total_tokens: int
+
+    # Assembly metadata
+    context_count: int
+    excluded_count: int = 0
+    assembly_time_ms: float = 0.0
+    model: str = ""
+
+    # Included contexts (optional - for inspection)
+    contexts: list["BaseContext"] = field(default_factory=list)
+
+    # Additional metadata from assembly
+    metadata: dict[str, Any] = field(default_factory=dict)
+
+    # Budget tracking
+    budget_total: int = 0
+    budget_used: int = 0
+
+    # Context breakdown
+    by_type: dict[str, int] = field(default_factory=dict)
+
+    # Cache info
+    cache_hit: bool = False
+    cache_key: str | None = None
+
+    # Aliases for backward compatibility
+    @property
+    def token_count(self) -> int:
+        """Alias for total_tokens."""
+        return self.total_tokens
+
+    @property
+    def contexts_included(self) -> int:
+        """Alias for context_count."""
+        return self.context_count
+
+    @property
+    def contexts_excluded(self) -> int:
+        """Alias for excluded_count."""
+        return self.excluded_count
+
+    @property
+    def budget_utilization(self) -> float:
+        """Get budget utilization percentage."""
+        if self.budget_total == 0:
+            return 0.0
+        return self.budget_used / self.budget_total
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary."""
+        return {
+            "content": self.content,
+            "total_tokens": self.total_tokens,
+            "context_count": self.context_count,
+            "excluded_count": self.excluded_count,
+            "assembly_time_ms": round(self.assembly_time_ms, 2),
+            "model": self.model,
+            "metadata": self.metadata,
+            "budget_total": self.budget_total,
+            "budget_used": self.budget_used,
+            "budget_utilization": round(self.budget_utilization, 3),
+            "by_type": self.by_type,
+            "cache_hit": self.cache_hit,
+            "cache_key": self.cache_key,
+        }
+
+    def to_json(self) -> str:
+        """Convert to JSON string."""
+        import json
+
+        return json.dumps(self.to_dict())
+
+    @classmethod
+    def from_json(cls, json_str: str) -> "AssembledContext":
+        """Create from JSON string."""
+        import json
+
+        data = json.loads(json_str)
+        return cls(
+            content=data["content"],
+            total_tokens=data["total_tokens"],
+            context_count=data["context_count"],
+            excluded_count=data.get("excluded_count", 0),
+            assembly_time_ms=data.get("assembly_time_ms", 0.0),
+            model=data.get("model", ""),
+            metadata=data.get("metadata", {}),
+            budget_total=data.get("budget_total", 0),
+            budget_used=data.get("budget_used", 0),
+            by_type=data.get("by_type", {}),
+            cache_hit=data.get("cache_hit", False),
+            cache_key=data.get("cache_key"),
+        )

backend/app/services/context/types/conversation.py

@@ -0,0 +1,182 @@
+"""
+Conversation Context Type.
+
+Represents conversation history for context continuity.
+"""
+
+from dataclasses import dataclass, field
+from datetime import UTC, datetime
+from enum import Enum
+from typing import Any
+
+from .base import BaseContext, ContextPriority, ContextType
+
+
+class MessageRole(str, Enum):
+    """Roles for conversation messages."""
+
+    USER = "user"
+    ASSISTANT = "assistant"
+    SYSTEM = "system"
+    TOOL = "tool"
+
+    @classmethod
+    def from_string(cls, value: str) -> "MessageRole":
+        """Convert string to MessageRole."""
+        try:
+            return cls(value.lower())
+        except ValueError:
+            # Default to user for unknown roles
+            return cls.USER
+
+
+@dataclass(eq=False)
+class ConversationContext(BaseContext):
+    """
+    Context from conversation history.
+
+    Represents a single turn in the conversation,
+    including user messages, assistant responses,
+    and tool results.
+    """
+
+    # Conversation-specific fields
+    role: MessageRole = field(default=MessageRole.USER)
+    turn_index: int = field(default=0)
+    session_id: str | None = field(default=None)
+    parent_message_id: str | None = field(default=None)
+
+    def get_type(self) -> ContextType:
+        """Return CONVERSATION context type."""
+        return ContextType.CONVERSATION
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary with conversation-specific fields."""
+        base = super().to_dict()
+        base.update(
+            {
+                "role": self.role.value,
+                "turn_index": self.turn_index,
+                "session_id": self.session_id,
+                "parent_message_id": self.parent_message_id,
+            }
+        )
+        return base
+
+    @classmethod
+    def from_dict(cls, data: dict[str, Any]) -> "ConversationContext":
+        """Create ConversationContext from dictionary."""
+        role = data.get("role", "user")
+        if isinstance(role, str):
+            role = MessageRole.from_string(role)
+
+        return cls(
+            id=data.get("id", ""),
+            content=data["content"],
+            source=data.get("source", "conversation"),
+            timestamp=datetime.fromisoformat(data["timestamp"])
+            if isinstance(data.get("timestamp"), str)
+            else data.get("timestamp", datetime.now(UTC)),
+            priority=data.get("priority", ContextPriority.NORMAL.value),
+            metadata=data.get("metadata", {}),
+            role=role,
+            turn_index=data.get("turn_index", 0),
+            session_id=data.get("session_id"),
+            parent_message_id=data.get("parent_message_id"),
+        )
+
+    @classmethod
+    def from_message(
+        cls,
+        content: str,
+        role: str | MessageRole,
+        turn_index: int = 0,
+        session_id: str | None = None,
+        timestamp: datetime | None = None,
+    ) -> "ConversationContext":
+        """
+        Create ConversationContext from a message.
+
+        Args:
+            content: Message content
+            role: Message role (user, assistant, system, tool)
+            turn_index: Position in conversation
+            session_id: Session identifier
+            timestamp: Message timestamp
+
+        Returns:
+            ConversationContext instance
+        """
+        if isinstance(role, str):
+            role = MessageRole.from_string(role)
+
+        # Recent messages have higher priority
+        priority = ContextPriority.NORMAL.value
+
+        return cls(
+            content=content,
+            source="conversation",
+            role=role,
+            turn_index=turn_index,
+            session_id=session_id,
+            timestamp=timestamp or datetime.now(UTC),
+            priority=priority,
+        )
+
+    @classmethod
+    def from_history(
+        cls,
+        messages: list[dict[str, Any]],
+        session_id: str | None = None,
+    ) -> list["ConversationContext"]:
+        """
+        Create multiple ConversationContexts from message history.
+
+        Args:
+            messages: List of message dicts with 'role' and 'content'
+            session_id: Session identifier
+
+        Returns:
+            List of ConversationContext instances
+        """
+        contexts = []
+        for i, msg in enumerate(messages):
+            ctx = cls.from_message(
+                content=msg.get("content", ""),
+                role=msg.get("role", "user"),
+                turn_index=i,
+                session_id=session_id,
+                timestamp=datetime.fromisoformat(msg["timestamp"])
+                if "timestamp" in msg
+                else None,
+            )
+            contexts.append(ctx)
+        return contexts
+
+    def is_user_message(self) -> bool:
+        """Check if this is a user message."""
+        return self.role == MessageRole.USER
+
+    def is_assistant_message(self) -> bool:
+        """Check if this is an assistant message."""
+        return self.role == MessageRole.ASSISTANT
+
+    def is_tool_result(self) -> bool:
+        """Check if this is a tool result."""
+        return self.role == MessageRole.TOOL
+
+    def format_for_prompt(self) -> str:
+        """
+        Format message for inclusion in prompt.
+
+        Returns:
+            Formatted message string
+        """
+        role_labels = {
+            MessageRole.USER: "User",
+            MessageRole.ASSISTANT: "Assistant",
+            MessageRole.SYSTEM: "System",
+            MessageRole.TOOL: "Tool Result",
+        }
+        label = role_labels.get(self.role, "Unknown")
+        return f"{label}: {self.content}"

backend/app/services/context/types/knowledge.py

@@ -0,0 +1,152 @@
+"""
+Knowledge Context Type.
+
+Represents RAG results from the Knowledge Base MCP server.
+"""
+
+from dataclasses import dataclass, field
+from datetime import UTC, datetime
+from typing import Any
+
+from .base import BaseContext, ContextPriority, ContextType
+
+
+@dataclass(eq=False)
+class KnowledgeContext(BaseContext):
+    """
+    Context from knowledge base / RAG retrieval.
+
+    Knowledge context represents chunks retrieved from the
+    Knowledge Base MCP server, including:
+    - Code snippets
+    - Documentation
+    - Previous conversations
+    - External knowledge
+
+    Each chunk includes relevance scoring from the search.
+    """
+
+    # Knowledge-specific fields
+    collection: str = field(default="default")
+    file_type: str | None = field(default=None)
+    chunk_index: int = field(default=0)
+    relevance_score: float = field(default=0.0)
+    search_query: str = field(default="")
+
+    def get_type(self) -> ContextType:
+        """Return KNOWLEDGE context type."""
+        return ContextType.KNOWLEDGE
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary with knowledge-specific fields."""
+        base = super().to_dict()
+        base.update(
+            {
+                "collection": self.collection,
+                "file_type": self.file_type,
+                "chunk_index": self.chunk_index,
+                "relevance_score": self.relevance_score,
+                "search_query": self.search_query,
+            }
+        )
+        return base
+
+    @classmethod
+    def from_dict(cls, data: dict[str, Any]) -> "KnowledgeContext":
+        """Create KnowledgeContext from dictionary."""
+        return cls(
+            id=data.get("id", ""),
+            content=data["content"],
+            source=data["source"],
+            timestamp=datetime.fromisoformat(data["timestamp"])
+            if isinstance(data.get("timestamp"), str)
+            else data.get("timestamp", datetime.now(UTC)),
+            priority=data.get("priority", ContextPriority.NORMAL.value),
+            metadata=data.get("metadata", {}),
+            collection=data.get("collection", "default"),
+            file_type=data.get("file_type"),
+            chunk_index=data.get("chunk_index", 0),
+            relevance_score=data.get("relevance_score", 0.0),
+            search_query=data.get("search_query", ""),
+        )
+
+    @classmethod
+    def from_search_result(
+        cls,
+        result: dict[str, Any],
+        query: str,
+    ) -> "KnowledgeContext":
+        """
+        Create KnowledgeContext from a Knowledge Base search result.
+
+        Args:
+            result: Search result from Knowledge Base MCP
+            query: Search query used
+
+        Returns:
+            KnowledgeContext instance
+        """
+        return cls(
+            content=result.get("content", ""),
+            source=result.get("source_path", "unknown"),
+            collection=result.get("collection", "default"),
+            file_type=result.get("file_type"),
+            chunk_index=result.get("chunk_index", 0),
+            relevance_score=result.get("score", 0.0),
+            search_query=query,
+            metadata={
+                "chunk_id": result.get("id"),
+                "content_hash": result.get("content_hash"),
+            },
+        )
+
+    @classmethod
+    def from_search_results(
+        cls,
+        results: list[dict[str, Any]],
+        query: str,
+    ) -> list["KnowledgeContext"]:
+        """
+        Create multiple KnowledgeContexts from search results.
+
+        Args:
+            results: List of search results
+            query: Search query used
+
+        Returns:
+            List of KnowledgeContext instances
+        """
+        return [cls.from_search_result(r, query) for r in results]
+
+    def is_code(self) -> bool:
+        """Check if this is code content."""
+        code_types = {
+            "python",
+            "javascript",
+            "typescript",
+            "go",
+            "rust",
+            "java",
+            "c",
+            "cpp",
+        }
+        return self.file_type is not None and self.file_type.lower() in code_types
+
+    def is_documentation(self) -> bool:
+        """Check if this is documentation content."""
+        doc_types = {"markdown", "rst", "txt", "md"}
+        return self.file_type is not None and self.file_type.lower() in doc_types
+
+    def get_formatted_source(self) -> str:
+        """
+        Get a formatted source string for display.
+
+        Returns:
+            Formatted source string
+        """
+        parts = [self.source]
+        if self.file_type:
+            parts.append(f"({self.file_type})")
+        if self.collection != "default":
+            parts.insert(0, f"[{self.collection}]")
+        return " ".join(parts)

backend/app/services/context/types/memory.py

@@ -0,0 +1,282 @@
+"""
+Memory Context Type.
+
+Represents agent memory as context for LLM requests.
+Includes working, episodic, semantic, and procedural memories.
+"""
+
+from dataclasses import dataclass, field
+from datetime import UTC, datetime
+from enum import Enum
+from typing import Any
+
+from .base import BaseContext, ContextPriority, ContextType
+
+
+class MemorySubtype(str, Enum):
+    """Types of agent memory."""
+
+    WORKING = "working"  # Session-scoped temporary data
+    EPISODIC = "episodic"  # Task history and outcomes
+    SEMANTIC = "semantic"  # Facts and knowledge
+    PROCEDURAL = "procedural"  # Learned procedures
+
+
+@dataclass(eq=False)
+class MemoryContext(BaseContext):
+    """
+    Context from agent memory system.
+
+    Memory context represents data retrieved from the agent
+    memory system, including:
+    - Working memory: Current session state
+    - Episodic memory: Past task experiences
+    - Semantic memory: Learned facts and knowledge
+    - Procedural memory: Known procedures and workflows
+
+    Each memory item includes relevance scoring from search.
+    """
+
+    # Memory-specific fields
+    memory_subtype: MemorySubtype = field(default=MemorySubtype.EPISODIC)
+    memory_id: str | None = field(default=None)
+    relevance_score: float = field(default=0.0)
+    importance: float = field(default=0.5)
+    search_query: str = field(default="")
+
+    # Type-specific fields (populated based on memory_subtype)
+    key: str | None = field(default=None)  # For working memory
+    task_type: str | None = field(default=None)  # For episodic
+    outcome: str | None = field(default=None)  # For episodic
+    subject: str | None = field(default=None)  # For semantic
+    predicate: str | None = field(default=None)  # For semantic
+    object_value: str | None = field(default=None)  # For semantic
+    trigger: str | None = field(default=None)  # For procedural
+    success_rate: float | None = field(default=None)  # For procedural
+
+    def get_type(self) -> ContextType:
+        """Return MEMORY context type."""
+        return ContextType.MEMORY
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary with memory-specific fields."""
+        base = super().to_dict()
+        base.update(
+            {
+                "memory_subtype": self.memory_subtype.value,
+                "memory_id": self.memory_id,
+                "relevance_score": self.relevance_score,
+                "importance": self.importance,
+                "search_query": self.search_query,
+                "key": self.key,
+                "task_type": self.task_type,
+                "outcome": self.outcome,
+                "subject": self.subject,
+                "predicate": self.predicate,
+                "object_value": self.object_value,
+                "trigger": self.trigger,
+                "success_rate": self.success_rate,
+            }
+        )
+        return base
+
+    @classmethod
+    def from_dict(cls, data: dict[str, Any]) -> "MemoryContext":
+        """Create MemoryContext from dictionary."""
+        return cls(
+            id=data.get("id", ""),
+            content=data["content"],
+            source=data["source"],
+            timestamp=datetime.fromisoformat(data["timestamp"])
+            if isinstance(data.get("timestamp"), str)
+            else data.get("timestamp", datetime.now(UTC)),
+            priority=data.get("priority", ContextPriority.NORMAL.value),
+            metadata=data.get("metadata", {}),
+            memory_subtype=MemorySubtype(data.get("memory_subtype", "episodic")),
+            memory_id=data.get("memory_id"),
+            relevance_score=data.get("relevance_score", 0.0),
+            importance=data.get("importance", 0.5),
+            search_query=data.get("search_query", ""),
+            key=data.get("key"),
+            task_type=data.get("task_type"),
+            outcome=data.get("outcome"),
+            subject=data.get("subject"),
+            predicate=data.get("predicate"),
+            object_value=data.get("object_value"),
+            trigger=data.get("trigger"),
+            success_rate=data.get("success_rate"),
+        )
+
+    @classmethod
+    def from_working_memory(
+        cls,
+        key: str,
+        value: Any,
+        source: str = "working_memory",
+        query: str = "",
+    ) -> "MemoryContext":
+        """
+        Create MemoryContext from working memory entry.
+
+        Args:
+            key: Working memory key
+            value: Value stored at key
+            source: Source identifier
+            query: Search query used
+
+        Returns:
+            MemoryContext instance
+        """
+        return cls(
+            content=str(value),
+            source=source,
+            memory_subtype=MemorySubtype.WORKING,
+            key=key,
+            relevance_score=1.0,  # Working memory is always relevant
+            importance=0.8,  # Higher importance for current session state
+            search_query=query,
+            priority=ContextPriority.HIGH.value,
+        )
+
+    @classmethod
+    def from_episodic_memory(
+        cls,
+        episode: Any,
+        query: str = "",
+    ) -> "MemoryContext":
+        """
+        Create MemoryContext from episodic memory episode.
+
+        Args:
+            episode: Episode object from episodic memory
+            query: Search query used
+
+        Returns:
+            MemoryContext instance
+        """
+        outcome_val = None
+        if hasattr(episode, "outcome") and episode.outcome:
+            outcome_val = (
+                episode.outcome.value
+                if hasattr(episode.outcome, "value")
+                else str(episode.outcome)
+            )
+
+        return cls(
+            content=episode.task_description,
+            source=f"episodic:{episode.id}",
+            memory_subtype=MemorySubtype.EPISODIC,
+            memory_id=str(episode.id),
+            relevance_score=getattr(episode, "importance_score", 0.5),
+            importance=getattr(episode, "importance_score", 0.5),
+            search_query=query,
+            task_type=getattr(episode, "task_type", None),
+            outcome=outcome_val,
+            metadata={
+                "session_id": getattr(episode, "session_id", None),
+                "occurred_at": episode.occurred_at.isoformat()
+                if hasattr(episode, "occurred_at") and episode.occurred_at
+                else None,
+                "lessons_learned": getattr(episode, "lessons_learned", []),
+            },
+        )
+
+    @classmethod
+    def from_semantic_memory(
+        cls,
+        fact: Any,
+        query: str = "",
+    ) -> "MemoryContext":
+        """
+        Create MemoryContext from semantic memory fact.
+
+        Args:
+            fact: Fact object from semantic memory
+            query: Search query used
+
+        Returns:
+            MemoryContext instance
+        """
+        triple = f"{fact.subject} {fact.predicate} {fact.object}"
+        return cls(
+            content=triple,
+            source=f"semantic:{fact.id}",
+            memory_subtype=MemorySubtype.SEMANTIC,
+            memory_id=str(fact.id),
+            relevance_score=getattr(fact, "confidence", 0.5),
+            importance=getattr(fact, "confidence", 0.5),
+            search_query=query,
+            subject=fact.subject,
+            predicate=fact.predicate,
+            object_value=fact.object,
+            priority=ContextPriority.NORMAL.value,
+        )
+
+    @classmethod
+    def from_procedural_memory(
+        cls,
+        procedure: Any,
+        query: str = "",
+    ) -> "MemoryContext":
+        """
+        Create MemoryContext from procedural memory procedure.
+
+        Args:
+            procedure: Procedure object from procedural memory
+            query: Search query used
+
+        Returns:
+            MemoryContext instance
+        """
+        # Format steps as content
+        steps = getattr(procedure, "steps", [])
+        steps_content = "\n".join(
+            f"  {i + 1}. {step.get('action', step) if isinstance(step, dict) else step}"
+            for i, step in enumerate(steps)
+        )
+        content = f"Procedure: {procedure.name}\nTrigger: {procedure.trigger_pattern}\nSteps:\n{steps_content}"
+
+        return cls(
+            content=content,
+            source=f"procedural:{procedure.id}",
+            memory_subtype=MemorySubtype.PROCEDURAL,
+            memory_id=str(procedure.id),
+            relevance_score=getattr(procedure, "success_rate", 0.5),
+            importance=0.7,  # Procedures are moderately important
+            search_query=query,
+            trigger=procedure.trigger_pattern,
+            success_rate=getattr(procedure, "success_rate", None),
+            metadata={
+                "steps_count": len(steps),
+                "execution_count": getattr(procedure, "success_count", 0)
+                + getattr(procedure, "failure_count", 0),
+            },
+        )
+
+    def is_working_memory(self) -> bool:
+        """Check if this is working memory."""
+        return self.memory_subtype == MemorySubtype.WORKING
+
+    def is_episodic_memory(self) -> bool:
+        """Check if this is episodic memory."""
+        return self.memory_subtype == MemorySubtype.EPISODIC
+
+    def is_semantic_memory(self) -> bool:
+        """Check if this is semantic memory."""
+        return self.memory_subtype == MemorySubtype.SEMANTIC
+
+    def is_procedural_memory(self) -> bool:
+        """Check if this is procedural memory."""
+        return self.memory_subtype == MemorySubtype.PROCEDURAL
+
+    def get_formatted_source(self) -> str:
+        """
+        Get a formatted source string for display.
+
+        Returns:
+            Formatted source string
+        """
+        parts = [f"[{self.memory_subtype.value}]", self.source]
+        if self.memory_id:
+            parts.append(f"({self.memory_id[:8]}...)")
+        return " ".join(parts)

backend/app/services/context/types/system.py

@@ -0,0 +1,138 @@
+"""
+System Context Type.
+
+Represents system prompts, instructions, and agent personas.
+"""
+
+from dataclasses import dataclass, field
+from datetime import UTC, datetime
+from typing import Any
+
+from .base import BaseContext, ContextPriority, ContextType
+
+
+@dataclass(eq=False)
+class SystemContext(BaseContext):
+    """
+    Context for system prompts and instructions.
+
+    System context typically includes:
+    - Agent persona and role definitions
+    - Behavioral instructions
+    - Safety guidelines
+    - Output format requirements
+
+    System context is usually high priority and should
+    rarely be truncated or omitted.
+    """
+
+    # System context specific fields
+    role: str = field(default="assistant")
+    instructions_type: str = field(default="general")
+
+    def __post_init__(self) -> None:
+        """Set high priority for system context."""
+        # System context defaults to high priority
+        if self.priority == ContextPriority.NORMAL.value:
+            self.priority = ContextPriority.HIGH.value
+
+    def get_type(self) -> ContextType:
+        """Return SYSTEM context type."""
+        return ContextType.SYSTEM
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary with system-specific fields."""
+        base = super().to_dict()
+        base.update(
+            {
+                "role": self.role,
+                "instructions_type": self.instructions_type,
+            }
+        )
+        return base
+
+    @classmethod
+    def from_dict(cls, data: dict[str, Any]) -> "SystemContext":
+        """Create SystemContext from dictionary."""
+        return cls(
+            id=data.get("id", ""),
+            content=data["content"],
+            source=data["source"],
+            timestamp=datetime.fromisoformat(data["timestamp"])
+            if isinstance(data.get("timestamp"), str)
+            else data.get("timestamp", datetime.now(UTC)),
+            priority=data.get("priority", ContextPriority.HIGH.value),
+            metadata=data.get("metadata", {}),
+            role=data.get("role", "assistant"),
+            instructions_type=data.get("instructions_type", "general"),
+        )
+
+    @classmethod
+    def create_persona(
+        cls,
+        name: str,
+        description: str,
+        capabilities: list[str] | None = None,
+        constraints: list[str] | None = None,
+    ) -> "SystemContext":
+        """
+        Create a persona system context.
+
+        Args:
+            name: Agent name/role
+            description: Role description
+            capabilities: List of things the agent can do
+            constraints: List of limitations
+
+        Returns:
+            SystemContext with formatted persona
+        """
+        parts = [f"You are {name}.", "", description]
+
+        if capabilities:
+            parts.append("")
+            parts.append("You can:")
+            for cap in capabilities:
+                parts.append(f"- {cap}")
+
+        if constraints:
+            parts.append("")
+            parts.append("You must not:")
+            for constraint in constraints:
+                parts.append(f"- {constraint}")
+
+        return cls(
+            content="\n".join(parts),
+            source="persona_builder",
+            role=name.lower().replace(" ", "_"),
+            instructions_type="persona",
+            priority=ContextPriority.HIGHEST.value,
+        )
+
+    @classmethod
+    def create_instructions(
+        cls,
+        instructions: str | list[str],
+        source: str = "instructions",
+    ) -> "SystemContext":
+        """
+        Create an instructions system context.
+
+        Args:
+            instructions: Instructions string or list of instruction strings
+            source: Source identifier
+
+        Returns:
+            SystemContext with instructions
+        """
+        if isinstance(instructions, list):
+            content = "\n".join(f"- {inst}" for inst in instructions)
+        else:
+            content = instructions
+
+        return cls(
+            content=content,
+            source=source,
+            instructions_type="instructions",
+            priority=ContextPriority.HIGH.value,
+        )

backend/app/services/context/types/task.py

@@ -0,0 +1,193 @@
+"""
+Task Context Type.
+
+Represents the current task or objective for the agent.
+"""
+
+from dataclasses import dataclass, field
+from datetime import UTC, datetime
+from enum import Enum
+from typing import Any
+
+from .base import BaseContext, ContextPriority, ContextType
+
+
+class TaskStatus(str, Enum):
+    """Status of a task."""
+
+    PENDING = "pending"
+    IN_PROGRESS = "in_progress"
+    BLOCKED = "blocked"
+    COMPLETED = "completed"
+    FAILED = "failed"
+
+
+class TaskComplexity(str, Enum):
+    """Complexity level of a task."""
+
+    TRIVIAL = "trivial"
+    SIMPLE = "simple"
+    MODERATE = "moderate"
+    COMPLEX = "complex"
+    VERY_COMPLEX = "very_complex"
+
+
+@dataclass(eq=False)
+class TaskContext(BaseContext):
+    """
+    Context for the current task or objective.
+
+    Task context provides information about what the agent
+    should accomplish, including:
+    - Task description and goals
+    - Acceptance criteria
+    - Constraints and requirements
+    - Related issue/ticket information
+    """
+
+    # Task-specific fields
+    title: str = field(default="")
+    status: TaskStatus = field(default=TaskStatus.PENDING)
+    complexity: TaskComplexity = field(default=TaskComplexity.MODERATE)
+    issue_id: str | None = field(default=None)
+    project_id: str | None = field(default=None)
+    acceptance_criteria: list[str] = field(default_factory=list)
+    constraints: list[str] = field(default_factory=list)
+    parent_task_id: str | None = field(default=None)
+
+    # Note: TaskContext should typically have HIGH priority,
+    # but we don't auto-promote to allow explicit priority setting.
+    # Use TaskContext.create() for default HIGH priority behavior.
+
+    def get_type(self) -> ContextType:
+        """Return TASK context type."""
+        return ContextType.TASK
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary with task-specific fields."""
+        base = super().to_dict()
+        base.update(
+            {
+                "title": self.title,
+                "status": self.status.value,
+                "complexity": self.complexity.value,
+                "issue_id": self.issue_id,
+                "project_id": self.project_id,
+                "acceptance_criteria": self.acceptance_criteria,
+                "constraints": self.constraints,
+                "parent_task_id": self.parent_task_id,
+            }
+        )
+        return base
+
+    @classmethod
+    def from_dict(cls, data: dict[str, Any]) -> "TaskContext":
+        """Create TaskContext from dictionary."""
+        status = data.get("status", "pending")
+        if isinstance(status, str):
+            status = TaskStatus(status)
+
+        complexity = data.get("complexity", "moderate")
+        if isinstance(complexity, str):
+            complexity = TaskComplexity(complexity)
+
+        return cls(
+            id=data.get("id", ""),
+            content=data["content"],
+            source=data.get("source", "task"),
+            timestamp=datetime.fromisoformat(data["timestamp"])
+            if isinstance(data.get("timestamp"), str)
+            else data.get("timestamp", datetime.now(UTC)),
+            priority=data.get("priority", ContextPriority.HIGH.value),
+            metadata=data.get("metadata", {}),
+            title=data.get("title", ""),
+            status=status,
+            complexity=complexity,
+            issue_id=data.get("issue_id"),
+            project_id=data.get("project_id"),
+            acceptance_criteria=data.get("acceptance_criteria", []),
+            constraints=data.get("constraints", []),
+            parent_task_id=data.get("parent_task_id"),
+        )
+
+    @classmethod
+    def create(
+        cls,
+        title: str,
+        description: str,
+        acceptance_criteria: list[str] | None = None,
+        constraints: list[str] | None = None,
+        issue_id: str | None = None,
+        project_id: str | None = None,
+        complexity: TaskComplexity | str = TaskComplexity.MODERATE,
+    ) -> "TaskContext":
+        """
+        Create a task context.
+
+        Args:
+            title: Task title
+            description: Task description
+            acceptance_criteria: List of acceptance criteria
+            constraints: List of constraints
+            issue_id: Related issue ID
+            project_id: Project ID
+            complexity: Task complexity
+
+        Returns:
+            TaskContext instance
+        """
+        if isinstance(complexity, str):
+            complexity = TaskComplexity(complexity)
+
+        return cls(
+            content=description,
+            source=f"task:{issue_id}" if issue_id else "task",
+            title=title,
+            status=TaskStatus.IN_PROGRESS,
+            complexity=complexity,
+            issue_id=issue_id,
+            project_id=project_id,
+            acceptance_criteria=acceptance_criteria or [],
+            constraints=constraints or [],
+        )
+
+    def format_for_prompt(self) -> str:
+        """
+        Format task for inclusion in prompt.
+
+        Returns:
+            Formatted task string
+        """
+        parts = []
+
+        if self.title:
+            parts.append(f"Task: {self.title}")
+            parts.append("")
+
+        parts.append(self.content)
+
+        if self.acceptance_criteria:
+            parts.append("")
+            parts.append("Acceptance Criteria:")
+            for criterion in self.acceptance_criteria:
+                parts.append(f"- {criterion}")
+
+        if self.constraints:
+            parts.append("")
+            parts.append("Constraints:")
+            for constraint in self.constraints:
+                parts.append(f"- {constraint}")
+
+        return "\n".join(parts)
+
+    def is_active(self) -> bool:
+        """Check if task is currently active."""
+        return self.status in (TaskStatus.PENDING, TaskStatus.IN_PROGRESS)
+
+    def is_complete(self) -> bool:
+        """Check if task is complete."""
+        return self.status == TaskStatus.COMPLETED
+
+    def is_blocked(self) -> bool:
+        """Check if task is blocked."""
+        return self.status == TaskStatus.BLOCKED

backend/app/services/context/types/tool.py

@@ -0,0 +1,211 @@
+"""
+Tool Context Type.
+
+Represents available tools and recent tool execution results.
+"""
+
+from dataclasses import dataclass, field
+from datetime import UTC, datetime
+from enum import Enum
+from typing import Any
+
+from .base import BaseContext, ContextPriority, ContextType
+
+
+class ToolResultStatus(str, Enum):
+    """Status of a tool execution result."""
+
+    SUCCESS = "success"
+    ERROR = "error"
+    TIMEOUT = "timeout"
+    CANCELLED = "cancelled"
+
+
+@dataclass(eq=False)
+class ToolContext(BaseContext):
+    """
+    Context for tools and tool execution results.
+
+    Tool context includes:
+    - Tool descriptions and parameters
+    - Recent tool execution results
+    - Tool availability information
+
+    This helps the LLM understand what tools are available
+    and what results previous tool calls produced.
+    """
+
+    # Tool-specific fields
+    tool_name: str = field(default="")
+    tool_description: str = field(default="")
+    is_result: bool = field(default=False)
+    result_status: ToolResultStatus | None = field(default=None)
+    execution_time_ms: float | None = field(default=None)
+    parameters: dict[str, Any] = field(default_factory=dict)
+    server_name: str | None = field(default=None)
+
+    def get_type(self) -> ContextType:
+        """Return TOOL context type."""
+        return ContextType.TOOL
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary with tool-specific fields."""
+        base = super().to_dict()
+        base.update(
+            {
+                "tool_name": self.tool_name,
+                "tool_description": self.tool_description,
+                "is_result": self.is_result,
+                "result_status": self.result_status.value
+                if self.result_status
+                else None,
+                "execution_time_ms": self.execution_time_ms,
+                "parameters": self.parameters,
+                "server_name": self.server_name,
+            }
+        )
+        return base
+
+    @classmethod
+    def from_dict(cls, data: dict[str, Any]) -> "ToolContext":
+        """Create ToolContext from dictionary."""
+        result_status = data.get("result_status")
+        if isinstance(result_status, str):
+            result_status = ToolResultStatus(result_status)
+
+        return cls(
+            id=data.get("id", ""),
+            content=data["content"],
+            source=data.get("source", "tool"),
+            timestamp=datetime.fromisoformat(data["timestamp"])
+            if isinstance(data.get("timestamp"), str)
+            else data.get("timestamp", datetime.now(UTC)),
+            priority=data.get("priority", ContextPriority.NORMAL.value),
+            metadata=data.get("metadata", {}),
+            tool_name=data.get("tool_name", ""),
+            tool_description=data.get("tool_description", ""),
+            is_result=data.get("is_result", False),
+            result_status=result_status,
+            execution_time_ms=data.get("execution_time_ms"),
+            parameters=data.get("parameters", {}),
+            server_name=data.get("server_name"),
+        )
+
+    @classmethod
+    def from_tool_definition(
+        cls,
+        name: str,
+        description: str,
+        parameters: dict[str, Any] | None = None,
+        server_name: str | None = None,
+    ) -> "ToolContext":
+        """
+        Create a ToolContext from a tool definition.
+
+        Args:
+            name: Tool name
+            description: Tool description
+            parameters: Tool parameter schema
+            server_name: MCP server name
+
+        Returns:
+            ToolContext instance
+        """
+        # Format content as tool documentation
+        content_parts = [f"Tool: {name}", "", description]
+
+        if parameters:
+            content_parts.append("")
+            content_parts.append("Parameters:")
+            for param_name, param_info in parameters.items():
+                param_type = param_info.get("type", "any")
+                param_desc = param_info.get("description", "")
+                required = param_info.get("required", False)
+                req_marker = " (required)" if required else ""
+                content_parts.append(f"  - {param_name}: {param_type}{req_marker}")
+                if param_desc:
+                    content_parts.append(f"    {param_desc}")
+
+        return cls(
+            content="\n".join(content_parts),
+            source=f"tool:{server_name}:{name}" if server_name else f"tool:{name}",
+            tool_name=name,
+            tool_description=description,
+            is_result=False,
+            parameters=parameters or {},
+            server_name=server_name,
+            priority=ContextPriority.LOW.value,
+        )
+
+    @classmethod
+    def from_tool_result(
+        cls,
+        tool_name: str,
+        result: Any,
+        status: ToolResultStatus = ToolResultStatus.SUCCESS,
+        execution_time_ms: float | None = None,
+        parameters: dict[str, Any] | None = None,
+        server_name: str | None = None,
+    ) -> "ToolContext":
+        """
+        Create a ToolContext from a tool execution result.
+
+        Args:
+            tool_name: Name of the tool that was executed
+            result: Result content (will be converted to string)
+            status: Execution status
+            execution_time_ms: Execution time in milliseconds
+            parameters: Parameters that were passed to the tool
+            server_name: MCP server name
+
+        Returns:
+            ToolContext instance
+        """
+        # Convert result to string content
+        if isinstance(result, str):
+            content = result
+        elif isinstance(result, dict):
+            import json
+
+            try:
+                content = json.dumps(result, indent=2)
+            except (TypeError, ValueError):
+                content = str(result)
+        else:
+            content = str(result)
+
+        return cls(
+            content=content,
+            source=f"tool_result:{server_name}:{tool_name}"
+            if server_name
+            else f"tool_result:{tool_name}",
+            tool_name=tool_name,
+            is_result=True,
+            result_status=status,
+            execution_time_ms=execution_time_ms,
+            parameters=parameters or {},
+            server_name=server_name,
+            priority=ContextPriority.HIGH.value,  # Recent results are high priority
+        )
+
+    def is_successful(self) -> bool:
+        """Check if this is a successful tool result."""
+        return self.is_result and self.result_status == ToolResultStatus.SUCCESS
+
+    def is_error(self) -> bool:
+        """Check if this is an error result."""
+        return self.is_result and self.result_status == ToolResultStatus.ERROR
+
+    def format_for_prompt(self) -> str:
+        """
+        Format tool context for inclusion in prompt.
+
+        Returns:
+            Formatted tool string
+        """
+        if self.is_result:
+            status_str = self.result_status.value if self.result_status else "unknown"
+            header = f"Tool Result ({self.tool_name}, {status_str}):"
+            return f"{header}\n{self.content}"
+        else:
+            return self.content

backend/app/services/event_bus.py

@@ -0,0 +1,611 @@
+"""
+EventBus service for Redis Pub/Sub communication.
+
+This module provides a centralized event bus for publishing and subscribing to
+events across the Syndarix platform. It uses Redis Pub/Sub for real-time
+message delivery between services, agents, and the frontend.
+
+Architecture:
+- Publishers emit events to project/agent-specific Redis channels
+- SSE endpoints subscribe to channels and stream events to clients
+- Events include metadata for reconnection support (Last-Event-ID)
+- Events are typed with the EventType enum for consistency
+
+Usage:
+    # Publishing events
+    event_bus = EventBus()
+    await event_bus.connect()
+
+    event = event_bus.create_event(
+        event_type=EventType.AGENT_MESSAGE,
+        project_id=project_id,
+        actor_type="agent",
+        payload={"message": "Processing..."}
+    )
+    await event_bus.publish(event_bus.get_project_channel(project_id), event)
+
+    # Subscribing to events
+    async for event in event_bus.subscribe(["project:123", "agent:456"]):
+        handle_event(event)
+
+    # Cleanup
+    await event_bus.disconnect()
+"""
+
+import asyncio
+import json
+import logging
+from collections.abc import AsyncGenerator, AsyncIterator
+from contextlib import asynccontextmanager
+from datetime import UTC, datetime
+from typing import Any
+from uuid import UUID, uuid4
+
+import redis.asyncio as redis
+from pydantic import ValidationError
+
+from app.core.config import settings
+from app.schemas.events import ActorType, Event, EventType
+
+logger = logging.getLogger(__name__)
+
+
+class EventBusError(Exception):
+    """Base exception for EventBus errors."""
+
+
+class EventBusConnectionError(EventBusError):
+    """Raised when connection to Redis fails."""
+
+
+class EventBusPublishError(EventBusError):
+    """Raised when publishing an event fails."""
+
+
+class EventBusSubscriptionError(EventBusError):
+    """Raised when subscribing to channels fails."""
+
+
+class EventBus:
+    """
+    EventBus for Redis Pub/Sub communication.
+
+    Provides methods to publish events to channels and subscribe to events
+    from multiple channels. Handles connection management, serialization,
+    and error recovery.
+
+    This class provides:
+    - Event publishing to project/agent-specific channels
+    - Subscription management for SSE endpoints
+    - Reconnection support via event IDs (Last-Event-ID)
+    - Keepalive messages for connection health
+    - Type-safe event creation with the Event schema
+
+    Attributes:
+        redis_url: Redis connection URL
+        redis_client: Async Redis client instance
+        pubsub: Redis PubSub instance for subscriptions
+    """
+
+    # Channel prefixes for different entity types
+    PROJECT_CHANNEL_PREFIX = "project"
+    AGENT_CHANNEL_PREFIX = "agent"
+    USER_CHANNEL_PREFIX = "user"
+    GLOBAL_CHANNEL = "syndarix:global"
+
+    def __init__(self, redis_url: str | None = None) -> None:
+        """
+        Initialize the EventBus.
+
+        Args:
+            redis_url: Redis connection URL. Defaults to settings.REDIS_URL.
+        """
+        self.redis_url = redis_url or settings.REDIS_URL
+        self._redis_client: redis.Redis | None = None
+        self._pubsub: redis.client.PubSub | None = None
+        self._connected = False
+
+    @property
+    def redis_client(self) -> redis.Redis:
+        """Get the Redis client, raising if not connected."""
+        if self._redis_client is None:
+            raise EventBusConnectionError(
+                "EventBus not connected. Call connect() first."
+            )
+        return self._redis_client
+
+    @property
+    def pubsub(self) -> redis.client.PubSub:
+        """Get the PubSub instance, raising if not connected."""
+        if self._pubsub is None:
+            raise EventBusConnectionError(
+                "EventBus not connected. Call connect() first."
+            )
+        return self._pubsub
+
+    @property
+    def is_connected(self) -> bool:
+        """Check if the EventBus is connected to Redis."""
+        return self._connected and self._redis_client is not None
+
+    async def connect(self) -> None:
+        """
+        Connect to Redis and initialize the PubSub client.
+
+        Raises:
+            EventBusConnectionError: If connection to Redis fails.
+        """
+        if self._connected:
+            logger.debug("EventBus already connected")
+            return
+
+        try:
+            self._redis_client = redis.from_url(
+                self.redis_url,
+                encoding="utf-8",
+                decode_responses=True,
+            )
+            # Test connection - ping() returns a coroutine for async Redis
+            ping_result = self._redis_client.ping()
+            if hasattr(ping_result, "__await__"):
+                await ping_result
+            self._pubsub = self._redis_client.pubsub()
+            self._connected = True
+            logger.info("EventBus connected to Redis")
+        except redis.ConnectionError as e:
+            logger.error(f"Failed to connect to Redis: {e}", exc_info=True)
+            raise EventBusConnectionError(f"Failed to connect to Redis: {e}") from e
+        except redis.RedisError as e:
+            logger.error(f"Redis error during connection: {e}", exc_info=True)
+            raise EventBusConnectionError(f"Redis error: {e}") from e
+
+    async def disconnect(self) -> None:
+        """
+        Disconnect from Redis and cleanup resources.
+        """
+        if self._pubsub:
+            try:
+                await self._pubsub.unsubscribe()
+                await self._pubsub.close()
+            except redis.RedisError as e:
+                logger.warning(f"Error closing PubSub: {e}")
+            finally:
+                self._pubsub = None
+
+        if self._redis_client:
+            try:
+                await self._redis_client.aclose()
+            except redis.RedisError as e:
+                logger.warning(f"Error closing Redis client: {e}")
+            finally:
+                self._redis_client = None
+
+        self._connected = False
+        logger.info("EventBus disconnected from Redis")
+
+    @asynccontextmanager
+    async def connection(self) -> AsyncIterator["EventBus"]:
+        """
+        Context manager for automatic connection handling.
+
+        Usage:
+            async with event_bus.connection() as bus:
+                await bus.publish(channel, event)
+        """
+        await self.connect()
+        try:
+            yield self
+        finally:
+            await self.disconnect()
+
+    def get_project_channel(self, project_id: UUID | str) -> str:
+        """
+        Get the channel name for a project.
+
+        Args:
+            project_id: The project UUID or string
+
+        Returns:
+            Channel name string in format "project:{uuid}"
+        """
+        return f"{self.PROJECT_CHANNEL_PREFIX}:{project_id}"
+
+    def get_agent_channel(self, agent_id: UUID | str) -> str:
+        """
+        Get the channel name for an agent instance.
+
+        Args:
+            agent_id: The agent instance UUID or string
+
+        Returns:
+            Channel name string in format "agent:{uuid}"
+        """
+        return f"{self.AGENT_CHANNEL_PREFIX}:{agent_id}"
+
+    def get_user_channel(self, user_id: UUID | str) -> str:
+        """
+        Get the channel name for a user (personal notifications).
+
+        Args:
+            user_id: The user UUID or string
+
+        Returns:
+            Channel name string in format "user:{uuid}"
+        """
+        return f"{self.USER_CHANNEL_PREFIX}:{user_id}"
+
+    @staticmethod
+    def create_event(
+        event_type: EventType,
+        project_id: UUID,
+        actor_type: ActorType,
+        payload: dict | None = None,
+        actor_id: UUID | None = None,
+        event_id: str | None = None,
+        timestamp: datetime | None = None,
+    ) -> Event:
+        """
+        Factory method to create a new Event.
+
+        Args:
+            event_type: The type of event
+            project_id: The project this event belongs to
+            actor_type: Type of actor ('agent', 'user', or 'system')
+            payload: Event-specific payload data
+            actor_id: ID of the agent or user who triggered the event
+            event_id: Optional custom event ID (UUID string)
+            timestamp: Optional custom timestamp (defaults to now UTC)
+
+        Returns:
+            A new Event instance
+        """
+        return Event(
+            id=event_id or str(uuid4()),
+            type=event_type,
+            timestamp=timestamp or datetime.now(UTC),
+            project_id=project_id,
+            actor_id=actor_id,
+            actor_type=actor_type,
+            payload=payload or {},
+        )
+
+    def _serialize_event(self, event: Event) -> str:
+        """
+        Serialize an event to JSON string.
+
+        Args:
+            event: The Event to serialize
+
+        Returns:
+            JSON string representation of the event
+        """
+        return event.model_dump_json()
+
+    def _deserialize_event(self, data: str) -> Event:
+        """
+        Deserialize a JSON string to an Event.
+
+        Args:
+            data: JSON string to deserialize
+
+        Returns:
+            Deserialized Event instance
+
+        Raises:
+            ValidationError: If the data doesn't match the Event schema
+        """
+        return Event.model_validate_json(data)
+
+    async def publish(self, channel: str, event: Event) -> int:
+        """
+        Publish an event to a channel.
+
+        Args:
+            channel: The channel name to publish to
+            event: The Event to publish
+
+        Returns:
+            Number of subscribers that received the message
+
+        Raises:
+            EventBusConnectionError: If not connected to Redis
+            EventBusPublishError: If publishing fails
+        """
+        if not self.is_connected:
+            raise EventBusConnectionError("EventBus not connected")
+
+        try:
+            message = self._serialize_event(event)
+            subscriber_count = await self.redis_client.publish(channel, message)
+            logger.debug(
+                f"Published event {event.type} to {channel} "
+                f"(received by {subscriber_count} subscribers)"
+            )
+            return subscriber_count
+        except redis.RedisError as e:
+            logger.error(f"Failed to publish event to {channel}: {e}", exc_info=True)
+            raise EventBusPublishError(f"Failed to publish event: {e}") from e
+
+    async def publish_to_project(self, event: Event) -> int:
+        """
+        Publish an event to the project's channel.
+
+        Convenience method that publishes to the project channel based on
+        the event's project_id.
+
+        Args:
+            event: The Event to publish (must have project_id set)
+
+        Returns:
+            Number of subscribers that received the message
+        """
+        channel = self.get_project_channel(event.project_id)
+        return await self.publish(channel, event)
+
+    async def publish_multi(self, channels: list[str], event: Event) -> dict[str, int]:
+        """
+        Publish an event to multiple channels.
+
+        Args:
+            channels: List of channel names to publish to
+            event: The Event to publish
+
+        Returns:
+            Dictionary mapping channel names to subscriber counts
+        """
+        results = {}
+        for channel in channels:
+            try:
+                results[channel] = await self.publish(channel, event)
+            except EventBusPublishError as e:
+                logger.warning(f"Failed to publish to {channel}: {e}")
+                results[channel] = 0
+        return results
+
+    async def subscribe(
+        self, channels: list[str], *, max_wait: float | None = None
+    ) -> AsyncIterator[Event]:
+        """
+        Subscribe to one or more channels and yield events.
+
+        This is an async generator that yields Event objects as they arrive.
+        Use max_wait to limit how long to wait for messages.
+
+        Args:
+            channels: List of channel names to subscribe to
+            max_wait: Optional maximum wait time in seconds for each message.
+                      If None, waits indefinitely.
+
+        Yields:
+            Event objects received from subscribed channels
+
+        Raises:
+            EventBusConnectionError: If not connected to Redis
+            EventBusSubscriptionError: If subscription fails
+
+        Example:
+            async for event in event_bus.subscribe(["project:123"], max_wait=30):
+                print(f"Received: {event.type}")
+        """
+        if not self.is_connected:
+            raise EventBusConnectionError("EventBus not connected")
+
+        # Create a new pubsub for this subscription
+        subscription_pubsub = self.redis_client.pubsub()
+
+        try:
+            await subscription_pubsub.subscribe(*channels)
+            logger.info(f"Subscribed to channels: {channels}")
+        except redis.RedisError as e:
+            logger.error(f"Failed to subscribe to channels: {e}", exc_info=True)
+            await subscription_pubsub.close()
+            raise EventBusSubscriptionError(f"Failed to subscribe: {e}") from e
+
+        try:
+            while True:
+                try:
+                    if max_wait is not None:
+                        async with asyncio.timeout(max_wait):
+                            message = await subscription_pubsub.get_message(
+                                ignore_subscribe_messages=True, timeout=1.0
+                            )
+                    else:
+                        message = await subscription_pubsub.get_message(
+                            ignore_subscribe_messages=True, timeout=1.0
+                        )
+                except TimeoutError:
+                    # Timeout reached, stop iteration
+                    return
+
+                if message is None:
+                    continue
+
+                if message["type"] == "message":
+                    try:
+                        event = self._deserialize_event(message["data"])
+                        yield event
+                    except ValidationError as e:
+                        logger.warning(
+                            f"Invalid event data received: {e}",
+                            extra={"channel": message.get("channel")},
+                        )
+                        continue
+                    except json.JSONDecodeError as e:
+                        logger.warning(
+                            f"Failed to decode event JSON: {e}",
+                            extra={"channel": message.get("channel")},
+                        )
+                        continue
+        finally:
+            try:
+                await subscription_pubsub.unsubscribe(*channels)
+                await subscription_pubsub.close()
+                logger.debug(f"Unsubscribed from channels: {channels}")
+            except redis.RedisError as e:
+                logger.warning(f"Error unsubscribing from channels: {e}")
+
+    async def subscribe_sse(
+        self,
+        project_id: str | UUID,
+        last_event_id: str | None = None,
+        keepalive_interval: int = 30,
+    ) -> AsyncGenerator[str, None]:
+        """
+        Subscribe to events for a project in SSE format.
+
+        This is an async generator that yields SSE-formatted event strings.
+        It includes keepalive messages at the specified interval.
+
+        Args:
+            project_id: The project to subscribe to
+            last_event_id: Optional last received event ID for reconnection
+            keepalive_interval: Seconds between keepalive messages (default 30)
+
+        Yields:
+            SSE-formatted event strings (ready to send to client)
+        """
+        if not self.is_connected:
+            raise EventBusConnectionError("EventBus not connected")
+
+        project_id_str = str(project_id)
+        channel = self.get_project_channel(project_id_str)
+
+        subscription_pubsub = self.redis_client.pubsub()
+        await subscription_pubsub.subscribe(channel)
+
+        logger.info(
+            f"Subscribed to SSE events for project {project_id_str} "
+            f"(last_event_id={last_event_id})"
+        )
+
+        try:
+            while True:
+                try:
+                    # Wait for messages with a timeout for keepalive
+                    message = await asyncio.wait_for(
+                        subscription_pubsub.get_message(ignore_subscribe_messages=True),
+                        timeout=keepalive_interval,
+                    )
+
+                    if message is not None and message["type"] == "message":
+                        event_data = message["data"]
+
+                        # If reconnecting, check if we should skip this event
+                        if last_event_id:
+                            try:
+                                event_dict = json.loads(event_data)
+                                if event_dict.get("id") == last_event_id:
+                                    # Found the last event, start yielding from next
+                                    last_event_id = None
+                                    continue
+                            except json.JSONDecodeError:
+                                pass
+
+                        yield event_data
+
+                except TimeoutError:
+                    # Send keepalive comment
+                    yield ""  # Empty string signals keepalive
+
+        except asyncio.CancelledError:
+            logger.info(f"SSE subscription cancelled for project {project_id_str}")
+            raise
+        finally:
+            await subscription_pubsub.unsubscribe(channel)
+            await subscription_pubsub.close()
+            logger.info(f"Unsubscribed SSE from project {project_id_str}")
+
+    async def subscribe_with_callback(
+        self,
+        channels: list[str],
+        callback: Any,  # Callable[[Event], Awaitable[None]]
+        stop_event: asyncio.Event | None = None,
+    ) -> None:
+        """
+        Subscribe to channels and process events with a callback.
+
+        This method runs until stop_event is set or an unrecoverable error occurs.
+
+        Args:
+            channels: List of channel names to subscribe to
+            callback: Async function to call for each event
+            stop_event: Optional asyncio.Event to signal stop
+
+        Example:
+            async def handle_event(event: Event):
+                print(f"Handling: {event.type}")
+
+            stop = asyncio.Event()
+            asyncio.create_task(
+                event_bus.subscribe_with_callback(["project:123"], handle_event, stop)
+            )
+            # Later...
+            stop.set()
+        """
+        if stop_event is None:
+            stop_event = asyncio.Event()
+
+        try:
+            async for event in self.subscribe(channels):
+                if stop_event.is_set():
+                    break
+                try:
+                    await callback(event)
+                except Exception as e:
+                    logger.error(f"Error in event callback: {e}", exc_info=True)
+        except EventBusSubscriptionError:
+            raise
+        except Exception as e:
+            logger.error(f"Unexpected error in subscription loop: {e}", exc_info=True)
+            raise
+
+
+# Singleton instance for application-wide use
+_event_bus: EventBus | None = None
+
+
+def get_event_bus() -> EventBus:
+    """
+    Get the singleton EventBus instance.
+
+    Creates a new instance if one doesn't exist. Note that you still need
+    to call connect() before using the EventBus.
+
+    Returns:
+        The singleton EventBus instance
+    """
+    global _event_bus
+    if _event_bus is None:
+        _event_bus = EventBus()
+    return _event_bus
+
+
+async def get_connected_event_bus() -> EventBus:
+    """
+    Get a connected EventBus instance.
+
+    Ensures the EventBus is connected before returning. For use in
+    FastAPI dependency injection.
+
+    Returns:
+        A connected EventBus instance
+
+    Raises:
+        EventBusConnectionError: If connection fails
+    """
+    event_bus = get_event_bus()
+    if not event_bus.is_connected:
+        await event_bus.connect()
+    return event_bus
+
+
+async def close_event_bus() -> None:
+    """
+    Close the global EventBus instance.
+
+    Should be called during application shutdown.
+    """
+    global _event_bus
+    if _event_bus is not None:
+        await _event_bus.disconnect()
+        _event_bus = None

backend/app/services/mcp/__init__.py

@@ -0,0 +1,85 @@
+"""
+MCP Client Service Package
+
+Provides infrastructure for communicating with MCP (Model Context Protocol)
+servers. This is the foundation for AI agent tool integration.
+
+Usage:
+    from app.services.mcp import get_mcp_client, MCPClientManager
+
+    # In FastAPI route
+    async def my_route(mcp: MCPClientManager = Depends(get_mcp_client)):
+        result = await mcp.call_tool("llm-gateway", "chat", {"prompt": "Hello"})
+
+    # Direct usage
+    manager = MCPClientManager()
+    await manager.initialize()
+    result = await manager.call_tool("issues", "create_issue", {...})
+    await manager.shutdown()
+"""
+
+from .client_manager import (
+    MCPClientManager,
+    ServerHealth,
+    get_mcp_client,
+    reset_mcp_client,
+    shutdown_mcp_client,
+)
+from .config import (
+    MCPConfig,
+    MCPServerConfig,
+    TransportType,
+    create_default_config,
+    load_mcp_config,
+)
+from .connection import ConnectionPool, ConnectionState, MCPConnection
+from .exceptions import (
+    MCPCircuitOpenError,
+    MCPConnectionError,
+    MCPError,
+    MCPServerNotFoundError,
+    MCPTimeoutError,
+    MCPToolError,
+    MCPToolNotFoundError,
+    MCPValidationError,
+)
+from .registry import MCPServerRegistry, ServerCapabilities, get_registry
+from .routing import AsyncCircuitBreaker, CircuitState, ToolInfo, ToolResult, ToolRouter
+
+__all__ = [
+    # Main facade
+    "MCPClientManager",
+    "get_mcp_client",
+    "shutdown_mcp_client",
+    "reset_mcp_client",
+    "ServerHealth",
+    # Configuration
+    "MCPConfig",
+    "MCPServerConfig",
+    "TransportType",
+    "load_mcp_config",
+    "create_default_config",
+    # Registry
+    "MCPServerRegistry",
+    "ServerCapabilities",
+    "get_registry",
+    # Connection
+    "ConnectionPool",
+    "ConnectionState",
+    "MCPConnection",
+    # Routing
+    "ToolRouter",
+    "ToolInfo",
+    "ToolResult",
+    "AsyncCircuitBreaker",
+    "CircuitState",
+    # Exceptions
+    "MCPError",
+    "MCPConnectionError",
+    "MCPTimeoutError",
+    "MCPToolError",
+    "MCPServerNotFoundError",
+    "MCPToolNotFoundError",
+    "MCPCircuitOpenError",
+    "MCPValidationError",
+]

backend/app/services/mcp/client_manager.py

@@ -0,0 +1,438 @@
+"""
+MCP Client Manager
+
+Main facade for all MCP operations. Manages server connections,
+tool discovery, and provides a unified interface for tool calls.
+"""
+
+import asyncio
+import logging
+from dataclasses import dataclass
+from typing import Any
+
+from .config import MCPConfig, MCPServerConfig, load_mcp_config
+from .connection import ConnectionPool, ConnectionState
+from .exceptions import MCPServerNotFoundError
+from .registry import MCPServerRegistry, get_registry
+from .routing import ToolInfo, ToolResult, ToolRouter
+
+logger = logging.getLogger(__name__)
+
+
+@dataclass
+class ServerHealth:
+    """Health status for an MCP server."""
+
+    name: str
+    healthy: bool
+    state: str
+    url: str
+    error: str | None = None
+    tools_count: int = 0
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dictionary."""
+        return {
+            "name": self.name,
+            "healthy": self.healthy,
+            "state": self.state,
+            "url": self.url,
+            "error": self.error,
+            "tools_count": self.tools_count,
+        }
+
+
+class MCPClientManager:
+    """
+    Central manager for all MCP client operations.
+
+    Provides a unified interface for:
+    - Connecting to MCP servers
+    - Discovering and calling tools
+    - Health monitoring
+    - Connection lifecycle management
+
+    This is the main entry point for MCP operations in the application.
+    """
+
+    def __init__(
+        self,
+        config: MCPConfig | None = None,
+        registry: MCPServerRegistry | None = None,
+    ) -> None:
+        """
+        Initialize the MCP client manager.
+
+        Args:
+            config: Optional MCP configuration. If None, loads from default.
+            registry: Optional registry instance. If None, uses singleton.
+        """
+        self._registry = registry or get_registry()
+        self._pool = ConnectionPool()
+        self._router: ToolRouter | None = None
+        self._initialized = False
+        self._lock = asyncio.Lock()
+
+        # Load configuration if provided
+        if config is not None:
+            self._registry.load_config(config)
+
+    @property
+    def is_initialized(self) -> bool:
+        """Check if the manager is initialized."""
+        return self._initialized
+
+    async def initialize(self, config: MCPConfig | None = None) -> None:
+        """
+        Initialize the MCP client manager.
+
+        Loads configuration, creates connections, and discovers tools.
+
+        Args:
+            config: Optional configuration to load
+        """
+        async with self._lock:
+            if self._initialized:
+                logger.warning("MCPClientManager already initialized")
+                return
+
+            logger.info("Initializing MCP Client Manager")
+
+            # Load configuration
+            if config is not None:
+                self._registry.load_config(config)
+            elif len(self._registry.list_servers()) == 0:
+                # Try to load from default location
+                self._registry.load_config(load_mcp_config())
+
+            # Create router
+            self._router = ToolRouter(self._registry, self._pool)
+
+            # Connect to all enabled servers
+            await self._connect_all_servers()
+
+            # Discover tools from all servers
+            if self._router:
+                await self._router.discover_tools()
+
+            self._initialized = True
+            logger.info(
+                "MCP Client Manager initialized with %d servers",
+                len(self._registry.list_enabled_servers()),
+            )
+
+    async def _connect_all_servers(self) -> None:
+        """Connect to all enabled MCP servers concurrently."""
+        import asyncio
+
+        enabled_servers = self._registry.get_enabled_configs()
+
+        async def connect_server(name: str, config: "MCPServerConfig") -> None:
+            try:
+                await self._pool.get_connection(name, config)
+                logger.info("Connected to MCP server: %s", name)
+            except Exception as e:
+                logger.error("Failed to connect to MCP server %s: %s", name, e)
+
+        # Connect to all servers concurrently for faster startup
+        await asyncio.gather(
+            *(connect_server(name, config) for name, config in enabled_servers.items()),
+            return_exceptions=True,
+        )
+
+    async def shutdown(self) -> None:
+        """
+        Shutdown the MCP client manager.
+
+        Closes all connections and cleans up resources.
+        """
+        async with self._lock:
+            if not self._initialized:
+                return
+
+            logger.info("Shutting down MCP Client Manager")
+
+            await self._pool.close_all()
+            self._initialized = False
+
+            logger.info("MCP Client Manager shutdown complete")
+
+    async def connect(self, server_name: str) -> None:
+        """
+        Connect to a specific MCP server.
+
+        Args:
+            server_name: Name of the server to connect to
+
+        Raises:
+            MCPServerNotFoundError: If server is not registered
+        """
+        config = self._registry.get(server_name)
+        await self._pool.get_connection(server_name, config)
+        logger.info("Connected to MCP server: %s", server_name)
+
+    async def disconnect(self, server_name: str) -> None:
+        """
+        Disconnect from a specific MCP server.
+
+        Args:
+            server_name: Name of the server to disconnect from
+        """
+        await self._pool.close_connection(server_name)
+        logger.info("Disconnected from MCP server: %s", server_name)
+
+    async def disconnect_all(self) -> None:
+        """Disconnect from all MCP servers."""
+        await self._pool.close_all()
+
+    async def call_tool(
+        self,
+        server: str,
+        tool: str,
+        args: dict[str, Any] | None = None,
+        timeout: float | None = None,
+    ) -> ToolResult:
+        """
+        Call a tool on a specific MCP server.
+
+        Args:
+            server: Name of the MCP server
+            tool: Name of the tool to call
+            args: Tool arguments
+            timeout: Optional timeout override
+
+        Returns:
+            Tool execution result
+        """
+        if not self._initialized or self._router is None:
+            await self.initialize()
+
+        assert self._router is not None  # Guaranteed after initialize()
+        return await self._router.call_tool(
+            server_name=server,
+            tool_name=tool,
+            arguments=args,
+            timeout=timeout,
+        )
+
+    async def route_tool(
+        self,
+        tool: str,
+        args: dict[str, Any] | None = None,
+        timeout: float | None = None,
+    ) -> ToolResult:
+        """
+        Route a tool call to the appropriate server automatically.
+
+        Args:
+            tool: Name of the tool to call
+            args: Tool arguments
+            timeout: Optional timeout override
+
+        Returns:
+            Tool execution result
+        """
+        if not self._initialized or self._router is None:
+            await self.initialize()
+
+        assert self._router is not None  # Guaranteed after initialize()
+        return await self._router.route_tool(
+            tool_name=tool,
+            arguments=args,
+            timeout=timeout,
+        )
+
+    async def list_tools(self, server: str) -> list[ToolInfo]:
+        """
+        List all tools available on a specific server.
+
+        Args:
+            server: Name of the MCP server
+
+        Returns:
+            List of tool information
+        """
+        capabilities = await self._registry.get_capabilities(server)
+        return [
+            ToolInfo(
+                name=t.get("name", ""),
+                description=t.get("description"),
+                server_name=server,
+                input_schema=t.get("input_schema"),
+            )
+            for t in capabilities.tools
+        ]
+
+    async def list_all_tools(self) -> list[ToolInfo]:
+        """
+        List all tools from all servers.
+
+        Returns:
+            List of tool information
+        """
+        if not self._initialized or self._router is None:
+            await self.initialize()
+
+        assert self._router is not None  # Guaranteed after initialize()
+        return await self._router.list_all_tools()
+
+    async def health_check(self) -> dict[str, ServerHealth]:
+        """
+        Perform health check on all MCP servers.
+
+        Returns:
+            Dict mapping server names to health status
+        """
+        results: dict[str, ServerHealth] = {}
+        pool_status = self._pool.get_status()
+        pool_health = await self._pool.health_check_all()
+
+        for server_name in self._registry.list_servers():
+            try:
+                config = self._registry.get(server_name)
+                status = pool_status.get(server_name, {})
+                healthy = pool_health.get(server_name, False)
+
+                capabilities = self._registry.get_cached_capabilities(server_name)
+
+                results[server_name] = ServerHealth(
+                    name=server_name,
+                    healthy=healthy,
+                    state=status.get("state", ConnectionState.DISCONNECTED.value),
+                    url=config.url,
+                    tools_count=len(capabilities.tools),
+                )
+            except MCPServerNotFoundError:
+                pass
+            except Exception as e:
+                results[server_name] = ServerHealth(
+                    name=server_name,
+                    healthy=False,
+                    state=ConnectionState.ERROR.value,
+                    url="unknown",
+                    error=str(e),
+                )
+
+        return results
+
+    def list_servers(self) -> list[str]:
+        """Get list of all registered server names."""
+        return self._registry.list_servers()
+
+    def list_enabled_servers(self) -> list[str]:
+        """Get list of enabled server names."""
+        return self._registry.list_enabled_servers()
+
+    def get_server_config(self, server_name: str) -> MCPServerConfig:
+        """
+        Get configuration for a specific server.
+
+        Args:
+            server_name: Name of the server
+
+        Returns:
+            Server configuration
+
+        Raises:
+            MCPServerNotFoundError: If server is not registered
+        """
+        return self._registry.get(server_name)
+
+    def register_server(
+        self,
+        name: str,
+        config: MCPServerConfig,
+    ) -> None:
+        """
+        Register a new MCP server at runtime.
+
+        Args:
+            name: Unique server name
+            config: Server configuration
+        """
+        self._registry.register(name, config)
+
+    def unregister_server(self, name: str) -> bool:
+        """
+        Unregister an MCP server.
+
+        Args:
+            name: Server name to unregister
+
+        Returns:
+            True if server was found and removed
+        """
+        return self._registry.unregister(name)
+
+    def get_circuit_breaker_status(self) -> dict[str, dict[str, Any]]:
+        """Get status of all circuit breakers."""
+        if self._router is None:
+            return {}
+        return self._router.get_circuit_breaker_status()
+
+    async def reset_circuit_breaker(self, server_name: str) -> bool:
+        """
+        Reset a circuit breaker for a server.
+
+        Args:
+            server_name: Name of the server
+
+        Returns:
+            True if circuit breaker was reset
+        """
+        if self._router is None:
+            return False
+        return await self._router.reset_circuit_breaker(server_name)
+
+
+# Singleton instance
+_manager_instance: MCPClientManager | None = None
+_manager_lock = asyncio.Lock()
+
+
+async def get_mcp_client() -> MCPClientManager:
+    """
+    Get the global MCP client manager instance.
+
+    This is the main dependency injection point for FastAPI.
+    Uses proper locking to avoid race conditions in async contexts.
+    """
+    global _manager_instance
+
+    # Use lock for the entire check-and-create operation to avoid race conditions
+    async with _manager_lock:
+        if _manager_instance is None:
+            _manager_instance = MCPClientManager()
+            await _manager_instance.initialize()
+
+    return _manager_instance
+
+
+async def shutdown_mcp_client() -> None:
+    """Shutdown the global MCP client manager."""
+    global _manager_instance
+
+    # Use lock to prevent race with get_mcp_client()
+    async with _manager_lock:
+        if _manager_instance is not None:
+            await _manager_instance.shutdown()
+            _manager_instance = None
+
+
+async def reset_mcp_client() -> None:
+    """
+    Reset the global MCP client manager (for testing).
+
+    This is an async function to properly acquire the manager lock
+    and avoid race conditions with get_mcp_client().
+    """
+    global _manager_instance
+
+    async with _manager_lock:
+        if _manager_instance is not None:
+            # Shutdown gracefully before resetting
+            try:
+                await _manager_instance.shutdown()
+            except Exception:  # noqa: S110
+                pass  # Ignore errors during test cleanup
+        _manager_instance = None

backend/app/services/mcp/config.py

@@ -0,0 +1,245 @@
+"""
+MCP Configuration System
+
+Pydantic models for MCP server configuration with YAML file loading
+and environment variable overrides.
+"""
+
+import os
+from enum import Enum
+from pathlib import Path
+from typing import Any
+
+import yaml
+from pydantic import BaseModel, Field, field_validator
+
+
+class TransportType(str, Enum):
+    """Supported MCP transport types."""
+
+    HTTP = "http"
+    STDIO = "stdio"
+    SSE = "sse"
+
+
+class MCPServerConfig(BaseModel):
+    """Configuration for a single MCP server."""
+
+    url: str = Field(..., description="Server URL (supports ${ENV_VAR} syntax)")
+    transport: TransportType = Field(
+        default=TransportType.HTTP,
+        description="Transport protocol to use",
+    )
+    timeout: int = Field(
+        default=30,
+        ge=1,
+        le=600,
+        description="Request timeout in seconds",
+    )
+    retry_attempts: int = Field(
+        default=3,
+        ge=0,
+        le=10,
+        description="Number of retry attempts on failure",
+    )
+    retry_delay: float = Field(
+        default=1.0,
+        ge=0.1,
+        le=60.0,
+        description="Initial delay between retries in seconds",
+    )
+    retry_max_delay: float = Field(
+        default=30.0,
+        ge=1.0,
+        le=300.0,
+        description="Maximum delay between retries in seconds",
+    )
+    circuit_breaker_threshold: int = Field(
+        default=5,
+        ge=1,
+        le=50,
+        description="Number of failures before opening circuit",
+    )
+    circuit_breaker_timeout: float = Field(
+        default=30.0,
+        ge=5.0,
+        le=300.0,
+        description="Seconds to wait before attempting to close circuit",
+    )
+    enabled: bool = Field(
+        default=True,
+        description="Whether this server is enabled",
+    )
+    description: str | None = Field(
+        default=None,
+        description="Human-readable description of the server",
+    )
+
+    @field_validator("url", mode="before")
+    @classmethod
+    def expand_env_vars(cls, v: str) -> str:
+        """Expand environment variables in URL using ${VAR:-default} syntax."""
+        if not isinstance(v, str):
+            return v
+
+        result = v
+        # Find all ${VAR} or ${VAR:-default} patterns
+        import re
+
+        pattern = r"\$\{([^}]+)\}"
+        matches = re.findall(pattern, v)
+
+        for match in matches:
+            if ":-" in match:
+                var_name, default = match.split(":-", 1)
+            else:
+                var_name, default = match, ""
+
+            env_value = os.environ.get(var_name.strip(), default)
+            result = result.replace(f"${{{match}}}", env_value)
+
+        return result
+
+
+class MCPConfig(BaseModel):
+    """Root configuration for all MCP servers."""
+
+    mcp_servers: dict[str, MCPServerConfig] = Field(
+        default_factory=dict,
+        description="Map of server names to their configurations",
+    )
+
+    # Global defaults
+    default_timeout: int = Field(
+        default=30,
+        description="Default timeout for all servers",
+    )
+    default_retry_attempts: int = Field(
+        default=3,
+        description="Default retry attempts for all servers",
+    )
+    connection_pool_size: int = Field(
+        default=10,
+        ge=1,
+        le=100,
+        description="Maximum connections per server",
+    )
+    health_check_interval: int = Field(
+        default=30,
+        ge=5,
+        le=300,
+        description="Seconds between health checks",
+    )
+
+    @classmethod
+    def from_yaml(cls, path: str | Path) -> "MCPConfig":
+        """Load configuration from a YAML file."""
+        path = Path(path)
+        if not path.exists():
+            raise FileNotFoundError(f"MCP config file not found: {path}")
+
+        with path.open("r") as f:
+            data = yaml.safe_load(f)
+
+        if data is None:
+            data = {}
+
+        return cls.model_validate(data)
+
+    @classmethod
+    def from_dict(cls, data: dict[str, Any]) -> "MCPConfig":
+        """Load configuration from a dictionary."""
+        return cls.model_validate(data)
+
+    def get_server(self, name: str) -> MCPServerConfig | None:
+        """Get a server configuration by name."""
+        return self.mcp_servers.get(name)
+
+    def get_enabled_servers(self) -> dict[str, MCPServerConfig]:
+        """Get all enabled server configurations."""
+        return {
+            name: config for name, config in self.mcp_servers.items() if config.enabled
+        }
+
+    def list_server_names(self) -> list[str]:
+        """Get list of all configured server names."""
+        return list(self.mcp_servers.keys())
+
+
+# Default configuration path
+DEFAULT_CONFIG_PATH = Path(__file__).parent.parent.parent.parent / "mcp_servers.yaml"
+
+
+def load_mcp_config(path: str | Path | None = None) -> MCPConfig:
+    """
+    Load MCP configuration from file or environment.
+
+    Priority:
+    1. Explicit path parameter
+    2. MCP_CONFIG_PATH environment variable
+    3. Default path (backend/mcp_servers.yaml)
+    4. Empty config if no file exists
+
+    In test mode (IS_TEST=True), retry settings are reduced for faster tests.
+    """
+    if path is None:
+        path = os.environ.get("MCP_CONFIG_PATH", str(DEFAULT_CONFIG_PATH))
+
+    path = Path(path)
+
+    if not path.exists():
+        # Return empty config if no file exists (allows runtime registration)
+        return MCPConfig()
+
+    config = MCPConfig.from_yaml(path)
+
+    # In test mode, reduce retry settings to speed up tests
+    is_test = os.environ.get("IS_TEST", "").lower() in ("true", "1", "yes")
+    if is_test:
+        for server_config in config.mcp_servers.values():
+            server_config.retry_attempts = 1  # Single attempt
+            server_config.retry_delay = 0.1  # 100ms instead of 1s
+            server_config.retry_max_delay = 0.5  # 500ms max
+            server_config.timeout = 2  # 2s timeout instead of 30-120s
+
+    return config
+
+
+def create_default_config() -> MCPConfig:
+    """
+    Create a default MCP configuration with standard servers.
+
+    This is useful for development and as a template.
+    """
+    return MCPConfig(
+        mcp_servers={
+            "llm-gateway": MCPServerConfig(
+                url="${LLM_GATEWAY_URL:-http://localhost:8001}",
+                transport=TransportType.HTTP,
+                timeout=60,
+                description="LLM Gateway for multi-provider AI interactions",
+            ),
+            "knowledge-base": MCPServerConfig(
+                url="${KNOWLEDGE_BASE_URL:-http://localhost:8002}",
+                transport=TransportType.HTTP,
+                timeout=30,
+                description="Knowledge Base for RAG and document retrieval",
+            ),
+            "git-ops": MCPServerConfig(
+                url="${GIT_OPS_URL:-http://localhost:8003}",
+                transport=TransportType.HTTP,
+                timeout=120,
+                description="Git Operations for repository management",
+            ),
+            "issues": MCPServerConfig(
+                url="${ISSUES_URL:-http://localhost:8004}",
+                transport=TransportType.HTTP,
+                timeout=30,
+                description="Issue Tracker for Gitea/GitHub/GitLab",
+            ),
+        },
+        default_timeout=30,
+        default_retry_attempts=3,
+        connection_pool_size=10,
+        health_check_interval=30,
+    )

backend/app/services/mcp/connection.py

@@ -0,0 +1,473 @@
+"""
+MCP Connection Management
+
+Handles connection lifecycle, pooling, and automatic reconnection
+for MCP servers.
+"""
+
+import asyncio
+import logging
+import time
+from collections.abc import AsyncGenerator
+from contextlib import asynccontextmanager
+from enum import Enum
+from typing import Any
+
+import httpx
+
+from .config import MCPServerConfig, TransportType
+from .exceptions import MCPConnectionError, MCPTimeoutError
+
+logger = logging.getLogger(__name__)
+
+
+class ConnectionState(str, Enum):
+    """Connection state enumeration."""
+
+    DISCONNECTED = "disconnected"
+    CONNECTING = "connecting"
+    CONNECTED = "connected"
+    RECONNECTING = "reconnecting"
+    ERROR = "error"
+
+
+class MCPConnection:
+    """
+    Manages a single connection to an MCP server.
+
+    Handles connection lifecycle, health checking, and automatic reconnection.
+    """
+
+    def __init__(
+        self,
+        server_name: str,
+        config: MCPServerConfig,
+    ) -> None:
+        """
+        Initialize connection.
+
+        Args:
+            server_name: Name of the MCP server
+            config: Server configuration
+        """
+        self.server_name = server_name
+        self.config = config
+        self._state = ConnectionState.DISCONNECTED
+        self._client: httpx.AsyncClient | None = None
+        self._lock = asyncio.Lock()
+        self._last_activity: float | None = None
+        self._connection_attempts = 0
+        self._last_error: Exception | None = None
+
+        # Reconnection settings
+        self._base_delay = config.retry_delay
+        self._max_delay = config.retry_max_delay
+        self._max_attempts = config.retry_attempts
+
+    @property
+    def state(self) -> ConnectionState:
+        """Get current connection state."""
+        return self._state
+
+    @property
+    def is_connected(self) -> bool:
+        """Check if connection is established."""
+        return self._state == ConnectionState.CONNECTED
+
+    @property
+    def last_error(self) -> Exception | None:
+        """Get the last error that occurred."""
+        return self._last_error
+
+    async def connect(self) -> None:
+        """
+        Establish connection to the MCP server.
+
+        Raises:
+            MCPConnectionError: If connection fails after all retries
+        """
+        async with self._lock:
+            if self._state == ConnectionState.CONNECTED:
+                return
+
+            self._state = ConnectionState.CONNECTING
+            self._connection_attempts = 0
+            self._last_error = None
+
+            while self._connection_attempts < self._max_attempts:
+                try:
+                    await self._do_connect()
+                    self._state = ConnectionState.CONNECTED
+                    self._last_activity = time.time()
+                    logger.info(
+                        "Connected to MCP server: %s at %s",
+                        self.server_name,
+                        self.config.url,
+                    )
+                    return
+                except Exception as e:
+                    self._connection_attempts += 1
+                    self._last_error = e
+                    logger.warning(
+                        "Connection attempt %d/%d failed for %s: %s",
+                        self._connection_attempts,
+                        self._max_attempts,
+                        self.server_name,
+                        e,
+                    )
+
+                    if self._connection_attempts < self._max_attempts:
+                        delay = self._calculate_backoff_delay()
+                        logger.debug(
+                            "Retrying connection to %s in %.1fs",
+                            self.server_name,
+                            delay,
+                        )
+                        await asyncio.sleep(delay)
+
+            # All attempts failed
+            self._state = ConnectionState.ERROR
+            raise MCPConnectionError(
+                f"Failed to connect after {self._max_attempts} attempts",
+                server_name=self.server_name,
+                url=self.config.url,
+                cause=self._last_error,
+            )
+
+    async def _do_connect(self) -> None:
+        """Perform the actual connection (transport-specific)."""
+        if self.config.transport == TransportType.HTTP:
+            self._client = httpx.AsyncClient(
+                base_url=self.config.url,
+                timeout=httpx.Timeout(self.config.timeout),
+                headers={
+                    "User-Agent": "Syndarix-MCP-Client/1.0",
+                    "Accept": "application/json",
+                },
+            )
+            # Verify connectivity with a simple request
+            try:
+                # Try to hit the MCP capabilities endpoint
+                response = await self._client.get("/mcp/capabilities")
+                if response.status_code not in (200, 404):
+                    # 404 is acceptable - server might not have capabilities endpoint
+                    response.raise_for_status()
+            except httpx.HTTPStatusError as e:
+                if e.response.status_code != 404:
+                    raise
+            except httpx.ConnectError as e:
+                raise MCPConnectionError(
+                    "Failed to connect to server",
+                    server_name=self.server_name,
+                    url=self.config.url,
+                    cause=e,
+                ) from e
+        else:
+            # For STDIO and SSE transports, we'll implement later
+            raise NotImplementedError(
+                f"Transport {self.config.transport} not yet implemented"
+            )
+
+    def _calculate_backoff_delay(self) -> float:
+        """Calculate exponential backoff delay with jitter."""
+        import random
+
+        delay = self._base_delay * (2 ** (self._connection_attempts - 1))
+        delay = min(delay, self._max_delay)
+        # Add jitter (±25%)
+        jitter = delay * 0.25 * (random.random() * 2 - 1)
+        return delay + jitter
+
+    async def disconnect(self) -> None:
+        """Disconnect from the MCP server."""
+        async with self._lock:
+            if self._client is not None:
+                try:
+                    await self._client.aclose()
+                except Exception as e:
+                    logger.warning(
+                        "Error closing connection to %s: %s",
+                        self.server_name,
+                        e,
+                    )
+                finally:
+                    self._client = None
+
+            self._state = ConnectionState.DISCONNECTED
+            logger.info("Disconnected from MCP server: %s", self.server_name)
+
+    async def reconnect(self) -> None:
+        """Reconnect to the MCP server."""
+        async with self._lock:
+            self._state = ConnectionState.RECONNECTING
+        await self.disconnect()
+        await self.connect()
+
+    async def health_check(self) -> bool:
+        """
+        Perform a health check on the connection.
+
+        Returns:
+            True if connection is healthy
+        """
+        if not self.is_connected or self._client is None:
+            return False
+
+        try:
+            if self.config.transport == TransportType.HTTP:
+                response = await self._client.get(
+                    "/health",
+                    timeout=5.0,
+                )
+                return response.status_code == 200
+            return True
+        except Exception as e:
+            logger.warning(
+                "Health check failed for %s: %s",
+                self.server_name,
+                e,
+            )
+            return False
+
+    async def execute_request(
+        self,
+        method: str,
+        path: str,
+        data: dict[str, Any] | None = None,
+        timeout: float | None = None,
+    ) -> dict[str, Any]:
+        """
+        Execute an HTTP request to the MCP server.
+
+        Args:
+            method: HTTP method (GET, POST, etc.)
+            path: Request path
+            data: Optional request body
+            timeout: Optional timeout override
+
+        Returns:
+            Response data
+
+        Raises:
+            MCPConnectionError: If not connected
+            MCPTimeoutError: If request times out
+        """
+        if not self.is_connected or self._client is None:
+            raise MCPConnectionError(
+                "Not connected to server",
+                server_name=self.server_name,
+            )
+
+        effective_timeout = timeout or self.config.timeout
+
+        try:
+            if method.upper() == "GET":
+                response = await self._client.get(
+                    path,
+                    timeout=effective_timeout,
+                )
+            elif method.upper() == "POST":
+                response = await self._client.post(
+                    path,
+                    json=data,
+                    timeout=effective_timeout,
+                )
+            else:
+                response = await self._client.request(
+                    method.upper(),
+                    path,
+                    json=data,
+                    timeout=effective_timeout,
+                )
+
+            self._last_activity = time.time()
+            response.raise_for_status()
+            return response.json()
+
+        except httpx.TimeoutException as e:
+            raise MCPTimeoutError(
+                "Request timed out",
+                server_name=self.server_name,
+                timeout_seconds=effective_timeout,
+                operation=f"{method} {path}",
+            ) from e
+        except httpx.HTTPStatusError as e:
+            raise MCPConnectionError(
+                f"HTTP error: {e.response.status_code}",
+                server_name=self.server_name,
+                url=f"{self.config.url}{path}",
+                cause=e,
+            ) from e
+        except Exception as e:
+            raise MCPConnectionError(
+                f"Request failed: {e}",
+                server_name=self.server_name,
+                cause=e,
+            ) from e
+
+
+class ConnectionPool:
+    """
+    Pool of connections to MCP servers.
+
+    Manages connection lifecycle and provides connection reuse.
+    """
+
+    def __init__(self, max_connections_per_server: int = 10) -> None:
+        """
+        Initialize connection pool.
+
+        Args:
+            max_connections_per_server: Maximum connections per server
+        """
+        self._connections: dict[str, MCPConnection] = {}
+        self._lock = asyncio.Lock()
+        self._per_server_locks: dict[str, asyncio.Lock] = {}
+        self._max_per_server = max_connections_per_server
+
+    def _get_server_lock(self, server_name: str) -> asyncio.Lock:
+        """Get or create a lock for a specific server.
+
+        Uses setdefault for atomic dict access to prevent race conditions
+        where two coroutines could create different locks for the same server.
+        """
+        # setdefault is atomic - if key exists, returns existing value
+        # if key doesn't exist, inserts new value and returns it
+        return self._per_server_locks.setdefault(server_name, asyncio.Lock())
+
+    async def get_connection(
+        self,
+        server_name: str,
+        config: MCPServerConfig,
+    ) -> MCPConnection:
+        """
+        Get or create a connection to a server.
+
+        Uses per-server locking to avoid blocking all connections
+        when establishing a new connection.
+
+        Args:
+            server_name: Name of the server
+            config: Server configuration
+
+        Returns:
+            Active connection
+        """
+        # Quick check without lock - if connection exists and is connected, return it
+        if server_name in self._connections:
+            connection = self._connections[server_name]
+            if connection.is_connected:
+                return connection
+
+        # Need to create or reconnect - use per-server lock to avoid blocking others
+        async with self._lock:
+            server_lock = self._get_server_lock(server_name)
+
+        async with server_lock:
+            # Double-check after acquiring per-server lock
+            if server_name in self._connections:
+                connection = self._connections[server_name]
+                if connection.is_connected:
+                    return connection
+                # Connection exists but not connected - reconnect
+                await connection.connect()
+                return connection
+
+            # Create new connection (outside global lock, under per-server lock)
+            connection = MCPConnection(server_name, config)
+            await connection.connect()
+
+            # Store connection under global lock
+            async with self._lock:
+                self._connections[server_name] = connection
+
+            return connection
+
+    async def release_connection(self, server_name: str) -> None:
+        """
+        Release a connection (currently just tracks usage).
+
+        Args:
+            server_name: Name of the server
+        """
+        # For now, we keep connections alive
+        # Future: implement connection reaping for idle connections
+
+    async def close_connection(self, server_name: str) -> None:
+        """
+        Close and remove a connection.
+
+        Args:
+            server_name: Name of the server
+        """
+        async with self._lock:
+            if server_name in self._connections:
+                await self._connections[server_name].disconnect()
+                del self._connections[server_name]
+            # Clean up per-server lock
+            if server_name in self._per_server_locks:
+                del self._per_server_locks[server_name]
+
+    async def close_all(self) -> None:
+        """Close all connections in the pool."""
+        async with self._lock:
+            for connection in self._connections.values():
+                try:
+                    await connection.disconnect()
+                except Exception as e:
+                    logger.warning("Error closing connection: %s", e)
+
+            self._connections.clear()
+            self._per_server_locks.clear()
+            logger.info("Closed all MCP connections")
+
+    async def health_check_all(self) -> dict[str, bool]:
+        """
+        Perform health check on all connections.
+
+        Returns:
+            Dict mapping server names to health status
+        """
+        # Copy connections under lock to prevent modification during iteration
+        async with self._lock:
+            connections_snapshot = dict(self._connections)
+
+        results = {}
+        for name, connection in connections_snapshot.items():
+            results[name] = await connection.health_check()
+        return results
+
+    def get_status(self) -> dict[str, dict[str, Any]]:
+        """
+        Get status of all connections.
+
+        Returns:
+            Dict mapping server names to status info
+        """
+        return {
+            name: {
+                "state": conn.state.value,
+                "is_connected": conn.is_connected,
+                "url": conn.config.url,
+            }
+            for name, conn in self._connections.items()
+        }
+
+    @asynccontextmanager
+    async def connection(
+        self,
+        server_name: str,
+        config: MCPServerConfig,
+    ) -> AsyncGenerator[MCPConnection, None]:
+        """
+        Context manager for getting a connection.
+
+        Usage:
+            async with pool.connection("server", config) as conn:
+                result = await conn.execute_request("POST", "/tool", data)
+        """
+        conn = await self.get_connection(server_name, config)
+        try:
+            yield conn
+        finally:
+            await self.release_connection(server_name)