gh-christianlouis-inboxconverge/docs/TODO.md

TODO & Milestones

Comprehensive task breakdown for repository improvements and production readiness.

🔴 Critical - Security (In Progress)

Completed ✅

• Add SECRET_KEY validation on startup
• Add ENCRYPTION_KEY validation on startup
• Implement security headers middleware (X-Frame-Options, CSP, HSTS, etc.)
• Implement CSRF protection middleware
• Document all error codes in docs/ERRORS.md
• Create security ADR (Architecture Decision Records)
• Upgrade python-jose 3.3.0 → 3.5.0 (algorithm confusion with OpenSSH ECDSA keys, CVE, affected < 3.4.0)

In Progress 🔨

• Enable rate limiting per user/tier
• Fix bare exception handlers throughout codebase
• Update datetime usage to timezone-aware (DateTime(timezone=True) columns and lambda: datetime.now(timezone.utc) defaults; fixes DBAPIError from asyncpg on timezone-naive columns)
• Validate redirect_uri to prevent open redirect vulnerabilities
• Add per-user random salt for encryption (currently deterministic)

Not Started 📋

• Implement audit logging middleware
• Add 2FA support
• Implement API key authentication
• Set up secrets management (HashiCorp Vault or AWS Secrets Manager)
• Professional security audit/penetration testing

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🤖 High Priority - Agentic Coding Infrastructure

Completed ✅

• Create .github/ISSUE_TEMPLATE/ (bug_report.md, feature_request.md, test_needed.md)
• Create .github/PULL_REQUEST_TEMPLATE.md
• Create docs/CODING_PATTERNS.md with best practices
• Create docs/ERRORS.md documenting error codes
• Create docs/adr/ for Architecture Decision Records
• Add Makefile with common development tasks
• Add .pre-commit-config.yaml with black, ruff, mypy
• Create CHANGELOG.md with version history
• Add .yamllint.yml configuration
• Add .secrets.baseline for detect-secrets

In Progress 🔨

• Reorganize documentation into docs/ directory
• Complete ADR documentation (add ADR-003 through ADR-010)
• Create GitHub Projects board for task management

Not Started 📋

• Add commitlint.config.js for conventional commits
• Create video tutorials for setup
• Add interactive setup wizard
• Document migration path from legacy script
• Create performance benchmarks baseline
• Set up Discord/Slack community

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🧪 High Priority - Testing Infrastructure

Completed ✅

• Create backend/tests/ directory structure (unit, integration, e2e)
• Add backend/tests/conftest.py with fixtures
• Add backend/pytest.ini configuration
• Create sample unit tests (test_security.py, test_config.py)
• Add user and mail account factory fixtures
• Write unit tests for security module (100% coverage)
• Write unit tests for middleware (98% coverage)
• Write unit tests for schemas and validation
• Write unit tests for application factory and core endpoints
• Reach 50%+ test coverage (currently 59%)

In Progress 🔨

• Write unit tests for authentication (target 80%+ coverage)
• Write unit tests for mail processing
• Write integration tests for API endpoints
• Write tests for Celery tasks

Not Started 📋

• Add end-to-end tests
• Add performance/load tests
• Create mock POP3/IMAP server for testing
• Add test data seeding scripts
• Reach 80%+ code coverage

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🔄 High Priority - CI/CD Pipeline

Completed ✅

• Create .github/workflows/test.yml for automated testing
• Create .github/workflows/lint.yml for code quality checks
• Create .github/workflows/security.yml for security scanning
• Existing .github/workflows/docker-build.yml for Docker images
• Set up automatic dependency updates (Dependabot)
• Merge Dependabot dependency updates (PRs #26–#49)
• Remove CodeQL checks from CI (was blocking builds)
• Upgrade SQLAlchemy to 2.0.48 to fix Python 3.14 test failures
• Fix Docker build failure: wrap useSearchParams() in Suspense boundary in /auth/callback page
• Fix frontend API URL hardcoded to localhost:8000 in production: replaced build-time NEXT_PUBLIC_API_URL with a runtime Next.js Route Handler proxy (/api/v1/[...path]) reading BACKEND_URL at server startup
• Log BACKEND_URL at frontend server startup and include target URL in per-request proxy error messages
• Fix UndefinedTableError on first boot: lifespan event now runs Base.metadata.create_all() so tables are created automatically when no migrations have been applied
• Fix ProgrammingError (cached statement plan is invalid) during startup: set prepared_statement_cache_size=0 on the asyncpg engine to prevent plan invalidation when CREATE TYPE DDL runs at startup

In Progress 🔨

• Configure branch protection rules
• Set up Codecov integration

Not Started 📋

• Add deployment workflow (dual-registry: GHCR + private registry)
• Add release workflow with automated changelog
• Configure status checks for PRs
• Add performance regression detection

---

🟡 Medium Priority - Code Quality

Completed ✅

• Create coding patterns documentation
• Define error code structure

In Progress 🔨

• Add comprehensive type hints to all functions
• Add docstrings to all public methods
• Move magic numbers to constants
• Improve error messages with context

Not Started 📋

• Add database indexes for performance
• Complete database migration scripts
• Implement retry logic for Celery tasks
• Add structured JSON logging
• Refactor mixed async/blocking code in mail processor
• Complete API documentation with examples

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📦 Medium Priority - Production Readiness

Completed ✅

• Basic health check endpoint exists
• Database-backed configuration (AppSetting model + ConfigService)
• Admin API for managing settings (/api/v1/settings)
• Default settings seeded on first startup

In Progress 🔨

• Improve health checks (DB/Redis connectivity)

Not Started 📋

• Create production docker-compose.yml
• Add Kubernetes manifests (deployment, service, ingress)
• Create Helm chart for easy deployment
• Add nginx reverse proxy configuration
• Document backup strategy
• Create comprehensive deployment guide
• Set up log aggregation (ELK/Loki)
• Configure alerting system

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📊 Medium Priority - Observability

Not Started 📋

• Add Prometheus metrics endpoints
• Integrate Sentry for error tracking
• Add structured logging with correlation IDs
• Create Grafana dashboard templates
• Document monitoring setup
• Add APM (Application Performance Monitoring)
• Set up uptime monitoring
• Create runbook for common issues

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✨ Low Priority - Feature Completion

Not Started 📋

• Implement Stripe webhook handling
• Add scheduled Celery tasks for email processing
• Account enable/disable toggle (UX + backend)
• Per-user SMTP configuration (UX + backend)
• Gmail API one-click OAuth grant flow with token refresh and revocation handling
• Unified Google OAuth flow: sign-in requests all Gmail scopes; single /auth/callback redirect URI needed in Google Console
• Message deduplication (POP3 UIDL + IMAP \Seen flag + DB tracking)
• Implement GDPR data export endpoint
• Complete notification service integration (Apprise)
• Add advanced email filtering
• Implement OAuth2 for Gmail (instead of App Passwords)
• Add attachment handling improvements
• Add email archiving feature
• Implement webhook support for external integrations

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🖥️ High Priority - Frontend Completion

The Next.js frontend has pages and components implemented but is not functional because the API client layer is missing.

Critical Blockers 🔴

• Create frontend/src/lib/api.ts — API client using axios
  • Exports: authApi, mailAccountsApi, processingRunsApi, userApi
  • Exports types: User, MailAccount, MailAccountCreate, ProcessingRun
  • 8 files import from @/lib/api — all compilation errors resolved
• Fix infinite spinner on home page: isLoading now initialises based on token presence; home page performs auth check when token exists

Existing Pages (UI done, need API wiring) 🔨

• Landing page (app/page.tsx)
• Login page with email/password + Google OAuth
• Registration page
• OAuth callback handler
• Dashboard with stats cards and processing runs table
• Mail accounts list with CRUD operations + enable/disable toggle
• Settings page — Profile, Gmail API connection, SMTP relay, Account info, Security
• AddMailAccountModal component (auto-detect, test connection, all required fields, is_enabled checkbox)
• Fix AddMailAccountModal edit mode: backend now returns username in MailAccountResponse; all fields (including protocol, host, port, use_ssl, username) are editable in edit mode and pre-populated from the stored account; Auto-Detect is shown in edit mode too; only password is omitted from the update payload when left blank
• DashboardLayout with responsive sidebar
• AuthGuard for protected routes
• Fix wizard grey screen (Tailwind v4 bg-opacity → /75 syntax, modal restructure)
• /auth/gmail-callback page for Gmail OAuth one-click flow

Not Started 📋

• End-to-end testing of frontend against backend API
• Error boundary components
• Loading skeletons / proper loading states
• Notification preferences UI
• Subscription management / billing UI

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📅 Milestone Timeline

Milestone 1: Security & Infrastructure (Week 1-2) 🔴

Goal: Make repository secure and AI-agent friendly

Tasks:

• Complete all security hardening
• Finish agentic coding infrastructure
• Set up CI/CD pipeline
• Reach 50% test coverage

Success Criteria:

• All security validators passing
• CI/CD running on all PRs
• Issue/PR templates in use
• Pre-commit hooks working

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Milestone 2: Testing & Quality (Week 3-4) 🧪

Goal: Establish quality baseline

Tasks:

• Write comprehensive test suite
• Reach 80% code coverage
• Fix all linting issues
• Complete API documentation

Success Criteria:

• 80%+ test coverage
• All tests passing
• Zero critical security issues
• API docs complete

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Milestone 3: Production Readiness (Week 5-6) 📦

Goal: Ready for production deployment

Tasks:

• Complete observability setup
• Add Kubernetes manifests
• Implement rate limiting
• Add audit logging
• Complete deployment documentation

Success Criteria:

• Can deploy to Kubernetes
• Monitoring and alerting active
• Health checks comprehensive
• Deployment documented

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Milestone 4: Feature Completion (Week 7-8) ✨

Goal: Complete remaining features

Tasks:

• Implement Stripe webhooks
• Add Celery scheduled tasks
• Complete notification integration
• Build basic frontend

Success Criteria:

• Stripe integration working
• Scheduled tasks running
• Notifications functional
• Basic UI available

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📊 Progress Tracking

Overall Progress by Category

Category	Progress	Status
Security	60%	🟡 In Progress
Agentic Infrastructure	98%	🟢 Near Complete
Testing	59%	🟡 In Progress
CI/CD	80%	🟢 Near Complete
Code Quality	40%	🔴 Needs Work
Production Ready	30%	🔴 Needs Work
Observability	10%	🔴 Needs Work
Backend Features	85%	🟢 Near Complete
Frontend	65%	🟢 Near Complete

Overall Repository Readiness: 55% ⚠️

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🎯 Next Actions (Priority Order)

1. Immediate (Today):

   • Create frontend/src/lib/api.ts (frontend is broken without it)
   • Fix remaining security issues (bare excepts, datetime, redirect_uri)
   • Add backend endpoint for processing runs (needed by dashboard)

2. This Week:

   • Enable rate limiting
   • Add audit logging
   • Write more unit tests (target 70% coverage)
   • Complete ADR documentation
   • End-to-end test frontend against backend

3. Next Week:

   • Kubernetes manifests
   • Prometheus metrics
   • Sentry integration
   • Production docker-compose

4. This Month:

   • 80% test coverage
   • Complete all documentation
   • Professional security audit
   • First production deployment

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📝 Notes

Dependencies Between Tasks

• Security hardening must complete before production deployment
• Test infrastructure needed before reaching coverage goals
• CI/CD needed before enforcing quality standards
• Observability needed before production monitoring

AI Agent Readiness

After Milestone 1 completes, AI agents will have:

• Clear issue templates to report bugs
• Coding patterns to follow
• Test fixtures to write tests
• CI/CD to validate changes
• Pre-commit hooks to enforce quality

Production Blockers

Must complete before production:

1. All critical security issues
2. Basic monitoring/alerting
3. Backup strategy
4. Incident response plan
5. 50%+ test coverage

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Last Updated: 2026-03-25 Maintained By: Development Team Review Frequency: Weekly