Two new OpenSpec changes: - observability (30 tasks): health endpoints, Prometheus, Grafana+Loki, structured logging, dashboards, alerting - security-hardening (24 tasks): Caddy headers, scanner blocking, gitleaks, pnpm audit, dependabot, non-root Docker, fail2ban Co-Authored-By: Claude Opus 4.6 (1M context) <noreply@anthropic.com>
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1. Caddy Security Headers
- 1.1 Add security headers block to Caddyfile: HSTS, X-Content-Type-Options, X-Frame-Options, Referrer-Policy, Permissions-Policy
- 1.2 Add Content-Security-Policy header (permissive initial policy allowing React Router inline scripts, OSM tiles, Sentry, WebSocket)
- 1.3 Test headers with securityheaders.com or curl after deploy
2. Scanner Blocking
- 2.1 Add Caddy path matcher for common scanner targets (.env*, .git*, wp-, admin, config., backup)
- 2.2 Return 403 for matched paths before reverse_proxy
- 2.3 Verify scanner paths return 403, normal paths still work
3. CI Secret Scanning
- 3.1 Add gitleaks/gitleaks-action@v2 step to CI workflow
- 3.2 Create .gitleaks.toml with allowlist for Sentry DSNs (public values)
- 3.3 Verify gitleaks passes on current codebase
4. Dependency Auditing
- 4.1 Add
pnpm audit --audit-level=highstep to CI workflow - 4.2 Create .github/dependabot.yml for weekly pnpm dependency updates
- 4.3 Verify pnpm audit passes on current codebase
5. Docker Hardening
- 5.1 Add non-root user to Journal Dockerfile runtime stage
- 5.2 Add non-root user to Planner Dockerfile runtime stage
- 5.3 Add non-root user to BRouter Dockerfile
- 5.4 Test containers start and serve correctly as non-root
6. Server Hardening
- 6.1 Install and configure fail2ban on Hetzner server (SSH protection)
- 6.2 Configure UFW firewall (allow 22, 80, 443 only)
- 6.3 Document server hardening steps in deployment docs
7. Documentation
- 7.1 Create SECURITY.md with vulnerability disclosure policy and security contact
- 7.2 Update privacy manifest with security practices documented
8. Verify
- 8.1 Run securityheaders.com scan on trails.cool and planner.trails.cool
- 8.2 Verify scanner paths return 403 in production
- 8.3 Verify CI passes with all new scanning steps
- 8.4 Verify Docker containers run as non-root