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Railway Deployment Log - 2025-08-22

🎯 Phased Deployment Strategy

Smart Decision: Deploy and test WITHOUT authentication first, then add security layer.

Phase 1: Basic Deployment (No Authentication) ✅ IN PROGRESS

Objective: Verify core deployment functionality - ✅ Services deploy and start correctly - ✅ Routing works between nginx → docs/streamlit
- ✅ Custom domain resolves with SSL - ✅ Apps function in production environment

Configuration: - railway-phase1.json - 3 services (simple-proxy, docs-site, sigma-surf-2) - infrastructure/simple-proxy/ - Basic nginx without auth_request - No Supabase dependencies - Direct access to all services

Phase 2: Add Security Layer (Next)

Objective: Add production-ready authentication - 🔲 Add auth-service (Flask + Supabase) - 🔲 Update nginx to use auth_request - 🔲 Configure session management - 🔲 Test full authentication flow

📋 Railway Configuration Process

Step 1: Project Setup ✅

# Login and link to Railway project
railway login
railway link --project 66add8cd-2ad3-4404-b772-c852c9983f09

# Project: elegant-embrace linked successfully! 🎉

Step 2: Phase 1 Deployment 🔄

# Copy phase 1 config
cp railway-phase1.json railway.json

# Deploy services
railway up

# Expected services:
# - simple-proxy (public, port 80)
# - docs-site (private, port 8000) 
# - sigma-surf-2 (private, port 8501)

Step 3: Domain Configuration 📍

# Add custom domain to proxy service
railway domain add ds.aic.meetrhea.com --service simple-proxy

DNS Configuration Required: Route 53 → meetrhea.com hosted zone: 

Record Name: ds.aic
Record Type: CNAME
Record Value: [railway-provided-domain]

Step 4: Testing Checklist 🧪

Basic Functionality: - [ ] ds.aic.meetrhea.com resolves and shows landing page - [ ] SSL certificate is valid - [ ] ds.aic.meetrhea.com/docs/ loads MkDocs documentation - [ ] ds.aic.meetrhea.com/sigma-surf-2/ loads Streamlit app - [ ] Streamlit WebSocket connections work properly - [ ] All services show healthy status in Railway dashboard

Service Health: - [ ] ds.aic.meetrhea.com/health returns 200 OK - [ ] Railway service logs show no critical errors - [ ] MkDocs build completes successfully - [ ] Streamlit app starts without crashes

🔍 Current Status

Railway Project: elegant-embrace (66add8cd-2ad3-4404-b772-c852c9983f09) Environment: production (190f36a5-e715-400d-a659-45fb458835c3) Domain: ds.aic.meetrhea.com

Services Status: - simple-proxy: 🔲 Deploying - docs-site: 🔲 Deploying
- sigma-surf-2: 🔲 Deploying

🚧 Issues and Resolutions

Issue 1: Railway CLI Deployment

Problem: Need to deploy using railway-phase1.json Solution: Copy to railway.json temporarily for deployment

Issue 2: Environment Variables

Status: None required for Phase 1 (no authentication) Note: Will need Supabase vars for Phase 2

🎯 Next Steps After Phase 1 Success

  1. Verify all Phase 1 tests pass
  2. Add Supabase project for authentication
  3. Deploy Phase 2 with full security
  4. Update DNS to point to production deployment
  5. Add monitoring and alerting

📚 Key Learnings

  1. Phased deployment reduces complexity - test core functionality first
  2. Railway CLI simplifies deployment - better than dashboard for bulk operations
  3. nginx routing needs careful WebSocket handling for Streamlit
  4. Custom domain setup requires Railway + Route 53 coordination

Log maintained by: Claude Code
Next update: After Phase 1 deployment completes