The pipeline is green. Slack says "Deployed to production ✅." And users are seeing errors.
A successful deployment means the new code was delivered. It says nothing about whether the application works.
Common Reasons for Deployment Failure
- Missing or misconfigured environment variables: The app boots fine but fails on the first external payment API call.
- Database migration mismatch: Code expects a column that wasn't created yet, or a migration failed mid-way.
- Queue workers running old code: Web app is updated, but background workers run old code and choke on new payload schemas.
- Stale cache: Cached objects serialized in the previous format break the new codebase.
- Dependency drift: A transitive library version behaves differently in production.
- Lying health checks: Load balancer verifies HTTP 200 on `/health`, without checking if the app can query the database.
- Third-party service changes: An expired webhook secret or updated external API schema.
How to Close the Gap
- Deep health checks: Test DB connectivity, cache access, and critical downstream dependencies.
- Automated post-deploy smoke tests: Automatically log in, load core routes, and execute synthetic transactions.
- Progressive rollouts (Canary): Route 5% of traffic to the new build before full rollout.
- Deployment-linked monitoring: Track error rate, tail latency, and revenue metrics immediately after release.
- One-command rollback: Practice rollbacks regularly before an emergency occurs.
Define "deployed" as "verified working in production," not "files copied to a server."
What's the worst "successful deployment" you've seen?
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