Rollback Strategy

Rollback Strategy

Design the undo plan before deploying — not during a production incident. A deployment without a rollback plan is a bet that nothing will go wrong.

⛔ The Iron Law

If you can't undo it, don't ship it yet.

Every change is classified by rollback complexity before deploy, and every non-Simple change has a written rollback procedure that has been tested — not just imagined. Decide rollback before the incident, never during it: the minutes you'd spend designing an undo mid-incident are the minutes users are down.

Step 1: Analyze the Deployment

List every change being deployed:

• Code changes: Which services, which endpoints, what behavior changes?
• Schema changes: New tables, columns, indexes, constraints, dropped columns?
• Data migrations: Backfills, transformations, deletes?
• Configuration changes: New env vars, feature flag states, infrastructure config?
• Dependency updates: Library upgrades, external service version changes?

For each change, ask: If this change caused a production incident 30 minutes after deploy, what would rollback look like?

Step 2: Classify by Rollback Complexity

Assign each change a rollback complexity:

If any change is Irreversible: explicitly document what partial rollback looks like and get sign-off before deploying.

See references/rollback-patterns.md for detailed patterns per component type.

Step 3: Design the Rollback Procedure

For each non-Simple change, write the explicit rollback steps:

Database schema rollback:

• Additive columns (new nullable column): safe to leave after rollback — old code ignores them
• Non-additive changes (rename, type change, NOT NULL constraint): require a reverse migration
• Dropped columns: need to be re-added and re-populated (use git bisect to find the data state)

Feature flag rollback:

• Define the "off" state before deploying
• Test the "off" state in staging before deploying to production
• Know which percentage to roll back to if doing a canary rollout

Data migration rollback:

• Write the reverse migration before deploying the forward migration
• Test both on a copy of production data
• If the migration is too large to reverse quickly, plan for an emergency read-only mode instead

Configuration rollback:

• Document the previous value of every env var being changed
• For secrets rotation: keep the old secret valid for 24 hours after switching

Step 4: Document and Test the Plan

Write the rollback plan in the deployment PR or deployment runbook:

Rollback Plan:
1. [Step]: [Command or action]
2. [Step]: [Command or action]
3. Verify: [How to confirm rollback succeeded]
Estimated rollback time: [X minutes]
Rollback owner: [Who executes this during an incident]

Test it before you need it:

• Run the rollback steps in staging before production deploy
• Confirm the rollback takes the expected time (important during incidents)
• Verify application health after rollback completes

Use templates/rollback-plan.md for the full plan format.

Principles Applied

• KISS: Prefer feature flags over complex rollback procedures. The simplest rollback is turning a flag off.
• YAGNI: Don't deploy a change you can't roll back without a documented, tested plan. If you can't undo it, don't ship it yet.
• Defense in depth: Multiple rollback options (flag → revert → data migration reversal) provide fallbacks when the first option isn't enough.
• Fail fast: Define rollback triggers before deploying (see deployment-checklist). Waiting until an incident to decide when to rollback wastes critical time.

Rationalizations to reject

Red flags — stop and correct course

• An Irreversible change with no documented partial-rollback and no sign-off.
• A reverse migration that has never actually been executed.
• A feature flag whose off-state was never tested in staging.
• The estimated rollback time is unknown.

Cross-Skill References

• deployment-checklist — run before every deploy; rollback plan is a required gate
• incident-response — execute the rollback plan when an incident occurs
• configuration-strategy — design feature flags as part of config strategy (reduces rollback complexity)