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Rollback planning

Skill ahtishamshahzad/agent_dev_flow/.ai/skills/devops/rollback-planning

Use to plan how to undo a bad deploy fast — previous-artifact redeploy, migration reversibility rulings (roll-forward vs down), feature-flag kill switches, data-safety on revert, clear triggers, and rehearsal. An untested rollback is a hope, not a plan.From its SKILL.md

Install
npx -y skills add ahtishamshahzad/agent_dev_flow --skill rollback-planning

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SKILL.md

5.5 KB, ~1.1k tokens by cl100k_base, as published. Nobody here has run it

Rollback Planning

Purpose

Make recovery from a bad deploy fast and safe: know exactly how to get back to a good state, what can and can't be reversed, when to pull the trigger — and prove it works by rehearsing it before you need it.

When to Use

  • When planning a deploy (rollback is part of the deploy design), and before production launches.
  • Not for incident coordination broadly (incident-readiness) — this is the deploy-reversal mechanism.

Inputs

  • Deploy mechanism + artifact strategy (../../backend/backend-deployment, docker-foundation).
  • Migration flow (../../database/database-migrations) and any feature-flag system.

Discovery Questions

  • How fast can the previous artifact be redeployed (immutable, promotable versions make this minutes)?
  • Which migrations are reversible, and which are roll-forward-only — and what does that mean for reverting code?
  • Are risky changes behind feature flags that can be switched off without a redeploy?
  • What triggers a rollback (smoke fail, error-rate spike, key flow broken), and who decides?

Responsibilities

  • Code rollback: redeploy the previous immutable artifact quickly — the promote-across-environments model makes prior versions instantly available (../../backend/backend-deployment); health-gate the rollback like any deploy.
  • Migration reversibility rulings: know per migration whether it's reversible (honest down migration) or roll-forward-only (schema usually is — dropping data can't be undone). Design deploys expand/contract so code can roll back against a still-compatible schema (../../database/database-migrations); where a schema change is one-way, the plan is fix-forward, stated in advance.
  • Feature flags as fast rollback: gate risky features so they can be disabled instantly without a redeploy — the fastest "rollback" of all for behavior changes.
  • Data safety on revert: writes made by the bad version may be incompatible with the old code — assess and plan (drain, migrate, or accept); backups/snapshots (../../database/backup-recovery) as the last resort, not the primary plan.
  • Triggers + ownership: explicit rollback triggers (post-deploy smoke fail, alert thresholds — ../../testing/smoke-testing, monitoring-logging) and who's authorized to call it.
  • Rehearse: run the rollback in staging (staging-environment) — an unrehearsed rollback is discovered broken mid-incident.

Required Workflow

  1. Confirm fast previous-artifact redeploy.
  2. Ruling per migration: reversible vs roll-forward-only; design expand/contract for compatibility.
  3. Identify feature-flag kill switches for risky changes.
  4. Assess data-safety on revert; define the backup fallback.
  5. Define triggers + decision owner.
  6. Rehearse in staging; record the runbook.

Decision Rules

  • Code rolls back, schema usually rolls forward — design changes so old code survives the new schema during the window.
  • Feature flags beat redeploys for reversing behavior — fastest and lowest-risk.
  • A rollback that's never been run is not a rollback — rehearse it.
  • Restoring from backup is the last resort (data loss between backup and now), never the first plan.

Rules

  • Every significant deploy has a rollback plan before it ships.
  • Migration reversibility is ruled explicitly, in advance.
  • The rollback path is rehearsed, with triggers and an owner.

Anti-Patterns

  • "We'll figure out rollback if it breaks."
  • Destructive migrations deployed with no compatibility window, stranding code rollback.
  • Backup-restore as the primary rollback (data loss, slow).
  • No defined trigger — arguing about whether to roll back during the outage.
  • Rollback path never tested until the real incident.

Validation Checklist

  • Fast previous-artifact redeploy confirmed.
  • Per-migration reversibility ruled; expand/contract for compatibility.
  • Feature-flag kill switches identified for risky changes.
  • Data-safety-on-revert assessed; backup fallback defined.
  • Triggers + decision owner explicit.
  • Rehearsed in staging; runbook recorded.

Definition of Done

A rehearsed rollback plan — fast artifact redeploy, explicit migration reversibility rulings with compatibility windows, feature-flag kill switches, data-safety assessment, and clear triggers with an owner — recorded and proven in staging before production deploys.

Related Skills

../../backend/backend-deployment, ../../database/database-migrations, ../../database/backup-recovery, ../../database/data-migration, staging-environment, ../../testing/smoke-testing, monitoring-logging, incident-readiness, production-readiness.

Related Knowledge

../../../knowledge/ (deploy mechanism, flag system, migration inventory).

Related References

../../../references/devops/ (rollback runbooks, when populated).

Context Loading Guidance

  • Requires: deploy/artifact strategy, migration inventory, flag system.
  • Does not require: broad incident process, app feature code.
  • May load: ../../database/database-migrations, staging-environment.
  • Stop when: the rehearsed rollback plan + triggers are recorded.

Token Efficiency Guidance

The rollback runbook (steps, migration rulings, triggers, owner) is the artifact; keep it executable and short.

What ships with it

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