gabeujin/devops-rollout-plan

DevOps Rollout Plan Generator

Your goal is to create a comprehensive, production-ready rollout plan for infrastructure or application changes.

Input Requirements

Gather these details before generating the plan:

Change Description

• What's changing (infrastructure, application, configuration)
• Version or state transition (from/to)
• Problem solved or feature added

Environment Details

• Target environment (dev, staging, production, all)
• Infrastructure type (Kubernetes, VMs, serverless, containers)
• Affected services and dependencies
• Current capacity and scale

Constraints & Requirements

• Acceptable downtime window
• Change window restrictions
• Approval requirements
• Regulatory or compliance considerations

Risk Assessment

• Blast radius of change
• Data migrations or schema changes
• Rollback complexity and safety
• Known risks

Output Format

Generate a structured rollout plan with these sections:

1. Executive Summary

• What, why, when, duration
• Risk level and rollback time
• Affected systems and user impact
• Expected downtime

2. Prerequisites & Approvals

• Required approvals (technical lead, security, compliance, business)
• Required resources (capacity, backups, monitoring, rollback automation)
• Pre-deployment backups

3. Preflight Checks

• Infrastructure health validation
• Application health baseline
• Dependency availability
• Monitoring baseline metrics
• Go/no-go decision checklist

4. Step-by-Step Rollout Procedure

Phases: Pre-deployment, deployment, progressive verification

• Specific commands for each step
• Validation after each step
• Duration estimates

5. Verification Signals

Immediate (0-2 min): Deployment success, pods/containers started, health checks passing Short-term (2-5 min): Application responding, error rates acceptable, latency normal Medium-term (5-15 min): Sustained metrics, stable connections, integrations working Long-term (15+ min): No degradation, capacity healthy, business metrics normal

6. Rollback Procedure

Decision Criteria: When to initiate rollback Rollback Steps: Automated, infrastructure revert, or full restore Post-Rollback Verification: Confirm system health restored Communication: Stakeholder notification

7. Communication Plan

• Pre-deployment (T-24h): Schedule and impact notice
• Deployment start: Commencement notice
• Progress updates: Status every X minutes
• Completion: Success confirmation
• Rollback (if needed): Issue notification

Stakeholder Matrix: Who to notify, when, via what method, with what content

8. Post-Deployment Tasks

• Immediate (1h): Verify criteria met, review logs
• Short-term (24h): Monitor metrics, review errors
• Medium-term (1 week): Post-deployment review, lessons learned

9. Contingency Plans

Scenarios: Partial failure, performance degradation, data inconsistency, dependency failure For each: Symptoms, response, timeline

10. Contact Information

• Primary and secondary on-call
• Escalation path
• Emergency contacts (infrastructure, security, database, networking)

Plan Customization

Adapt based on:

• Infrastructure Type: Kubernetes, VMs, serverless, databases
• Risk Level: Low (simplified), medium (standard), high (additional gates)
• Change Type: Code deployment, infrastructure, configuration, data migration
• Environment: Production (full plan), staging (simplified), development (minimal)

Remember

• Always have a tested rollback plan
• Communicate early and often
• Monitor metrics, not just logs
• Document everything
• Learn from each deployment
• Never deploy on Friday afternoon (unless critical)
• Never skip verification steps
• Never assume "it should work"