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addyosmani/shipping-and-launch

addyosmani

shipping-and-launch

Prepares production launches. Use when preparing to deploy to production, or when asking what needs to be in place before shipping. Use when you need a pre-launch checklist, when setting up monitoring, when planning a staged rollout, or when you need a rollback strategy.

NewUpdated Sep 9, 2026

Shipping and Launch

Overview

Ship with confidence. The goal is not just to deploy — it's to deploy safely, with monitoring in place, a rollback plan ready, and a clear understanding of what success looks like. Every launch should be reversible, observable, and incremental.

When to Use

  • Deploying a feature to production for the first time
  • Releasing a significant change to users
  • Migrating data or infrastructure
  • Opening a beta or early access program
  • Any deployment that carries risk (all of them)

The Pre-Launch Checklist

Code Quality

  • All tests pass (unit, integration, e2e)
  • Build succeeds with no warnings
  • Lint and type checking pass
  • Code reviewed and approved
  • No TODO comments that should be resolved before launch
  • No console.log debugging statements in production code
  • Error handling covers expected failure modes

Security

  • No secrets in code or version control
  • The ecosystem's dependency audit (npm audit, pip-audit, cargo audit, ...) shows no critical or high vulnerabilities
  • Input validation on all user-facing endpoints
  • Authentication and authorization checks in place
  • Security headers configured (CSP, HSTS, etc.)
  • Rate limiting on authentication endpoints
  • CORS configured to specific origins (not wildcard)

Performance

  • Core Web Vitals within "Good" thresholds
  • No N+1 queries in critical paths
  • Images optimized (compression, responsive sizes, lazy loading)
  • Bundle size within budget
  • Database queries have appropriate indexes
  • Caching configured for static assets and repeated queries

Accessibility

  • Keyboard navigation works for all interactive elements
  • Screen reader can convey page content and structure
  • Color contrast meets WCAG 2.1 AA (4.5:1 for text)
  • Focus management correct for modals and dynamic content
  • Error messages are descriptive and associated with form fields
  • No accessibility warnings in axe-core or Lighthouse

Infrastructure

  • Environment variables set in production
  • Database migrations applied (or ready to apply)
  • DNS and SSL configured
  • CDN configured for static assets
  • Logging and error reporting configured
  • Health check endpoint exists and responds

Documentation

  • README updated with any new setup requirements
  • API documentation current
  • ADRs written for any architectural decisions
  • Changelog updated
  • User-facing documentation updated (if applicable)

Feature Flag Strategy

Ship behind feature flags to decouple deployment from release:

// Feature flag check
const flags = await getFeatureFlags(userId);

if (flags.taskSharing) {
  // New feature: task sharing
  return <TaskSharingPanel task={task} />;
}

// Default: existing behavior
return null;

Feature flag lifecycle:

1. DEPLOY with flag OFF     → Code is in production but inactive
2. ENABLE for team/beta     → Internal testing in production environment
3. GRADUAL ROLLOUT          → 5% → 25% → 50% → 100% of users
4. MONITOR at each stage    → Watch error rates, performance, user feedback
5. CLEAN UP                 → Remove flag and dead code path after full rollout

Rules:

  • Every feature flag has an owner and an expiration date
  • Clean up flags within 2 weeks of full rollout
  • Don't nest feature flags (creates exponential combinations)
  • Test both flag states (on and off) in CI

Staged Rollout

The Rollout Sequence

1. DEPLOY to staging
   └── Full test suite in staging environment
   └── Manual smoke test of critical flows

2. DEPLOY to production (feature flag OFF)
   └── Verify deployment succeeded (health check)
   └── Check error monitoring (no new errors)

3. ENABLE for team (flag ON for internal users)
   └── Team uses the feature in production
   └── 24-hour monitoring window

4. CANARY rollout (flag ON for 5% of users)
   └── Monitor error rates, latency, user behavior
   └── Compare metrics: canary vs. baseline
   └── 24-48 hour monitoring window
   └── Advance only if all thresholds pass (see table below)

5. GRADUAL increase (25% -> 50% -> 100%)
   └── Same monitoring at each step
   └── Ability to roll back to previous percentage at any point

6. FULL rollout (flag ON for all users)
   └── Monitor for 1 week
   └── Clean up feature flag

Rollout Decision Thresholds

Use these thresholds to decide whether to advance, hold, or roll back at each stage:

Metric Advance (green) Hold and investigate (yellow) Roll back (red)
Error rate Within 10% of baseline 10-100% above baseline >2x baseline
P95 latency Within 20% of baseline 20-50% above baseline >50% above baseline
Client JS errors No new error types New errors at <0.1% of sessions New errors at >0.1% of sessions
Business metrics Neutral or positive Decline <5% (may be noise) Decline >5%

When to Roll Back

Roll back immediately if:

  • Error rate increases by more than 2x baseline
  • P95 latency increases by more than 50%
  • User-reported issues spike
  • Data integrity issues detected
  • Security vulnerability discovered

Monitoring and Observability

What to Monitor

Application metrics:
├── Error rate (total and by endpoint)
├── Response time (p50, p95, p99)
├── Request volume
├── Active users
└── Key business metrics (conversion, engagement)

Infrastructure metrics:
├── CPU and memory utilization
├── Database connection pool usage
├── Disk space
├── Network latency
└── Queue depth (if applicable)

Client metrics:
├── Core Web Vitals (LCP, INP, CLS)
├── JavaScript errors
├── API error rates from client perspective
└── Page load time

Error Reporting

// Set up error boundary with reporting
class ErrorBoundary extends React.Component {
  componentDidCatch(error: Error, info: React.ErrorInfo) {
    // Report to error tracking service
    reportError(error, {
      componentStack: info.componentStack,
      userId: getCurrentUser()?.id,
      page: window.location.pathname,
    });
  }

  render() {
    if (this.state.hasError) {
      return <ErrorFallback onRetry={() => this.setState({ hasError: false })} />;
    }
    return this.props.children;
  }
}

// Server-side error reporting
app.use((err: Error, req: Request, res: Response, next: NextFunction) => {
  reportError(err, {
    method: req.method,
    url: req.url,
    userId: req.user?.id,
  });

  // Don't expose internals to users
  res.status(500).json({
    error: { code: 'INTERNAL_ERROR', message: 'Something went wrong' },
  });
});

Post-Launch Verification

In the first hour after launch:

1. Check health endpoint returns 200
2. Check error monitoring dashboard (no new error types)
3. Check latency dashboard (no regression)
4. Test the critical user flow manually
5. Verify logs are flowing and readable
6. Confirm rollback mechanism works (dry run if possible)

Error Budget Release Gate

Your service's error budget — the fraction of requests or time your SLO allows to fail — determines whether it's safe to ship. Use it as an objective gate — not a negotiation:

Budget remaining > 20%  →  Ship normally; monitor closely
Budget remaining 0–20%  →  Slow rollouts only; no high-risk changes
Budget exhausted        →  Freeze feature work; focus entirely on reliability
Budget resets           →  Resume normal pace; bake in the fix that recovered it

A high burn rate during a canary (consuming budget faster than the baseline pace) is a hold signal in the rollout thresholds table above — treat it the same as an elevated error rate.

Rollback Strategy

Every deployment needs a rollback plan before it happens:

## Rollback Plan for [Feature/Release]

### Trigger Conditions
- Error rate > 2x baseline
- P95 latency > [X]ms
- User reports of [specific issue]

### Rollback Steps
1. Disable feature flag (if applicable)
   OR
1. Deploy previous version: `git revert <commit> && git push`
2. Verify rollback: health check, error monitoring
3. Communicate: notify team of rollback

### Database Considerations
- Migration [X] has a rollback: `npx prisma migrate rollback`
- Data inserted by new feature: [preserved / cleaned up]

### Time to Rollback
- Feature flag: < 1 minute
- Redeploy previous version: < 5 minutes
- Database rollback: < 15 minutes

See Also

  • For the project-wide Definition of Done that every change must clear before this checklist, see ../../references/definition-of-done.md
  • For security pre-launch checks, see ../../references/security-checklist.md
  • For performance pre-launch checklist, see ../../references/performance-checklist.md
  • For accessibility verification before launch, see ../../references/accessibility-checklist.md
  • For the alerting rules and SLO-tied thresholds, see observability-and-instrumentation

Common Rationalizations

Rationalization Reality
"It works in staging, it'll work in production" Production has different data, traffic patterns, and edge cases. Monitor after deploy.
"We don't need feature flags for this" Every feature benefits from a kill switch. Even "simple" changes can break things.
"Monitoring is overhead" Not having monitoring means you discover problems from user complaints instead of dashboards.
"We'll add monitoring later" Add it before launch. You can't debug what you can't see.
"Rolling back is admitting failure" Rolling back is responsible engineering. Shipping a broken feature is the failure.
"The error rate looks fine, let's keep shipping" Check the burn rate, not just the current error rate. Consuming budget faster than baseline is a hold signal even when individual thresholds are green.

Red Flags

  • Deploying without a rollback plan
  • No monitoring or error reporting in production
  • Big-bang releases (everything at once, no staging)
  • Feature flags with no expiration or owner
  • No one monitoring the deploy for the first hour
  • Production environment configuration done by memory, not code
  • "It's Friday afternoon, let's ship it"
  • Error budget exhausted but feature work continues unchanged

Verification

Before deploying:

  • Pre-launch checklist completed (all sections green)
  • Feature flag configured (if applicable)
  • Rollback plan documented
  • Monitoring dashboards set up
  • Team notified of deployment

After deploying:

  • Health check returns 200
  • Error rate is normal
  • Latency is normal
  • Critical user flow works
  • Logs are flowing
  • Rollback tested or verified ready

For every shipped service:

  • Error budget policy in place: know what action to take when budget drops below 20% and when it's exhausted
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Overall Score

88/100

Grade

A

Excellent

Grades are signals, not a certification. Always review a skill yourself before use.

Safety

90

Quality

88

Clarity

87

Completeness

84

Summary

This skill provides a comprehensive pre-launch checklist and operational guidance for safely deploying features to production. It covers code quality, security, performance, accessibility, infrastructure, and monitoring requirements, then guides staged rollouts with feature flags, decision thresholds for advancement, monitoring dashboards, and documented rollback strategies to minimize deployment risk.

Detected Capabilities

guidance generationchecklist creationdecision thresholds definitionmonitoring dashboard planningerror reporting examplesfeature flag implementation patterns

Trigger Keywords

Phrases that agents use to match this skill to user intent.

pre-launch checklistdeploy to productionfeature flag strategystaged rolloutrollback planmonitoring setuperror budget

Use Cases

  • Preparing a feature launch to production with a pre-launch checklist covering security, performance, and accessibility
  • Setting up feature flags to decouple deployment from release and enable controlled rollouts
  • Configuring staged rollout sequences from staging through canary to full production rollout with monitoring gates
  • Designing monitoring and observability dashboards for error rates, latency, and business metrics
  • Planning and documenting rollback strategies before deployment to ensure reversibility
  • Interpreting error budget and burn rate metrics to determine whether it is safe to ship
  • Post-launch verification steps to confirm a deployment succeeded in the first hour

Quality Notes

  • Exceptionally well-structured with clear section hierarchy (Overview → Checklist → Feature Flags → Staged Rollout → Monitoring → Rollback)
  • Comprehensive pre-launch checklist covers seven critical domains: code quality, security, performance, accessibility, infrastructure, and documentation
  • Concrete decision tables (rollout thresholds, red flags) give agents objective criteria rather than subjective judgment calls
  • Includes realistic TypeScript and JavaScript code examples for error boundaries and feature flag checks
  • Addresses organizational mindset with 'Common Rationalizations' section that validates skepticism about monitoring and rollback
  • Clear lifecycle documentation for feature flags (deploy off → enable for team → canary → gradual → cleanup) with explicit rules to prevent technical debt
  • Error budget release gate provides objective shipping gates tied to measurable SLO metrics
  • Post-launch verification checklist ensures continued monitoring in critical first hour after deployment
  • References to external checklists (security, performance, accessibility, definition of done) show awareness of larger system but documentation within this skill is self-contained
  • Red flags section explicitly calls out anti-patterns (Friday releases, big-bang deployments, no rollback plans)
  • Rollback plan template is actionable and includes specific time budgets for each rollback mechanism
  • Staged rollout sequence balances speed with caution, providing 24-48 hour monitoring windows at each stage
Model: claude-haiku-4-5-20251001Analyzed: Sep 9, 2026

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Version History

  1. v2.0

    Contract changed: description

    ✦ AIAdds error budget release gate, reframes dependency audit for multi-ecosystem use, updates reference paths, and expands rollout signals and monitoring checks.

    triggering2026-09-09

    LATEST
  2. v1.1

    Content updated

    ✦ AIAdds reference to project-wide Definition of Done in See Also section.

    2026-06-28

    View This Version
  3. v1.0

    2026-05-02

    View This VersionInitial version

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