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addyosmani/shipping-and-launch

addyosmani

shipping-and-launch

Prepares production launches. Use when preparing to deploy to production. Use when you need a pre-launch checklist, when setting up monitoring, when planning a staged rollout, or when you need a rollback strategy.

global
0installs0uses~2.4k
v1.0Saved May 2, 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
  • npm 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)

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 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

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.

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"

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
Files1
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Overall Score

84/100

Grade

B

Good

Safety

92

Quality

88

Clarity

82

Completeness

76

Summary

A comprehensive production launch guide that helps engineers safely deploy features through a structured pre-launch checklist, feature flag strategy, staged rollout procedure, monitoring setup, and rollback planning. The skill provides decision thresholds, verification steps, and common pitfalls to avoid when shipping to production.

Detected Capabilities

Pre-launch checklist generation across code quality, security, performance, accessibility, infrastructure, and documentation domainsFeature flag strategy and lifecycle managementStaged rollout sequencing with defined monitoring windowsRollout decision thresholds for error rate, latency, and business metricsRollback trigger conditions and step-by-step proceduresMonitoring and observability configuration patternsError boundary and server-side error reporting examples (TypeScript/React)Post-launch verification checklist

Trigger Keywords

Phrases that MCP clients use to match this skill to user intent.

deploy to productionpre-launch checklistfeature flag strategystaged rolloutrollback planproduction monitoringrelease preparation

Use Cases

  • Deploying a new feature to production for the first time
  • Planning a staged rollout with feature flags and monitoring
  • Setting up a pre-launch checklist to verify code quality, security, performance, and infrastructure readiness
  • Establishing rollback strategies and failure response procedures
  • Configuring monitoring, error reporting, and post-launch verification

Quality Notes

  • Excellent structure with clear section hierarchy and logical flow from checklist through rollout to rollback
  • Strong use of tables to present decision thresholds and metrics in a scannable format
  • Includes realistic code examples (feature flag checks, error boundaries, error reporting middleware) that agents can reference
  • Well-documented rollout sequence with specific monitoring windows (24 hours, 24-48 hours) and percentage stages (5%, 25%, 50%, 100%)
  • Red flags and common rationalizations sections provide valuable guidance on what NOT to do
  • References to external checklists (security, performance, accessibility) signal awareness of specialized domains, though files are not present
  • Clear trigger conditions for rollback with specific thresholds (2x error rate, 50% latency increase)
  • Comprehensive monitoring categories (application, infrastructure, client metrics) with concrete examples
  • References to external documentation files that are not included in the skill directory (security-checklist.md, performance-checklist.md, accessibility-checklist.md) — these should either be included or removed
Model: claude-haiku-4-5-20251001Analyzed: May 2, 2026

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