Project Management

Master checklists and timeline templates for managing Cloudflare Pages projects — from initial assessment through post-launch handoff.

Project Phases

Every Cloudflare Pages project follows this lifecycle:

graph LR
    A["Assess<br/>1-2 days"] --> B["Plan<br/>1-2 days"]
    B --> C["Build / Migrate<br/>3-15 days"]
    C --> D["Test<br/>2-3 days"]
    D --> E["Deploy<br/>1-2 days"]
    E --> F["Maintain<br/>Ongoing"]

Phase 1: Assessment (1-2 Days)

Checklist

Site Inventory

Scoring

Site scored using Decision Guide matrix
Score: ____ / 85
Migration priority: Phase ____

Baseline Captured

Technical Audit

Stakeholder Sign-Off

Migration approach approved
Timeline agreed
Content editing workflow chosen (Tier 1/2/3/4)
Downtime window approved (if needed)
Rollback plan documented

Phase 1 Deliverables

Site assessment report
Migration priority score
Baseline performance metrics
Stakeholder approval

Phase 2: Planning (1-2 Days)

Checklist

Migration approach chosen:
- Crawler-based (full site migration)
- Playwright capture (landing pages / complex layouts)
- Fresh build (Astro or plain HTML)

Phase 2 Deliverables

Migration plan document
Plugin replacement mapping
Content editing workflow document
Technical setup confirmed

Phase 3: Build / Migrate (3-15 Days)

WordPress Migration Timeline

gantt
    title WordPress Migration - Build Phase
    dateFormat  YYYY-MM-DD
    section Week 1: Core
    Project setup & dependencies     :a1, 2024-01-01, 2d
    Full site crawl & capture        :a2, after a1, 2d
    Image optimization & WebP        :a3, after a2, 1d
    CSS/JS optimization              :a4, after a3, 1d
    Form handlers & Functions        :a5, after a4, 2d
    section Week 2: Polish
    Plugin replacements              :b1, after a5, 2d
    Automated & visual testing       :b2, after b1, 2d
    Staging deploy & review          :b3, after b2, 1d

Phase 3 Deliverables

Complete static site ready for deployment
All forms functional
Automated tests passing
Lighthouse score meeting targets (90+ mobile)
Staging deployment live

Phase 4: Testing (2-3 Days)

Checklist

Content Accuracy

All text matches WordPress original
All images display correctly
Phone numbers, addresses correct
Business hours correct
No placeholder or test content

Functional Testing

Visual Testing

Performance Testing

Lighthouse mobile: ____ (target: 90+)
Lighthouse desktop: ____ (target: 95+)
LCP: ____ (target: <2.5s)
TBT: ____ (target: <200ms)
CLS: ____ (target: <0.1)

Meta titles present on all pages
Meta descriptions present on all pages
Structured data validates (Google Rich Results Test)
robots.txt correct
sitemap.xml generated and valid
Canonical URLs set
URL structure matches original (no broken links)

Phase 4 Deliverables

Test results documented
All critical issues resolved
Stakeholder sign-off for go-live

Phase 5: Deployment (1-2 Days)

Pre-Deployment Checklist

No test/debug code left
No sensitive data in code (API keys in env vars, not code)
.gitignore includes .env, node_modules, .wrangler
All commits pushed to GitHub
SENDGRID_API_KEY set in Cloudflare Dashboard (production)
Any other required secrets configured

DNS Preparation

Current DNS records documented
New DNS records prepared
Registrar access confirmed
Stakeholders notified of cutover window
Rollback plan documented

Deployment Steps

Deploy to Cloudflare Pages:
Terminal window
```
npm run deploy
```
Verify deployment success in Dashboard.
Configure custom domain in Pages settings.
Update DNS records (CNAME or nameservers).
Wait for DNS propagation (15 min - 4 hours).
Verify site loads on custom domain.
Verify SSL certificate active (padlock icon).
Test all forms on production (submit test form).
Verify email received by correct recipients.
Run Lighthouse audit on production URL.

Post-Deployment Verification (First 24 Hours)

Timeframe	Verification
Hour 1	Site accessible from multiple locations
Hour 2	Forms working, test email received
Hour 4	DNS fully propagated (check whatsmydns.net)
Hour 8	Analytics tracking verified
Hour 24	No error spikes in Cloudflare analytics
Hour 24	Form submission volume matches expectations

Phase 5 Deliverables

Production site live
DNS migrated
All functionality verified
Monitoring active

Phase 6: Handoff and Ongoing (1-2 Days + Ongoing)

Handoff Checklist

Access Granted

Cloudflare account access (team member invited)
SendGrid account access (if applicable)
GitHub repository access
Domain registrar access (if applicable)

Documentation Delivered

Developer handoff document created
Content editing guide for chosen tier
Quick reference / cheat sheet
Troubleshooting guide
Emergency rollback procedures

Training Completed

Content editing workflow demonstrated
Deployment process demonstrated
Rollback process demonstrated
Team member made a test change and deployed
Team member rolled back a change

Old Hosting Cleanup

After 7-14 day observation:

Old WordPress hosting cancelled
Old plugin licenses cancelled
Old security services cancelled
Old backup services cancelled
Final WordPress backup archived

Phase 6 Deliverables

Timeline Templates

Simple Site (5-10 Pages, 1 Form)

gantt
    title Simple Site Migration - 7 Business Days
    dateFormat  YYYY-MM-DD
    section Phases
    Assess: Score site, baseline metrics     :a1, 2024-01-01, 1d
    Plan + Setup: Approach, tools, config    :a2, after a1, 1d
    Build: Crawl, optimize, form handler     :a3, after a2, 2d
    Test: Automated tests, visual QA, forms  :a4, after a3, 1d
    Deploy: Deploy, DNS, verify              :a5, after a4, 1d
    Handoff: Documentation, training         :a6, after a5, 1d

Total: 7 business days

Medium Site (20-50 Pages, Blog, 2-3 Forms)

gantt
    title Medium Site Migration - 15 Business Days
    dateFormat  YYYY-MM-DD
    section Planning
    Assess + Plan                        :a1, 2024-01-01, 2d
    section Build
    Core: Crawl, assets, optimization    :b1, after a1, 3d
    Forms: Handlers, Functions, email    :b2, after b1, 2d
    Polish: Plugins, blog, search        :b3, after b2, 2d
    section QA
    Test: Full suite, visual, browsers   :c1, after b3, 2d
    Staging: Deploy, stakeholder review  :c2, after c1, 1d
    section Launch
    Deploy: Production, DNS migration    :d1, after c2, 1d
    Handoff: Docs, training, monitoring  :d2, after d1, 2d

Total: 15 business days (3 weeks)

Large / Complex Site (50+ Pages, Multiple Integrations)

gantt
    title Large Site Migration - 6 Weeks
    dateFormat  YYYY-MM-DD
    section Week 1
    Deep audit + plugin mapping          :a1, 2024-01-01, 5d
    section Week 2-3
    Migration + asset handling           :b1, after a1, 10d
    section Week 3-4
    Forms, search, booking, integrations :c1, after b1, 5d
    section Week 4
    Comprehensive QA + perf tuning       :d1, after c1, 5d
    section Week 5
    Staging + stakeholder review         :e1, after d1, 5d
    section Week 5-6
    Production cutover + handoff         :f1, after e1, 5d

Total: 6 weeks

Batch Migration (10-50 Sites)

gantt
    title Batch Migration - 5 Months
    dateFormat  YYYY-MM-DD
    section Month 1
    Pilot: 3 sites end-to-end           :a1, 2024-01-01, 30d
    section Month 2
    Batch 1: Simple sites (10-15)       :b1, after a1, 30d
    section Month 3
    Batch 2: Medium sites (10-15)       :c1, after b1, 30d
    section Month 4
    Batch 3: Remaining sites (10-15)    :d1, after c1, 30d
    section Month 5
    Complex sites + cleanup (5-10)      :e1, after d1, 30d

Total: 40-60 sites in 5 months

Stakeholder Communication Templates

Subject: [Site Name] Cloudflare Pages Migration - Kickoff

Hi team,

We're migrating [site name] from WordPress to Cloudflare Pages.

What this means:
- Hosting cost drops from $[X]/month to $0/month
- Page speed improves significantly
- Security improves (no more WordPress vulnerabilities)
- Content updates will use [Tier X] editing workflow

Timeline:
- Start: [date]
- Staging ready: [date]
- Go-live: [date]

Action items:
- [Name]: Review staging site by [date]
- [Name]: Approve go-live date
- [Name]: Complete editing workflow training

Questions? Reply to this email.

Subject: [Site Name] Now Live on Cloudflare Pages

Hi team,

[Site name] is now live on Cloudflare Pages.

Live URL: [url]
Dashboard: https://dash.cloudflare.com/

What changed:
- Hosting: WordPress -> Cloudflare Pages
- Performance: [before score] -> [after score]
- Cost: $[X]/month -> $0/month

How to make changes:
[Brief description of chosen editing workflow]
See [link to editing guide] for details.

Monitoring plan:
- Checking forms daily for first week
- Performance audit at day 7
- Full review at day 30

If something looks wrong:
1. Don't panic - we can rollback in 30 seconds
2. Contact [name] at [email]

Thanks!

## Monthly Status: Cloudflare Pages Portfolio

### Summary
- Total sites migrated: X / Y
- Sites live on Cloudflare: X
- Sites remaining on WordPress: Y

### This Month
- Migrated: [site 1], [site 2], [site 3]
- Issues encountered: [brief description]
- Issues resolved: [brief description]

### Performance
- Average Lighthouse score: X/100
- Form submissions processed: X
- Uptime: 99.99%

### Cost Savings
- Monthly hosting eliminated: $X
- Annual savings to date: $X
- Projected annual savings: $X

### Next Month
- Planned migrations: [site 1], [site 2]
- Planned improvements: [description]

Risk Register

Risk	Probability	Impact	Mitigation	Owner
SEO ranking drop	Low	Medium	Preserve URLs, 301 redirects, monitor GSC	Developer
Forms break in production	Medium	High	Test on staging first, quick rollback	Developer
Content editor can’t use new workflow	Medium	Medium	Training, documentation, fallback tier	PM
DNS propagation delay	Low	Low	Schedule during low traffic, communicate	DevOps
Missing content/pages	Low	Medium	Automated crawl + manual QA check	QA
Third-party integration breaks	Medium	Medium	Test each integration on staging	Developer
Team resistance	Medium	Low	Show benefits, gradual rollout	PM
Cloudflare service disruption	Very Low	High	Monitor status page, rollback plan	DevOps

Budget Planning

Per-Site Migration Budget

Item	Simple Site	Medium Site	Complex Site
Developer hours	8-16 hrs	16-32 hrs	32-80 hrs
At $50/hr	$400-800	$800-1,600	$1,600-4,000
At $75/hr	$600-1,200	$1,200-2,400	$2,400-6,000
At $100/hr	$800-1,600	$1,600-3,200	$3,200-8,000
Testing/QA	4-8 hrs	8-16 hrs	16-32 hrs
Documentation	2-4 hrs	4-8 hrs	8-16 hrs
Total hours	14-28	28-56	56-128

Batch Migration Budget (50 sites)

Item	Estimate	Notes
Simple sites (30 x 20 hrs avg)	600 hrs	$30,000-60,000
Medium sites (15 x 40 hrs avg)	600 hrs	$30,000-60,000
Complex sites (5 x 80 hrs avg)	400 hrs	$20,000-40,000
Training and documentation	40 hrs	$2,000-4,000
Project management	80 hrs	$4,000-8,000
Total	1,720 hrs	$86,000-172,000
Annual savings (50 sites)		$75,000-180,000/year
Payback period		6-14 months

Success Criteria

Per-Site

Metric	Target	Measurement
Lighthouse mobile	90+	`npm run audit:baseline`
LCP	< 2.5s	Lighthouse report
TBT	< 200ms	Lighthouse report
CLS	< 0.1	Lighthouse report
Forms working	100%	Manual test
Visual fidelity	95%+ match	Visual regression test
SEO rankings	No drop after 30 days	Google Search Console
Hosting cost	$0/month	Cloudflare billing

Portfolio

Metric	Target	Measurement
Migration completion	100% of eligible sites	Project tracker
Team proficiency	All editors trained	Training completion
Cost savings	>$X/month	Monthly report
Average Lighthouse	85+ across portfolio	Batch audit
Uptime	99.9%+	Cloudflare analytics