Cloudflare
Large (~4,000)
Twilio
Large (~5,500)
Best For
Cloudflare
Best for: Engineers who want mission-driven work building critical internet infrastructure
Twilio
Best for: Professionals interested in Twilio
Ratings
CloudflareTwilio
3.9
3.9
Overall
3.7
4.1
Work-Life Balance
4.0
4.0
Culture & Values
3.8
3.9
Comp & Benefits
3.5
3.7
Senior Mgmt
3.8
3.7
Career Opps
👍 72% Recommend
👤 77% CEO Approval (Matthew Prince)
👍 78% Recommend
👤 82% CEO Approval (CEO)
Culture Values
Cloudflare only
🚀 Ship Fast & Iterate🎯 Direct Product Impact🪟 Transparent
Twilio only
🌐 Remote-Friendly⚖️ Work-Life Balance🔓 Open Source💎 Strong Comp & Equity
Shared
⚙️ Engineering-Driven🌱 Learning & Growth
Pros & Cons
Cloudflare
- Mission-driven company building critical internet infrastructure — meaningful work with real impact
- Smart colleagues and a culture that values innovation, shipping quickly, and technical excellence
- Compensation can lag behind FAANG competitors, especially base salary
- Some teams experience high pressure and demanding workloads with uneven management quality
Twilio
- Genuine remote-first flexibility with excellent work-life balance
- Strong compensation, benefits, and engineering-driven culture
- Frequent reorgs and leadership changes create uncertainty
- Culture has shifted from creative builders to more corporate, profit-driven focus
Bottom Line
Cloudflare
Choose Cloudflare if you want mission-driven work building critical internet infrastructure with sharp engineers — but compensation lags FAANG and pressure can be high.
Twilio
Twilio — check Glassdoor for detailed reviews.
Open Roles
Cloudflare — 469 jobs
💼 Sales / GTM
226
💻 Engineering
127
📋 Product
19
📣 Marketing
18
📊 Data
10
⚙️ Operations
7
👤 HR / People
6
⚖️ Legal
6
🧠 ML / AI
4
💰 Finance
1
Twilio — 143 jobs
💼 Sales / GTM
44
💻 Engineering
43
📋 Product
8
🧠 ML / AI
7
📣 Marketing
6
⚙️ Operations
3
📊 Data
2
🎨 Design
2
💰 Finance
2
👤 HR / People
2
⚖️ Legal
2
Summary
Cloudflare scores 3.9/5.0 on Glassdoor with a 3.7 work-life balance rating. Twilio scores 3.9/5.0 overall with a 4.1 WLB. They’re tied on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Learning & Growth. Cloudflare also emphasizes Ship Fast & Iterate, Direct Product Impact, Transparent. Twilio also emphasizes Remote-Friendly, Work-Life Balance, Open Source, Strong Comp & Equity.
On the hiring front, Cloudflare has 469 open roles and Twilio has 143 open roles.