Chainguard
Mid (~350)
Cloudflare
Large (~4,000)
Best For
Chainguard
Best for: Security-minded engineers who want remote-first open-source work with strong comp
Cloudflare
Best for: Engineers who want mission-driven work building critical internet infrastructure
Ratings
ChainguardCloudflare
4.5
3.9
Overall
4.2
3.7
Work-Life Balance
4.3
4.0
Culture & Values
4.2
3.8
Comp & Benefits
4.1
3.5
Senior Mgmt
4.0
3.8
Career Opps
👍 88% Recommend
👤 90% CEO Approval (Dan Lorenc)
👍 72% Recommend
👤 77% CEO Approval (Matthew Prince)
Culture Values
Chainguard only
🌐 Remote-Friendly🔓 Open Source💎 Strong Comp & Equity⚖️ Work-Life Balance
Cloudflare only
🚀 Ship Fast & Iterate🎯 Direct Product Impact🌱 Learning & Growth🪟 Transparent
Shared
⚙️ Engineering-Driven
Pros & Cons
Chainguard
- Fully remote with outstanding benefits — 100% employer-paid insurance for employees and families
- Founders are practitioners who understand what engineers and security teams need
- Growing so fast that some inefficiencies exist, though improving
- Fully remote means you miss in-person interactions with teammates
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
Bottom Line
Chainguard
Choose Chainguard if you want to build supply chain security tools in a remote, open-source-first culture with strong equity — but expect a fast-moving startup pace.
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.
Open Roles
Chainguard — 63 jobs
💼 Sales / GTM
27
💻 Engineering
24
📣 Marketing
3
📋 Product
2
🎨 Design
1
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
Summary
Chainguard scores 4.5/5.0 on Glassdoor with a 4.2 work-life balance rating. Cloudflare scores 3.9/5.0 overall with a 3.7 WLB. That’s a 0.6-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven. Chainguard also emphasizes Remote-Friendly, Open Source, Strong Comp & Equity, Work-Life Balance. Cloudflare also emphasizes Ship Fast & Iterate, Direct Product Impact, Learning & Growth, Transparent.
On the hiring front, Chainguard has 63 open roles and Cloudflare has 469 open roles.