Chainguard
Mid (~350)
Twilio
Large (~5,500)
Best For
Chainguard
Best for: Security-minded engineers who want remote-first open-source work with strong comp
Twilio
Best for: Professionals interested in Twilio
Ratings
ChainguardTwilio
4.5
3.9
Overall
4.2
4.1
Work-Life Balance
4.3
4.0
Culture & Values
4.2
3.9
Comp & Benefits
4.1
3.7
Senior Mgmt
4.0
3.7
Career Opps
👍 88% Recommend
👤 90% CEO Approval (Dan Lorenc)
👍 78% Recommend
👤 82% CEO Approval (CEO)
Culture Values
Chainguard only
No unique values
Twilio only
🌱 Learning & Growth
Shared
🌐 Remote-Friendly🔓 Open Source⚙️ Engineering-Driven💎 Strong Comp & Equity⚖️ Work-Life Balance
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
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
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.
Twilio
Twilio — check Glassdoor for detailed reviews.
Open Roles
Chainguard — 63 jobs
💼 Sales / GTM
27
💻 Engineering
24
📣 Marketing
3
📋 Product
2
🎨 Design
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
Chainguard scores 4.5/5.0 on Glassdoor with a 4.2 work-life balance rating. Twilio scores 3.9/5.0 overall with a 4.1 WLB. That’s a 0.6-point gap on overall satisfaction.
Both companies share these culture values: Remote-Friendly, Open Source, Engineering-Driven, Strong Comp & Equity, Work-Life Balance. Twilio also emphasizes Learning & Growth.
On the hiring front, Chainguard has 63 open roles and Twilio has 143 open roles.