Airbnb
Large (~7,300)
Contentful
Large (~1,000)
Best For
Airbnb
Best for: Engineers who want Live Anywhere flexibility with strong comp and no pay cuts
Contentful
Best for: Backend and full-stack engineers who want to work on developer-facing content infrastructure with remote flexibility and an established product used by major brands
Ratings
AirbnbContentful
4.1
3.4
Overall
4.0
3.8
Work-Life Balance
4.2
3.5
Culture & Values
4.2
3.4
Comp & Benefits
3.5
3.2
Senior Mgmt
3.5
3.2
Career Opps
👍 80% Recommend
👤 87% CEO Approval (Brian Chesky)
👍 68% Recommend
👤 71% CEO Approval (Jaspar Carmichael-Jack)
Culture Values
Airbnb only
⚖️ Work-Life Balance🌈 Diverse & Inclusive🔓 Open Source💎 Strong Comp & Equity
Contentful only
⚙️ Engineering-Driven🌱 Learning & Growth🎯 Direct Product Impact
Shared
🌐 Remote-Friendly
Pros & Cons
Airbnb
- Live and Work Anywhere policy — genuine remote flexibility with no pay cuts
- Strong compensation and benefits with quarterly travel credits and educational stipends
- Limited career growth — senior roles often filled externally, promotions are slow
- Post-IPO cultural shift — increasing bureaucracy and internal politics at mid-to-senior levels
Contentful
- Flexible remote/hybrid setup with strong distributed team culture
- Talented and humble engineering team with approachable, responsive leadership
- Stagnating product development with competition overtaking in key areas
- Internal promotions are difficult with pay disparities between long-tenured and new hires
Bottom Line
Airbnb
Choose Airbnb if you want genuine remote flexibility and travel perks — but promotions are slow and bureaucracy is growing.
Contentful
Pioneer in headless CMS with genuine remote flexibility, but Glassdoor is below average (3.4, 68% recommend) — reviews mention leadership instability and limited career progression.
Open Roles
Airbnb — 244 jobs
💻 Engineering
76
📊 Data
23
📋 Product
14
🎧 Support
14
🧠 ML / AI
12
⚖️ Legal
11
⚙️ Operations
11
📣 Marketing
10
💼 Sales / GTM
9
💰 Finance
3
👤 HR / People
3
🎨 Design
2
Contentful — 111 jobs
💻 Engineering
56
📋 Product
17
💼 Sales / GTM
15
📊 Data
6
📣 Marketing
2
🧠 ML / AI
2
🎨 Design
1
⚖️ Legal
1
🎧 Support
1
Summary
Airbnb scores 4.1/5.0 on Glassdoor with a 4.0 work-life balance rating. Contentful scores 3.4/5.0 overall with a 3.8 WLB. That’s a 0.7-point gap on overall satisfaction.
Both companies share these culture values: Remote-Friendly. Airbnb also emphasizes Work-Life Balance, Diverse & Inclusive, Open Source, Strong Comp & Equity. Contentful also emphasizes Engineering-Driven, Learning & Growth, Direct Product Impact.
On the hiring front, Airbnb has 244 open roles and Contentful has 111 open roles.