Airbnb
Large (~7,300)
Hebbia
Small (~140)
Best For
Airbnb
Best for: Engineers who want Live Anywhere flexibility with strong comp and no pay cuts
Hebbia
Best for: Engineers who want a famously kind, high-EQ team building cutting-edge AI for finance and legal professionals
Ratings
AirbnbHebbia
4.1
4.4
Overall
4.0
3.2
Work-Life Balance
4.2
4.5
Culture & Values
4.2
4.4
Comp & Benefits
3.5
4.2
Senior Mgmt
3.5
4.2
Career Opps
👍 80% Recommend
👤 87% CEO Approval (Brian Chesky)
👍 88% Recommend
👤 92% CEO Approval (George Sivulka)
Culture Values
Airbnb only
🌐 Remote-Friendly⚖️ Work-Life Balance🌈 Diverse & Inclusive🔓 Open Source💎 Strong Comp & Equity
Hebbia only
⚙️ Engineering-Driven🚀 Ship Fast & Iterate🌱 Learning & Growth🧩 Wears Many Hats🎯 Direct Product Impact
Shared
None
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
Hebbia
- Incredible culture and smart, kind team
- Cutting-edge AI work in finance
- Very long hours expected
- Fully in-office, no flexibility
Bottom Line
Airbnb
Choose Airbnb if you want genuine remote flexibility and travel perks — but promotions are slow and bureaucracy is growing.
Hebbia
Choose Hebbia if you want one of the most collegial cultures in AI (4.4 Glassdoor, 88% recommend) and direct impact in fintech — but expect very long hours and fully in-office, no remote flexibility.
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
Hebbia — 32 jobs
💼 Sales / GTM
10
💻 Engineering
8
📊 Data
2
🎨 Design
2
💰 Finance
1
👤 HR / People
1
🧠 ML / AI
1
Summary
Airbnb scores 4.1/5.0 on Glassdoor with a 4.0 work-life balance rating. Hebbia scores 4.4/5.0 overall with a 3.2 WLB. That’s a 0.3-point gap on overall satisfaction.
On the hiring front, Airbnb has 244 open roles and Hebbia has 32 open roles.