Hebbia
Small (~140)
PostHog
Small (~170)
Best For
Hebbia
Best for: Engineers who want a famously kind, high-EQ team building cutting-edge AI for finance and legal professionals
PostHog
Best for: Self-directed engineers who want radical transparency, no meetings, and full ownership of their product area
Ratings
HebbiaPostHog
4.4
4.3
Overall
3.2
4.5
Work-Life Balance
4.5
4.4
Culture & Values
4.4
4.3
Comp & Benefits
4.2
4.1
Senior Mgmt
4.2
4.1
Career Opps
👍 88% Recommend
👤 92% CEO Approval (George Sivulka)
👍 86% Recommend
👤 90% CEO Approval (James Hawkins)
Culture Values
Hebbia only
⚙️ Engineering-Driven🚀 Ship Fast & Iterate🌱 Learning & Growth🎯 Direct Product Impact
PostHog only
🔓 Open Source🪟 Transparent📡 Async-First🌐 Remote-Friendly🤝 Flat Hierarchy
Shared
🧩 Wears Many Hats
Pros & Cons
Hebbia
- Incredible culture and smart, kind team
- Cutting-edge AI work in finance
- Very long hours expected
- Fully in-office, no flexibility
PostHog
- Extreme transparency — public handbook, open-source everything, radical autonomy
- Generous compensation with competitive pay, equity, and home office budget
- Small team means limited career progression paths
- Top-down decision-making can sometimes override team input
Bottom Line
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.
PostHog
Radically transparent open-source culture with 2-3 person autonomous teams, no deadlines, and a public handbook — ideal if you're self-motivated, tough if you need structure.
Open Roles
Hebbia — 32 jobs
💼 Sales / GTM
10
💻 Engineering
8
📊 Data
2
🎨 Design
2
💰 Finance
1
👤 HR / People
1
🧠 ML / AI
1
PostHog — 14 jobs
💻 Engineering
6
💼 Sales / GTM
3
📋 Product
1
Summary
Hebbia scores 4.4/5.0 on Glassdoor with a 3.2 work-life balance rating. PostHog scores 4.3/5.0 overall with a 4.5 WLB. That’s a 0.1-point gap on overall satisfaction.
Both companies share these culture values: Wears Many Hats. Hebbia also emphasizes Engineering-Driven, Ship Fast & Iterate, Learning & Growth, Direct Product Impact. PostHog also emphasizes Open Source, Transparent, Async-First, Remote-Friendly, Flat Hierarchy.
On the hiring front, Hebbia has 32 open roles and PostHog has 14 open roles.