Hebbia
Small (~140)
Plaid
Mid (~800)
Best For
Hebbia
Best for: Engineers who want a famously kind, high-EQ team building cutting-edge AI for finance and legal professionals
Plaid
Best for: Engineers who want transparent leadership and real fintech impact at a top-rated company
Ratings
HebbiaPlaid
4.4
4.6
Overall
3.2
4.2
Work-Life Balance
4.5
4.2
Culture & Values
4.4
4.1
Comp & Benefits
4.2
4.0
Senior Mgmt
4.2
3.9
Career Opps
👍 88% Recommend
👤 92% CEO Approval (George Sivulka)
👍 91% Recommend
👤 83% CEO Approval (Zach Perret)
Culture Values
Hebbia only
🚀 Ship Fast & Iterate🧩 Wears Many Hats
Plaid only
🪟 Transparent🛡️ Safe to Fail🌈 Diverse & Inclusive
Shared
⚙️ Engineering-Driven🌱 Learning & Growth🎯 Direct Product Impact
Pros & Cons
Hebbia
- Incredible culture and smart, kind team
- Cutting-edge AI work in finance
- Very long hours expected
- Fully in-office, no flexibility
Plaid
- 91% of employees recommend — highly accessible and transparent senior leadership
- Strong engineering culture with competitive compensation (4.1/5 comp rating) and real product impact
- Organizational changes can create uncertainty as the company scales
- Career opportunities rated 3.9/5 — growth paths may vary by department
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.
Plaid
Choose Plaid if you want top-tier engineering culture, transparent leadership, and real fintech impact — but expect some growing pains as the company navigates organizational change.
Open Roles
Hebbia — 32 jobs
💼 Sales / GTM
10
💻 Engineering
8
📊 Data
2
🎨 Design
2
💰 Finance
1
👤 HR / People
1
🧠 ML / AI
1
Plaid — 94 jobs
💼 Sales / GTM
28
💻 Engineering
24
📋 Product
11
📣 Marketing
7
📊 Data
4
🎨 Design
2
💰 Finance
2
⚖️ Legal
2
🧠 ML / AI
2
⚙️ Operations
2
👤 HR / People
1
Summary
Hebbia scores 4.4/5.0 on Glassdoor with a 3.2 work-life balance rating. Plaid scores 4.6/5.0 overall with a 4.2 WLB. That’s a 0.2-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Learning & Growth, Direct Product Impact. Hebbia also emphasizes Ship Fast & Iterate, Wears Many Hats. Plaid also emphasizes Transparent, Safe to Fail, Diverse & Inclusive.
On the hiring front, Hebbia has 32 open roles and Plaid has 94 open roles.