Harvey
Medium (~350)
Poolside
Small (~150)
Best For
Harvey
Best for: Engineers who want to transform legal work with AI at a well-funded unicorn with exceptional comp
Poolside
Best for: AI researchers who want frontier code generation work with genuine remote flexibility and Paris offsites
Ratings
HarveyPoolside
3.9
3.8
Overall
3.4
3.5
Work-Life Balance
4.0
3.9
Culture & Values
3.9
3.8
Comp & Benefits
3.7
3.6
Senior Mgmt
3.7
3.6
Career Opps
👍 78% Recommend
👤 82% CEO Approval (Winston Weinberg)
👍 76% Recommend
👤 80% CEO Approval (Jason Warner)
Culture Values
Harvey only
🚀 Ship Fast & Iterate💎 Strong Comp & Equity🎯 Direct Product Impact
Poolside only
🌐 Remote-Friendly🤝 Flat Hierarchy🧩 Wears Many Hats
Shared
⚙️ Engineering-Driven🌱 Learning & Growth
Pros & Cons
Harvey
- Exceptional comp and equity packages
- Smart, driven colleagues who support each other
- Intense pace with long hours
- Growing pains and internal politics
Poolside
- Remote-first with monthly Paris gatherings
- Cutting-edge code generation research
- Early-stage with limited structure
- Comp may trail larger AI labs
Bottom Line
Harvey
Choose Harvey if you want exceptional equity, smart colleagues, and the chance to reshape the legal industry with AI — but expect relentless pace, long hours, and growing-company politics.
Poolside
Choose Poolside if you want cutting-edge code AI research on a remote-first flat team (ex-GitHub CTO leadership) — but expect early-stage ambiguity and comp that trails the larger AI labs.
Open Roles
Harvey — 230 jobs
💻 Engineering
79
💼 Sales / GTM
47
⚙️ Operations
21
📋 Product
18
⚖️ Legal
17
📣 Marketing
13
🎨 Design
10
👤 HR / People
9
📊 Data
2
Poolside — 12 jobs
💻 Engineering
9
📊 Data
2
🧠 ML / AI
1
Summary
Harvey scores 3.9/5.0 on Glassdoor with a 3.4 work-life balance rating. Poolside scores 3.8/5.0 overall with a 3.5 WLB. That’s a 0.1-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Learning & Growth. Harvey also emphasizes Ship Fast & Iterate, Strong Comp & Equity, Direct Product Impact. Poolside also emphasizes Remote-Friendly, Flat Hierarchy, Wears Many Hats.
On the hiring front, Harvey has 230 open roles and Poolside has 12 open roles.