Labelbox
Medium (~350)
Poolside
Small (~150)
Best For
Labelbox
Best for: ML infrastructure engineers building data labeling and training platforms for frontier AI labs and enterprises
Poolside
Best for: AI researchers who want frontier code generation work with genuine remote flexibility and Paris offsites
Ratings
LabelboxPoolside
3.8
3.8
Overall
3.6
3.5
Work-Life Balance
3.8
3.9
Culture & Values
3.6
3.8
Comp & Benefits
3.5
3.6
Senior Mgmt
3.6
3.6
Career Opps
👍 72% Recommend
👤 78% CEO Approval (Manu Sharma)
👍 76% Recommend
👤 80% CEO Approval (Jason Warner)
Culture Values
Labelbox only
🚀 Ship Fast & Iterate💎 Strong Comp & Equity🌈 Diverse & Inclusive
Poolside only
🌐 Remote-Friendly🤝 Flat Hierarchy🧩 Wears Many Hats🌱 Learning & Growth
Shared
⚙️ Engineering-Driven
Pros & Cons
Labelbox
- Competitive compensation and equity
- Working with top AI labs as customers
- Rapid growth creates organizational churn
- Some teams move faster than others
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
Labelbox
Choose Labelbox if you want to work on the data side of AI — labeling, evaluation, and training infrastructure used by frontier AI teams — with moderate SF-based intensity.
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
Labelbox — 9 jobs
💻 Engineering
3
🧠 ML / AI
3
📊 Data
1
Poolside — 12 jobs
💻 Engineering
9
📊 Data
2
🧠 ML / AI
1
Summary
Labelbox scores 3.8/5.0 on Glassdoor with a 3.6 work-life balance rating. Poolside scores 3.8/5.0 overall with a 3.5 WLB. They’re tied on overall satisfaction.
Both companies share these culture values: Engineering-Driven. Labelbox also emphasizes Ship Fast & Iterate, Strong Comp & Equity, Diverse & Inclusive. Poolside also emphasizes Remote-Friendly, Flat Hierarchy, Wears Many Hats, Learning & Growth.
On the hiring front, Labelbox has 9 open roles and Poolside has 12 open roles.