Labelbox
Medium (~350)
Twilio
Large (~5,500)
Best For
Labelbox
Best for: ML infrastructure engineers building data labeling and training platforms for frontier AI labs and enterprises
Twilio
Best for: Professionals interested in Twilio
Ratings
LabelboxTwilio
3.8
3.9
Overall
3.6
4.1
Work-Life Balance
3.8
4.0
Culture & Values
3.6
3.9
Comp & Benefits
3.5
3.7
Senior Mgmt
3.6
3.7
Career Opps
👍 72% Recommend
👤 78% CEO Approval (Manu Sharma)
👍 78% Recommend
👤 82% CEO Approval (CEO)
Culture Values
Labelbox only
🚀 Ship Fast & Iterate🌈 Diverse & Inclusive
Twilio only
🌐 Remote-Friendly⚖️ Work-Life Balance🔓 Open Source🌱 Learning & Growth
Shared
⚙️ Engineering-Driven💎 Strong Comp & Equity
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
Twilio
- Genuine remote-first flexibility with excellent work-life balance
- Strong compensation, benefits, and engineering-driven culture
- Frequent reorgs and leadership changes create uncertainty
- Culture has shifted from creative builders to more corporate, profit-driven focus
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.
Twilio
Twilio — check Glassdoor for detailed reviews.
Open Roles
Labelbox — 9 jobs
💻 Engineering
3
🧠 ML / AI
3
📊 Data
1
Twilio — 143 jobs
💼 Sales / GTM
44
💻 Engineering
43
📋 Product
8
🧠 ML / AI
7
📣 Marketing
6
⚙️ Operations
3
📊 Data
2
🎨 Design
2
💰 Finance
2
👤 HR / People
2
⚖️ Legal
2
Summary
Labelbox scores 3.8/5.0 on Glassdoor with a 3.6 work-life balance rating. Twilio scores 3.9/5.0 overall with a 4.1 WLB. That’s a 0.1-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Strong Comp & Equity. Labelbox also emphasizes Ship Fast & Iterate, Diverse & Inclusive. Twilio also emphasizes Remote-Friendly, Work-Life Balance, Open Source, Learning & Growth.
On the hiring front, Labelbox has 9 open roles and Twilio has 143 open roles.