Cursor (Anysphere)
Small (~50)
Twilio
Large (~5,500)
Best For
Cursor (Anysphere)
Best for: Generalist engineers who want extreme ownership at the most-loved AI code editor
Twilio
Best for: Professionals interested in Twilio
Ratings
Cursor (Anysphere)Twilio
4.0
3.9
Overall
3.5
4.1
Work-Life Balance
4.0
4.0
Culture & Values
4.2
3.9
Comp & Benefits
3.8
3.7
Senior Mgmt
3.5
3.7
Career Opps
👍 85% Recommend
👤 90% CEO Approval (Michael Truell)
👍 78% Recommend
👤 82% CEO Approval (CEO)
Culture Values
Cursor (Anysphere) only
🚀 Ship Fast & Iterate🎯 Direct Product Impact🤝 Flat Hierarchy🧩 Wears Many Hats
Twilio only
🌐 Remote-Friendly⚖️ Work-Life Balance🔓 Open Source💎 Strong Comp & Equity🌱 Learning & Growth
Shared
⚙️ Engineering-Driven
Pros & Cons
Cursor (Anysphere)
- Building the most-loved AI code editor — massive developer love and daily impact
- Tiny team, extreme ownership — every person shapes the product directly
- Extremely small team = no specialists; everyone does everything
- Intense pace — the speed of shipping can be relentless
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
Cursor (Anysphere)
Choose Cursor if you want to shape the future of AI-assisted coding on a tiny team — but the pace is relentless.
Twilio
Twilio — check Glassdoor for detailed reviews.
Open Roles
Cursor (Anysphere) — 77 jobs
💻 Engineering
33
💼 Sales / GTM
19
📊 Data
3
🧠 ML / AI
3
🎨 Design
2
👤 HR / People
2
⚖️ Legal
2
⚙️ Operations
2
📣 Marketing
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
Cursor (Anysphere) scores 4.0/5.0 on Glassdoor with a 3.5 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. Cursor (Anysphere) also emphasizes Ship Fast & Iterate, Direct Product Impact, Flat Hierarchy, Wears Many Hats. Twilio also emphasizes Remote-Friendly, Work-Life Balance, Open Source, Strong Comp & Equity, Learning & Growth.
On the hiring front, Cursor (Anysphere) has 77 open roles and Twilio has 143 open roles.