Cursor (Anysphere)
Small (~50)
Sierra
Large (~500)
Best For
Cursor (Anysphere)
Best for: Generalist engineers who want extreme ownership at the most-loved AI code editor
Sierra
Best for: Builders who want to work with proven Salesforce and Google leadership on enterprise AI agents
Ratings
Cursor (Anysphere)Sierra
4.0
4.0
Overall
3.5
3.5
Work-Life Balance
4.0
4.1
Culture & Values
4.2
4.0
Comp & Benefits
3.8
3.8
Senior Mgmt
3.5
3.8
Career Opps
👍 85% Recommend
👤 90% CEO Approval (Michael Truell)
👍 80% Recommend
👤 84% CEO Approval (Bret Taylor)
Culture Values
Cursor (Anysphere) only
🎯 Direct Product Impact🤝 Flat Hierarchy🧩 Wears Many Hats
Sierra only
💎 Strong Comp & Equity🌱 Learning & Growth
Shared
🚀 Ship Fast & Iterate⚙️ 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
Sierra
- Elite founders with proven track records
- Strong equity at $10B valuation
- In-person-first culture
- Competitive intensity may not suit everyone
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.
Sierra
Choose Sierra if you want elite founders (Bret Taylor, Clay Bavor) and strong equity at a $10B enterprise AI company — but it's in-person-first and the competitive intensity won't suit everyone.
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
Sierra — 134 jobs
💻 Engineering
42
💼 Sales / GTM
27
📋 Product
15
👤 HR / People
7
🎨 Design
5
⚖️ Legal
5
📣 Marketing
5
⚙️ Operations
5
📊 Data
2
💰 Finance
1
Summary
Cursor (Anysphere) scores 4.0/5.0 on Glassdoor with a 3.5 work-life balance rating. Sierra scores 4.0/5.0 overall with a 3.5 WLB. They’re tied on overall satisfaction.
Both companies share these culture values: Ship Fast & Iterate, Engineering-Driven. Cursor (Anysphere) also emphasizes Direct Product Impact, Flat Hierarchy, Wears Many Hats. Sierra also emphasizes Strong Comp & Equity, Learning & Growth.
On the hiring front, Cursor (Anysphere) has 77 open roles and Sierra has 134 open roles.