Asana
Large (~1,700)
Sierra
Large (~500)
Best For
Asana
Best for: Engineers and PMs who want genuine work-life balance and transparent leadership at a public tech company that practices what it preaches about how work should feel
Sierra
Best for: Builders who want to work with proven Salesforce and Google leadership on enterprise AI agents
Ratings
AsanaSierra
4.1
4.0
Overall
4.2
3.5
Work-Life Balance
4.3
4.1
Culture & Values
4.0
4.0
Comp & Benefits
3.8
3.8
Senior Mgmt
4.0
3.8
Career Opps
👍 78% Recommend
👤 90% CEO Approval (Dustin Moskovitz)
👍 80% Recommend
👤 84% CEO Approval (Bret Taylor)
Culture Values
Asana only
⚖️ Work-Life Balance🪟 Transparent🎯 Direct Product Impact🌈 Diverse & Inclusive
Sierra only
⚙️ Engineering-Driven🚀 Ship Fast & Iterate💎 Strong Comp & Equity
Shared
🌱 Learning & Growth
Pros & Cons
Asana
- Exceptional work-life balance and supportive team culture
- Highly transparent leadership with strong D&I commitment
- Senior management accountability concerns and frequent reorgs
- Mandatory hybrid schedule — 3 days in office per week
Sierra
- Elite founders with proven track records
- Strong equity at $10B valuation
- In-person-first culture
- Competitive intensity may not suit everyone
Bottom Line
Asana
Choose Asana if you want sustainable pace, strong D&I, and a learning-first engineering culture at a public company — but expect hybrid 3-day in-office and some reorg turbulence.
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
Asana — 129 jobs
💻 Engineering
50
💼 Sales / GTM
22
📋 Product
9
⚙️ Operations
8
🎨 Design
6
📊 Data
5
👤 HR / People
3
📣 Marketing
3
⚖️ Legal
2
💰 Finance
1
🎧 Support
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
Asana scores 4.1/5.0 on Glassdoor with a 4.2 work-life balance rating. Sierra scores 4.0/5.0 overall with a 3.5 WLB. That’s a 0.1-point gap on overall satisfaction.
Both companies share these culture values: Learning & Growth. Asana also emphasizes Work-Life Balance, Transparent, Direct Product Impact, Diverse & Inclusive. Sierra also emphasizes Engineering-Driven, Ship Fast & Iterate, Strong Comp & Equity.
On the hiring front, Asana has 129 open roles and Sierra has 134 open roles.