Anyscale
Medium (~250)
Tailscale
Small (~290)
Best For
Anyscale
Best for: Distributed systems and ML infrastructure engineers who want to work on the Ray open-source project and commercial AI infra
Tailscale
Best for: Systems engineers who value location-equal pay, generous parental leave, and working on deeply technical networking problems
Ratings
AnyscaleTailscale
4.2
4.4
Overall
3.8
4.5
Work-Life Balance
4.2
4.5
Culture & Values
4.1
4.4
Comp & Benefits
4.0
4.2
Senior Mgmt
4.0
4.2
Career Opps
👍 84% Recommend
👤 87% CEO Approval (Robert Nishihara)
👍 88% Recommend
👤 92% CEO Approval (Avery Pennarun)
Culture Values
Anyscale only
🔓 Open Source🤝 Flat Hierarchy🚀 Ship Fast & Iterate
Tailscale only
🌐 Remote-Friendly⚖️ Work-Life Balance💎 Strong Comp & Equity🌈 Diverse & Inclusive🪟 Transparent
Shared
⚙️ Engineering-Driven
Pros & Cons
Anyscale
- Brilliant colleagues from top companies
- Direct impact on AI/ML ecosystem
- Context switching between projects
- Documentation can lag behind development
Tailscale
- Same pay worldwide with 26 weeks parental leave and genuine work-life balance
- Brilliant, nerdy CEO who deeply understands the tech — culture is intellectual and respectful
- Career progression limited — only 3.0/5 on career opportunities
- Middle management still developing — some growing pains as the org scales
Bottom Line
Anyscale
Choose Anyscale if you want to work on Ray — the dominant compute framework for AI workloads — with strong engineering culture and open-source DNA.
Tailscale
Intellectual, engineer-led culture with same pay worldwide and 26 weeks parental leave — but career progression is limited and middle management is still maturing.
Open Roles
Anyscale
No open roles currently listed
Tailscale — 52 jobs
💻 Engineering
25
💼 Sales / GTM
11
⚙️ Operations
4
📋 Product
4
📊 Data
2
🎨 Design
2
📣 Marketing
2
Summary
Anyscale scores 4.2/5.0 on Glassdoor with a 3.8 work-life balance rating. Tailscale scores 4.4/5.0 overall with a 4.5 WLB. That’s a 0.2-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven. Anyscale also emphasizes Open Source, Flat Hierarchy, Ship Fast & Iterate. Tailscale also emphasizes Remote-Friendly, Work-Life Balance, Strong Comp & Equity, Diverse & Inclusive, Transparent.
On the hiring front, Anyscale has 0 open roles and Tailscale has 52 open roles.