CoreWeave
Large (~1,800)
Tailscale
Small (~290)
Best For
CoreWeave
Best for: Infrastructure engineers who want GPU cloud exposure with strong equity upside
Tailscale
Best for: Systems engineers who value location-equal pay, generous parental leave, and working on deeply technical networking problems
Ratings
CoreWeaveTailscale
3.6
4.4
Overall
3.2
4.5
Work-Life Balance
3.1
4.5
Culture & Values
3.8
4.4
Comp & Benefits
3.0
4.2
Senior Mgmt
3.4
4.2
Career Opps
👍 62% Recommend
👤 65% CEO Approval (Michael Intrator)
👍 88% Recommend
👤 92% CEO Approval (Avery Pennarun)
Culture Values
CoreWeave only
🚀 Ship Fast & Iterate🧩 Wears Many Hats
Tailscale only
🌐 Remote-Friendly⚖️ Work-Life Balance🌈 Diverse & Inclusive🪟 Transparent
Shared
⚙️ Engineering-Driven💎 Strong Comp & Equity
Pros & Cons
CoreWeave
- GPU cloud infrastructure leader backed by NVIDIA ($2B investment)
- Strong compensation and equity — especially valuable post-IPO
- Work-life balance can be challenging — some teams expect off-hours availability
- Culture and values rated 3.1/5 — processes still maturing
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
CoreWeave
Choose CoreWeave if you want NVIDIA-backed GPU cloud with equity upside — but culture and processes are still maturing.
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
CoreWeave — 251 jobs
💻 Engineering
108
💼 Sales / GTM
25
📋 Product
19
💰 Finance
12
⚙️ Operations
12
📣 Marketing
10
⚖️ Legal
7
📊 Data
6
👤 HR / People
5
🎨 Design
3
Tailscale — 52 jobs
💻 Engineering
25
💼 Sales / GTM
11
⚙️ Operations
4
📋 Product
4
📊 Data
2
🎨 Design
2
📣 Marketing
2
Summary
CoreWeave scores 3.6/5.0 on Glassdoor with a 3.2 work-life balance rating. Tailscale scores 4.4/5.0 overall with a 4.5 WLB. That’s a 0.8-point gap on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Strong Comp & Equity. CoreWeave also emphasizes Ship Fast & Iterate, Wears Many Hats. Tailscale also emphasizes Remote-Friendly, Work-Life Balance, Diverse & Inclusive, Transparent.
On the hiring front, CoreWeave has 251 open roles and Tailscale has 52 open roles.