Scale AI
Large (~1,200)
Tailscale
Small (~290)
Best For
Scale AI
Best for: Ambitious builders who want critical AI infrastructure work serving top-tier clients
Tailscale
Best for: Professionals interested in Tailscale
Ratings
Scale AITailscale
3.5
4.4
Overall
2.7
4.5
Work-Life Balance
2.9
4.5
Culture & Values
3.5
4.4
Comp & Benefits
2.8
4.2
Senior Mgmt
3.6
4.2
Career Opps
👍 56% Recommend
👤 60% CEO Approval (Alexandr Wang)
👍 88% Recommend
👤 92% CEO Approval (CEO)
Culture Values
Scale AI only
🎯 Direct Product Impact🌱 Learning & Growth🚀 Ship Fast & Iterate
Tailscale only
🌐 Remote-Friendly⚖️ Work-Life Balance💎 Strong Comp & Equity🌈 Diverse & Inclusive🪟 Transparent
Shared
⚙️ Engineering-Driven
Pros & Cons
Scale AI
- Building critical AI data infrastructure used by OpenAI, Meta, Microsoft, and the US government
- Strong compensation for engineers — competitive base + equity
- Work-life balance rated 2.7/5 — long hours common during client deadlines
- Culture and values scored 2.9/5 — inconsistent management quality
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
Scale AI
Choose Scale AI if you want to build data infrastructure for OpenAI and the US government — but expect long hours and inconsistent management.
Tailscale
Tailscale — check Glassdoor for detailed reviews.
Open Roles
Scale AI — 169 jobs
💻 Engineering
52
🧠 ML / AI
26
📋 Product
17
⚙️ Operations
9
💼 Sales / GTM
9
💰 Finance
8
⚖️ Legal
7
📣 Marketing
5
📊 Data
4
👤 HR / People
3
🎨 Design
2
🎧 Support
1
Tailscale — 36 jobs
💻 Engineering
25
📋 Product
4
📊 Data
2
📣 Marketing
2
💼 Sales / GTM
1