Anthropic
Mid (~1,500)
Tailscale
Small (~290)
Best For
Anthropic
Best for: Safety-minded researchers who want mission-driven work with top-tier comp
Tailscale
Best for: Professionals interested in Tailscale
Ratings
AnthropicTailscale
4.4
4.4
Overall
3.7
4.5
Work-Life Balance
4.5
4.5
Culture & Values
4.8
4.4
Comp & Benefits
4.2
4.2
Senior Mgmt
4.0
4.2
Career Opps
👍 95% Recommend
👤 93% CEO Approval (Dario Amodei)
👍 88% Recommend
👤 92% CEO Approval (CEO)
Culture Values
Anthropic only
🤖 Ethical AI / Safety🌱 Learning & Growth💜 Mission-Driven🤝 Flat Hierarchy
Tailscale only
🌐 Remote-Friendly⚖️ Work-Life Balance🌈 Diverse & Inclusive🪟 Transparent
Shared
💎 Strong Comp & Equity⚙️ Engineering-Driven
Pros & Cons
Anthropic
- Mission-driven to the core — the safety focus is genuine and deeply embedded
- Incredible autonomy and ownership, even for mid-level engineers
- High-intensity environment — extended work hours are common during peak periods
- Processes still catching up to hypergrowth; some things feel ad-hoc
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
Anthropic
Choose Anthropic if you want genuine AI safety mission, elite comp, and high autonomy — but expect intense hours.
Tailscale
Tailscale — check Glassdoor for detailed reviews.
Open Roles
Anthropic — 450 jobs
💻 Engineering
133
💼 Sales / GTM
110
🧠 ML / AI
50
📣 Marketing
28
📋 Product
24
💰 Finance
18
⚙️ Operations
14
⚖️ Legal
12
🎧 Support
8
📊 Data
7
🎨 Design
2
👤 HR / People
1
Tailscale — 36 jobs
💻 Engineering
25
📋 Product
4
📊 Data
2
📣 Marketing
2
💼 Sales / GTM
1