Replit
Small (~200)
Tailscale
Small (~290)
Best For
Replit
Best for: Professionals interested in Replit
Tailscale
Best for: Professionals interested in Tailscale
Ratings
ReplitTailscale
4.0
4.4
Overall
3.9
4.5
Work-Life Balance
4.1
4.5
Culture & Values
4.0
4.4
Comp & Benefits
3.8
4.2
Senior Mgmt
3.8
4.2
Career Opps
👍 80% Recommend
👤 84% CEO Approval (CEO)
👍 88% Recommend
👤 92% CEO Approval (CEO)
Culture Values
Replit only
🚀 Ship Fast & Iterate🧩 Wears Many Hats🎯 Direct Product Impact🔓 Open Source💜 Mission-Driven
Tailscale only
⚖️ Work-Life Balance💎 Strong Comp & Equity🌈 Diverse & Inclusive🪟 Transparent
Shared
🌐 Remote-Friendly⚙️ Engineering-Driven
Pros & Cons
Replit
- Exciting AI-powered developer tools — cool technology on the frontier
- Remote-friendly with high autonomy and ownership of your work
- Disorganized operations — processes can feel chaotic
- Leadership style can feel intense — high pressure to deliver
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
Replit
Replit — check Glassdoor for detailed reviews.
Tailscale
Tailscale — check Glassdoor for detailed reviews.
Open Roles
Replit — 85 jobs
💻 Engineering
43
💼 Sales / GTM
13
📣 Marketing
10
🎨 Design
4
📋 Product
3
📊 Data
1
⚖️ Legal
1
⚙️ Operations
1
🎧 Support
1
Tailscale — 36 jobs
💻 Engineering
25
📋 Product
4
📊 Data
2
📣 Marketing
2
💼 Sales / GTM
1