Notion
Mid (~800)
Tailscale
Small (~290)
Best For
Notion
Best for: Professionals interested in Notion
Tailscale
Best for: Professionals interested in Tailscale
Ratings
NotionTailscale
4.4
4.4
Overall
4.2
4.5
Work-Life Balance
4.5
4.5
Culture & Values
4.4
4.4
Comp & Benefits
4.2
4.2
Senior Mgmt
4.2
4.2
Career Opps
👍 88% Recommend
👤 92% CEO Approval (CEO)
👍 88% Recommend
👤 92% CEO Approval (CEO)
Culture Values
Notion only
🎯 Direct Product Impact🌱 Learning & Growth
Tailscale only
🌐 Remote-Friendly⚖️ Work-Life Balance
Shared
⚙️ Engineering-Driven🪟 Transparent🌈 Diverse & Inclusive💎 Strong Comp & Equity
Pros & Cons
Notion
- Incredible product culture — everyone uses Notion daily and cares deeply
- Transparent leadership with accessible founders and high trust
- Fast pace can lead to burnout, especially during product pushes
- Hybrid required (3 days in-office) — not truly remote-friendly
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
Notion
Notion — check Glassdoor for detailed reviews.
Tailscale
Tailscale — check Glassdoor for detailed reviews.
Open Roles
Notion — 150 jobs
💼 Sales / GTM
72
💻 Engineering
28
👤 HR / People
9
📣 Marketing
7
💰 Finance
5
⚙️ Operations
5
📊 Data
4
📋 Product
4
⚖️ Legal
1
🎧 Support
1
Tailscale — 36 jobs
💻 Engineering
25
📋 Product
4
📊 Data
2
📣 Marketing
2
💼 Sales / GTM
1