PostHog
Small (~170)
Tailscale
Small (~290)
Best For
PostHog
Best for: Professionals interested in PostHog
Tailscale
Best for: Professionals interested in Tailscale
Ratings
PostHogTailscale
4.3
4.4
Overall
4.5
4.5
Work-Life Balance
4.4
4.5
Culture & Values
4.3
4.4
Comp & Benefits
4.1
4.2
Senior Mgmt
4.1
4.2
Career Opps
👍 86% Recommend
👤 90% CEO Approval (CEO)
👍 88% Recommend
👤 92% CEO Approval (CEO)
Culture Values
PostHog only
🔓 Open Source📡 Async-First🤝 Flat Hierarchy🧩 Wears Many Hats
Tailscale only
⚖️ Work-Life Balance💎 Strong Comp & Equity⚙️ Engineering-Driven🌈 Diverse & Inclusive
Shared
🪟 Transparent🌐 Remote-Friendly
Pros & Cons
PostHog
- Extreme transparency — public handbook, open-source everything, radical autonomy
- Generous compensation with competitive pay, equity, and home office budget
- Small team means limited career progression paths
- Top-down decision-making can sometimes override team input
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
PostHog
PostHog — check Glassdoor for detailed reviews.
Tailscale
Tailscale — check Glassdoor for detailed reviews.
Open Roles
PostHog — 15 jobs
💻 Engineering
7
💼 Sales / GTM
3
🧠 ML / AI
1
📋 Product
1
Tailscale — 36 jobs
💻 Engineering
25
📋 Product
4
📊 Data
2
📣 Marketing
2
💼 Sales / GTM
1