Apollo.io
Large (~800)
Tailscale
Small (~290)
Best For
Apollo.io
Best for: Product builders who want strong PMF and competitive comp at a sales-tech leader
Tailscale
Best for: Professionals interested in Tailscale
Ratings
Apollo.ioTailscale
4.0
4.4
Overall
3.6
4.5
Work-Life Balance
4.0
4.5
Culture & Values
4.1
4.4
Comp & Benefits
3.6
4.2
Senior Mgmt
4.1
4.2
Career Opps
👍 77% Recommend
👤 81% CEO Approval (Matt Curl)
👍 88% Recommend
👤 92% CEO Approval (CEO)
Culture Values
Apollo.io only
🚀 Ship Fast & Iterate🎯 Direct Product Impact🌱 Learning & Growth
Tailscale only
⚖️ Work-Life Balance💎 Strong Comp & Equity🌈 Diverse & Inclusive🪟 Transparent
Shared
⚙️ Engineering-Driven🌐 Remote-Friendly
Pros & Cons
Apollo.io
- Strong product-market fit — best-in-class sales intelligence platform
- Competitive compensation with RSUs, performance bonuses, and paid health insurance
- Some reports of leadership involvement in granular decisions and frequent pivots
- Work-life balance challenges under high-growth pressure
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
Apollo.io
Choose Apollo.io if you want best-in-class sales intelligence with competitive comp — but leadership can be hands-on.
Tailscale
Tailscale — check Glassdoor for detailed reviews.
Open Roles
Apollo.io — 53 jobs
💼 Sales / GTM
19
💻 Engineering
13
📋 Product
4
📣 Marketing
3
🎨 Design
2
💰 Finance
2
👤 HR / People
2
📊 Data
1
⚖️ Legal
1
⚙️ Operations
1
🎧 Support
1
Tailscale — 36 jobs
💻 Engineering
25
📋 Product
4
📊 Data
2
📣 Marketing
2
💼 Sales / GTM
1