Tailscale Reviews

4.2

70% would recommend to a friend

(9 total reviews)

Avery Pennarun

84% approve of CEO

84% positive business outlook

Reviews by job title

9 reviews
5.0
23 Apr 2026
Recommend
CEO approval
Business outlook

Pros

Fantastic company, culture, and product. One of the best orgs I've worked for in my career.

Cons

Startup growing pains. A little chaotic at times. Some process is not all there yet.

5.0
30 Jan 2026

Great product, mostly happy customers, promising future

Anonymous employee
Recommend
CEO approval
Business outlook

Pros

- I trust the CEO, he's a nerd who understands the tech and not some bro trying to make a quick buck. - Smart, caring, and helpful coworkers. - Customers love the product, and mostly have positive experiences. - Great pay, PTO, and benefits

Cons

- Poor middle management - Sometimes difficult to determine career progression

Viewing 1 - 3 of 9 Reviews

Glassdoor has 9 Tailscale reviews submitted anonymously by Tailscale employees. Read employee reviews and ratings on Glassdoor to decide if Tailscale is right for you.