Overview
TrueUp
Trajectory Score
85
/100
Trajectory Rank
Business
Mesh VPN service
Founded
8 years ago
2019
Employees
230
Valuation
$1.5 billion
Company type
Private - Venture-Backed
Tailscale is a Mesh VPN service company with 40 job openings. It is currently valued at $1.5 billion as a private company. 230 people work at Tailscale. The company was founded in 2019.
Jobs
Open jobs
40
Top Job Categories
Jobs
1.
Engineering (Software)
23
(57%)
2.
Sales
5
(13%)
3.
Business Operations & Program Management
4
(10%)
4.
Customer Success
4
(10%)
5.
Sales Engineering
4
(10%)
Top Job Locations
Jobs
1.
🌎 Remote
35
(88%)
2.
🇺🇸 United States
20
(50%)
3.
🇨🇦 Canada
16
(40%)
4.
🇺🇸 Denver
4
(10%)
5.
🇬🇧 United Kingdom
2
(5%)
Top Tech/Tools Mentioned
Jobs
1.
Kubernetes
11
(28%)
2.
AWS
9
(23%)
3.
Azure
8
(20%)
4.
LLM
8
(20%)
5.
Linux
6
(15%)
Financials
Valuation
$1.5billion
Tech Unicorn
Last round - Apr 2025
Most recent funding
1 year ago ($160 million)
Total funding
$275 million
Actual value 'created' (valuation - total funding)
+$1.2 billion
Lead Investor - Seed
Heavybit
Lead Investor - Series A
AccelValuation per employee
$6.5 million
Culture
Employee sentiment
Would recommend company
83%
Sources: TrueUp, Glassdoor, Blind
Approve of CEO
Avery Pennarun
100%
Sources: TrueUp, Glassdoor, Blind
People
Rankings and awards
Redpoint InfraRed 100
Mid Stage
2026
Fast Company's Most Innovative #5
Security
2026
Deloitte Technology Fast 500 #35
2025
Fast Company - Next Big Things in Tech
2025
Layoffs
No known layoffs
Top posts
Compare to other companies
