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)
19
(48%)
2.
Sales
7
(18%)
3.
Business Operations & Program Management
4
(10%)
4.
Sales Engineering
4
(10%)
5.
Customer Success
3
(8%)
Top Job Locations
Jobs
1.
π Remote
33
(83%)
2.
πΊπΈ United States
20
(50%)
3.
π¨π¦ Canada
15
(38%)
4.
πΊπΈ Denver
6
(15%)
5.
π¬π§ United Kingdom
3
(8%)
Top Tech/Tools Mentioned
Jobs
1.
AWS
8
(20%)
2.
Kubernetes
8
(20%)
3.
LLM
8
(20%)
4.
Azure
7
(18%)
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
Valuation 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

Fast Company - Next Big Things in Tech
2025

Fortune Cyber 60
Growth
2025
Layoffs
No known layoffs
Top posts
Compare to other companies

