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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.
🌎 Remote
33
(83%)
2.
πŸ‡ΊπŸ‡Έ United States
20
(50%)
3.
πŸ‡¨πŸ‡¦ Canada
15
(38%)
4.
πŸ‡ΊπŸ‡Έ Denver
6
(15%)
5.
πŸ‡¬πŸ‡§ 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
Accel logoAccel
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

Employees
230
Source: Workforce.ai
Employee growth
+52.7%
past 12 months
Source: Workforce.ai

Rankings and awards

Redpoint InfraRed 100 logo
Redpoint InfraRed 100

Mid Stage

2026

Fast Company's Most Innovative logo
Fast Company's Most Innovative #5

Security

2026

Fast Company - Next Big Things in Tech logo
Fast Company - Next Big Things in Tech

2025

Fortune Cyber 60 logo
Fortune Cyber 60

Growth

2025

Layoffs

No known layoffs

Top posts

Other info

Compare to other companies
Job openings
40
Employees
230
Founded
8 years ago
Valuation
$1.5 billion
Trajectory Score
85
Job openings
53
Employees
1,500
Founded
10 years ago
Valuation
$5.2 billion
Trajectory Score
91
Job openings
110
Employees
1,300
Founded
10 years ago
Valuation
$4.2 billion
Trajectory Score
86