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Overview

TrueUp
Trajectory Score
85
/100
Trajectory Rank
Business
Mesh VPN service
Founded
7 years ago
2019
Employees
230
Valuation
$1.5 billion
Company type
Private - Venture-Backed

Tailscale is a Mesh VPN service company with 35 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
35
Top Job Categories
Jobs
1.
Engineering (Software)
15
(43%)
2.
Sales Engineering
6
(17%)
3.
Sales
5
(14%)
4.
Business Operations & Program Management
4
(11%)
5.
Design (Product)
4
(11%)
Top Job Locations
Jobs
1.
🌎 Remote
30
(86%)
2.
πŸ‡ΊπŸ‡Έ United States
16
(46%)
3.
πŸ‡¨πŸ‡¦ Canada
15
(43%)
4.
πŸ‡ΊπŸ‡Έ Denver
3
(9%)
5.
πŸ‡¬πŸ‡§ United Kingdom
2
(6%)
Top Tech/Tools Mentioned
Jobs
1.
AWS
12
(34%)
2.
Azure
6
(17%)
3.
Google Cloud
5
(14%)
4.
Kubernetes
5
(14%)
5.
Salesforce
5
(14%)

Financials

Valuation
$1.5billion
Tech Unicorn
Last round - Apr 2025
Most recent funding
1 year ago ($160 million)
Total funding
$275 million
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
Security
2026
#5
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
Tailscale logoMore rankings

Layoffs

No known layoffs

Top posts

Compare to other companies
Job openings
35
Employees
230
Founded
7 years ago
Valuation
$1.5 billion
Trajectory Score
85
Job openings
51
Employees
1,500
Founded
9 years ago
Valuation
$5.2 billion
Trajectory Score
92
Job openings
108
Employees
1,300
Founded
9 years ago
Valuation
$4.2 billion
Trajectory Score
86