Tailscale

Tailscale

Secure VPN for remote resource access

About Tailscale

Simplify's Rating
Why Tailscale is rated
A-
Rated B on Competitive Edge
Rated A on Growth Potential
Rated A on Differentiation

Industries

Enterprise Software

Cybersecurity

Company Size

51-200

Company Stage

Series C

Total Funding

$275M

Headquarters

Canada

Founded

2019

Overview

Tailscale offers a secure networking solution through its WireGuard-based Virtual Private Network (VPN), allowing users to access remote resources like virtual machines and databases safely from anywhere. Its service is designed for businesses and individuals, providing a freemium model that attracts a wide user base while offering premium features for those who need them. Tailscale stands out for its simplicity, requiring minimal setup, and supports over 100 integrations, making it adaptable to various tech environments. The company's goal is to ensure secure and easy remote access to private resources.

Simplify Jobs

Simplify's Take

What believers are saying

  • Raised $230M CAD in Series C to fuel growth and innovation.
  • Partnership with Mullvad enhances global VPN server coverage.
  • Tailscale SSH simplifies secure SSH connections, attracting developers and IT professionals.

What critics are saying

  • Increased competition from AI-focused VPN solutions threatens market share.
  • Rapid customer growth may strain infrastructure and support capabilities.
  • Freemium model poses financial risks if conversion rates don't meet expectations.

What makes Tailscale unique

  • Tailscale uses WireGuard's Noise protocol for trusted encryption.
  • It integrates with existing identity providers like GSuite and Office365 for easy setup.
  • Tailscale offers over 100 integrations, fitting into almost any tech stack.

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Funding

Total Funding

$275M

Above

Industry Average

Funded Over

4 Rounds

Notable Investors:
Series C funding is usually for startups that are doing well and are looking for more money to fuel major growth, such as acquiring other companies, expanding into global markets, or launching new product lines. Investors typically include larger venture capital firms and private equity.
Series C Funding Comparison
Above Average

Industry standards

$50M
$50M
Medium
$62M
SeatGeek
$100M
Oura
$160M
Tailscale

Benefits

Health Insurance

Dental Insurance

Vision Insurance

Flexible Work Hours

Remote Work Options

Unlimited Paid Time Off

Parental Leave

Professional Development Budget

Home Office Stipend

Phone/Internet Stipend

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

↑ 0%

1 year growth

↓ -3%

2 year growth

↑ 4%
NCFA Canada
Apr 9th, 2025
Tailscale Raises $230M to Power Identity-First Networking

Tailscale raises $230M to power identity-first networking.

Startup Ecosystem
Apr 8th, 2025
Tailscale Secures $230 Million CAD Series C Amidst Rapid Growth

Toronto-based corporate VPN startup Tailscale has raised $160 million USD ($230 million CAD) in a Series C funding round, led by Silicon Valley venture capital firm Accel.

BetaKit
Apr 8th, 2025
Corporate VPN startup Tailscale secures $230 million CAD Series C on back of “surprising” growth

Company achieves $2 billion CAD valuation after doubling customer base in 10 months.

BetaKit
Apr 8th, 2025
Corporate VPN startup Tailscale secures $230 million CAD Series C on back of "surprising" growth

Toronto-based corporate virtual private network (VPN) startup Tailscale has raised $160 million USD ($230 million CAD) in Series C funding to grow its team and keep up with the "surprising number" of artificial intelligence (AI) companies now using its software.

Addusa
Apr 8th, 2025
Tailscale Raises $160 Million for Secure Networking Platform

Tailscale raises $160 million for secure networking platform.

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