# Tailscale: Information technology & services, Toronto, Canada

> Tailscale: Tailscale is a technology company founded in 2019 by former Google engineers, including CEO Avery Pennarun. Based in Toronto, Canada. Founded 2019.

Source: https://millionrounds.com/startup/tailscale (Millionrounds; every figure on the page links to its filing or article)

Canada · [Information technology & services startup](https://millionrounds.com/companies)

# Tailscale

Tailscale is a technology company founded in 2019 by former Google engineers, including CEO Avery Pennarun.

Funding reported Last round: Series B

Information technology & services Toronto, Canada

Company summary

- **Founded:** 2019 7 years old
- **Team:** 280 201 to 1,000 people
- **Funding reported:** 161.4M as listed, currency not stated
- **Last round:** Series B May 2022

How sure we are

- ✓ **Listed** We know it exists and what it does
- 2 **Funding reported** A company dataset reports a raise
- 3 **Observed** A filing or a dated announcement confirms a round

No round for Tailscale has been confirmed by a filing or an announcement yet, so nothing here counts toward an investor's record. [How we decide](https://millionrounds.com/methodology)

## About Tailscale

Tailscale is a technology company founded in 2019 by former Google engineers, including CEO Avery Pennarun.

Based in Toronto, Ontario, Tailscale specializes in secure, zero-configuration networking solutions. The company has rapidly expanded its reach, serving over 12,000 paying businesses and hundreds of thousands of users worldwide. Tailscale has raised approximately $275 million in funding, achieving a valuation of $1.5 billion. The company's primary offering is a software-defined mesh Virtual Private Network (VPN) that provides Zero Trust Network Access (ZTNA). Tailscale simplifies secure networking by eliminating the need for complex firewall setups and manual key management. It uses the open-source WireGuard® protocol to create encrypted, peer-to-peer connections between devices. This approach enhances security and performance while supporting seamless integration with existing identity providers. Tailscale's solutions cater to a diverse range of customers, including developers, IT teams, small and medium businesses, and large enterprises, making secure connectivity accessible and efficient for various industries.

## What company datasets say Tailscale raised

Funding, as reported

Reported in all **161.4M** in the source's currency

Rounds **3**

Last round **Series B**

Last round size **160M**

Last round date **May 2022**

Investors listed **9**

Valuation **$1.4B, Mar 2026**

## Founders and team

From Tailscale's own website: 2 founders, 3 on the team.

**Abel Mathew** CTO at Sauce Labs and founder of Backtrace.io

**Joe Beda** CTO at Sauce Labs and founder of Backtrace.io

- **Avery Pennarun** CEO
- **David Carney** Chief Strategy Officer
- **Rebecca Liu-Doyle** Director at Insight Partners

Advisers *Jason Donenfeld*

## On 9 portfolio pages

Investors who name them

- [Cyber Mentor Fund](https://millionrounds.com/fund/cyber-mentor-fund)
- [Flex Capital](https://millionrounds.com/fund/flex-capital)
- [CRV](https://millionrounds.com/fund/crv)
- [Avenir](https://millionrounds.com/fund/avenir)
- [Sparkwave Capital](https://millionrounds.com/fund/sparkwave-capital)
- [PWV](https://millionrounds.com/fund/pwv)
- [Jesse Robbins](https://millionrounds.com/fund/jesse-robbins)
- [Preston-Werner Ventures](https://millionrounds.com/fund/preston-werner-ven)
- [Zag Capital](https://millionrounds.com/fund/zag-capital)

Each firm lists Tailscale on its own website. That is the firm's claim, a weaker thing than a round we watched, but a named source.

## The company, in detail

What they build

Known for

access control lists custom identity provider integration security privacy-focused vpn control plane separation wireguard protocol computer & network security infrastructure agnostic vpn software identity-based access control infrastructure-as-code networking solutions decentralized network access control policies identity provider support zero trust networking

Built with from their website

Amazon CloudFront ACL dbt Atlassian PWA Funnel Fivetran C++ YouTube GitHub

+8 more

Adobe After Effects Google Workspace CloudFlare Microsoft Windows Viewport Meta Lumar Google Play Hubspot

- **Sector:** Information technology & services
- **Industry code:** NAICS 54151, 513210, SIC 3571, 7372
- **Region:** Ontario
- **Revenue:** 45.2M a year, as listed
- **Full record:** [Every detail in the company directory](https://millionrounds.com/directory/tailscale)

## Information technology & services in Canada

Startups like it

- [**Cohere** Toronto · founded 2019 *Raised*](https://millionrounds.com/company/cohere)
- [**Hopper** Montreal · founded 2007 *Raised*](https://millionrounds.com/company/hopper)
- [**Top Hat** Toronto · founded 2009 *Raised*](https://millionrounds.com/company/top-hat)
- [**neuvoo** Montreal · founded 2011 *Raised*](https://millionrounds.com/company/neuvoo)
- [**TrackTik** Montreal · founded 2010 *Raised*](https://millionrounds.com/company/tracktik)
- [**Elastic Path** Vancouver · founded 2000 *Raised*](https://millionrounds.com/company/elastic-path)
- [**Benevity** Calgary · founded 2008 *Raised*](https://millionrounds.com/company/benevity)
- [**gaiia** Montreal · founded 2023 *Raised*](https://millionrounds.com/company/gaiia)

## Is this your company?

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