Tailscale
Toronto, CA · Founded 2019 · 364 employees on LinkedIn · 16 known investors
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Tailscale provides secure connectivity infrastructure. The company serves developers, network engineers, and security-minded builders through a community-driven platform.
Founders & leadership
Tailscale was founded in 2019 by Avery Pennarun, Brad Fitzpatrick, and David Crawshaw.



Investors · 16
How we know: funding news · tailscale.com · open dataset · 5k.vc investor directory · Not right? Tell us
How we know: Avenir Growth Capital's portfolio page · open dataset · 5k.vc investor directory · Not right? Tell us
How we know: CRV (Charles River Ventures)'s portfolio page · a partner's Signal profile · tailscale.com · open dataset · 5k.vc investor directory · Not right? Tell us
How we know: open dataset · 5k.vc investor directory · Not right? Tell us
How we know: Flex Capital Partners's portfolio page · the VCSheet dataset · open dataset · 5k.vc investor directory · Not right? Tell us
How we know: Heavybit's portfolio page · a partner's Signal profile · tailscale.com · open dataset · 5k.vc investor directory · Not right? Tell us
How we know: Insight Partners's portfolio page · a partner's Signal profile · funding news · tailscale.com · open dataset · 5k.vc investor directory · Not right? Tell us
How we know: Panache Ventures's portfolio page · the VCSheet dataset · Not right? Tell us
How we know: Preston-Werner Ventures's portfolio page · Not right? Tell us
How we know: Uncork Capital's portfolio page · a partner's Signal profile · tailscale.com · open dataset · 5k.vc investor directory · Not right? Tell us
How we know: a partner's Signal profile · Not right? Tell us
How we know: funding news · Not right? Tell us
How we know: the VCSheet dataset · Not right? Tell us
Funding
SEC filings, press & company announcements$160M disclosed across 1 of 3 rounds · 2022–2025
- Undisclosed amountSeries AApr 2025
Accel (lead), CRV, Insight Partners
Source ↗ - $160MSeries CApr 2025 · 3 sources
Accel (lead), CRV, Heavybit, Insight Partners, Uncork Capital
Source ↗ - Undisclosed amountSeries BMay 2022
CRV (lead), Insight Partners (lead), Accel, Heavybit, Uncork Capital
Source ↗
Source: company announcements and press reports — follow each round's link for the claim.
Founder mafia
4 people who came through Tailscale went on to found or lead other companies.
Related companies · 3
Companies working in the same space as Tailscale.
In the news
Frequently asked questions
- What does Tailscale do?
- Tailscale provides secure connectivity infrastructure. The company serves developers, network engineers, and security-minded builders through a community-driven platform.
- Who founded Tailscale?
- Tailscale was founded by Avery Pennarun, Brad Fitzpatrick, David Crawshaw in 2019.
- Who are Tailscale's investors?
- Tailscale's investors include Accel, Avenir Growth Capital, CRV (Charles River Ventures), Cyber Mentor Fund, Flex Capital Partners, Gaingels, Heavybit, Insight Partners and 8 more.
- How much funding has Tailscale raised?
- Tailscale has disclosed $160M raised across 1 of its 3 known rounds.
- Where is Tailscale headquartered?
- Tailscale is headquartered in Toronto, CA.





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