Tailscale
Toronto, CA · Founded 2019 · 364 employees on LinkedIn · 13 known investors
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.
AP
Avery PennaruninCo-founder and CEOCo-founder and CEO of Tailscale, which builds secure connectivity infrastructure. He previously co-founded Net Integration Technologies (acquired by IBM) and worked on Google Wallet and Google Fiber, with a background in networking and developer tools.
BF
Brad FitzpatrickFounder
DC
David Crawshawin𝕏Co-FounderFounder of Tailscale, which provides secure connectivity infrastructure for developers, network engineers, and security-focused builders.
Investors · 13
AccelPalo Alto · $1.6M – $70M
Avenir Growth CapitalNew York
CRV (Charles River Ventures)Bay Area · $250K – $5M
Cyber Mentor FundNew York
Flex Capital PartnersSan Francisco · $500K – $2M
.jpeg)
HeavybitSan Francisco · $500K – $5M
Insight PartnersNew York · $120M – $350M
Panache VenturesMontreal · $1.5M
Preston-Werner VenturesSan Francisco Bay Area · $500K – $3M
Uncork CapitalSan Francisco · $3M – $5Mvia Andrew McLoughlin · led
Zag Capital
Summit PartnersreportedBoston · $10M – $500M
TenOneTen VenturesreportedLos Angeles · $500K – $5M
Funding
SEC filings, press & company announcements$160M disclosed across 1 of 2 rounds · 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 ↗
Source: company announcements and press reports — follow each round's link for the claim.
Founder mafia
3 people who came through Tailscale went on to found or lead other companies.
Competitors · 3
by search overlap
ArrowPoint1315 shared keywordsCisco provides networking, data center, and security technology for enterprises, including infrastructure to run traditional and AI workloads and tools to keep organizations running against cyberattacks and outages. Its platform connects networking devices and monitors security events across corporate networks.
Netezza1256 shared keywordsIBM is a global technology company whose business spans enterprise software (including Red Hat, HashiCorp, and Confluent), IT infrastructure such as mainframes, servers, and storage, and IT consulting services. The company is also investing heavily in quantum computing and AI-based enterprise offerings, including its Lightwell open-source software security clearinghouse and the Anderon quantum wafer foundry.
Cloudflare Turnstile1212 shared keywordsCloudflare provides a global cloud network platform delivering security, performance, and development services through sixty-plus integrated services including SASE, application security, and full-stack development infrastructure.
Companies competing with Tailscale for the same Google search keywords, organic and paid, via search-intersection analysis.
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, Heavybit, Insight Partners, Panache Ventures and 5 more.
- How much funding has Tailscale raised?
- Tailscale has disclosed $160M raised across 1 of its 2 known rounds.
- Where is Tailscale headquartered?
- Tailscale is headquartered in Toronto, CA.