Tailscale
Tailscale is a Network & Zero Trust company founded in 2019 and based in Toronto, Canada. It has raised $275M in total funding, most recently a Series C in 2025 at a $1.5B valuation.
Founded in 2019 by Avery Pennarun, David Crawshaw, Brad Fitzpatrick, and David Carney, Tailscale builds a mesh VPN on top of the open-source WireGuard protocol that lets devices form direct, encrypted peer-to-peer connections without routing through a central concentrator. Its coordination service handles key exchange and access policy while traffic flows directly between nodes, giving teams a simpler zero-trust alternative to traditional hub-and-spoke VPNs. Tailscale raised a $160 million Series C in 2025 at a reported $1.5 billion valuation, led by Accel, and has built a large following among developers and engineering teams. The company is headquartered in Toronto, Canada.
Tailscale turned WireGuard into a developer-loved zero-trust networking product, popularizing mesh VPNs as a lightweight replacement for legacy corporate VPNs.
tailscale.com ↗·Network & Zero Trust·
Canada·private 
