Tailscale raises $230-million, reaching $2-billion valuation on surging demand from AI companies

Tailscale raises $230-million, reaching $2-billion valuation on surging demand from AI companies

Toronto-based VPN technology upstart one of fastest-growing, highly valued and heavily bankrolled startups in Canada

Tailscale Raises $160M in Funding at $1.5 Billion Valuation

Tailscale, a Toronto, Canada-based privider of VPN software using mesh networking technology, raised $160m in funding at a $1.5 billion valuation. The round was led by Accel, with participation from CRV, Insight Partners, Heavybit, and Uncork Capital, angel investor George Kurtz – CEO of Crowdstrike, as well as Anthony Casalena – CEO of Squarespace. The company intends […] The post Tailscale Raises $160M in Funding at $1.5 Billion Valuation appe…

Tailscale Raises $230M To Power Identity-First Networking

Funding | April 9, 2025 Image from Tailscale’s Series C blog announcement Toronto’s Tailscale Secures $230M and $2B Valuation for Identity-First Networking On April 8 2025, Toronto-based Tailscale announced that they raised $230 million CAD Series C (about $160 million USD), valuing the company at approx $2 billion CAD.  The round was made up of U.S. investors, led by Accel, CRV, Insight Partners, Heavybit, and Uncork Capital, along with some pr…

Tailscale secures $160 million for its WireGuard-based VPN development

Virtual private network (VPN) technology has been a cornerstone of the networking landscape for decades, beginning first with the IPsec protocol then getting a bit easier with SSL-VPN technology. But little has changed with the technology. That was the climate Avery Pennarun found in 2019 when he decided to help start a new VPN vendor called Tailscale. Unlike every other VPN vendor at the time, Tailscale decided to use the open-source WireGuard …

Tailscale rakes in $160m in Series C round

Canada-based security startup Tailscale has secured approximately $160m in its Series C funding round led by venture capital firm Accel.