Corporate VPN startup Tailscale secures $230 million CAD Series C on back of “surprising” growth
Pennarun confirmed the company had been approached by potential acquirers, but told BetaKit that the company intends to grow as a private company and work towards an initial public offering (IPO).
“Tailscale intends to remain independent and we are on a likely IPO track, although any IPO is several years out,” Pennarun said. “Meanwhile, we have an extremely efficient business model, rapid revenue acceleration, and a long runway that allows us to become profitable when needed, which means we can weather all kinds of economic storms.”
Keep that in mind as you ponder whether and when to switch to self-hosting Headscale.
Except you do need to acquire an online server somewhere, its just one that tailscale owns and controls instead of you, and when tailscale decides to enshittify and kill of their free tier you’ll be left wondering why you didn’t just rent a cheap VPS sooner.
Ask yourself, what is tailscale getting out of those “free” users that makes it worth providing services to them that they’d otherwsie need to rent a VPS for? What do you think their response would be if for example they got pressured about maybe too many users on their network are running a certain video streaming app?