Headscale is great if you like networking fun, but that aside I'm not understanding why VC funding is such a black mark to the poster. Tailscale doesn't generate meaningful revenue streams as its early-stage, so it has to secure funding to continue operations until they achieve high enough revenue to go public. That's pretty standard in a business life-cycle, though. It seems like the main complaint is that Tailscale is a business. And what about the Linux Foundation? They are funded through private equity. Should you consider switching away because of that?

Just use normal wireguard, why do you need tails or heads at all?

And here I am, still using OpenVPN in 2025 lol

Ok and?

I think I'll just keep using tailscale until they start enshittifying, and then set up a Headscale instance on a VPS - no need to take this step ahead of time, right?

I mean, all the people saying they can avoid any issues by doing the above - what's to stop Tailscale dropping support for Headscale in future if they're serious about enshitification? Their Linux & Android clients are open source, but not IOS or Windows so they could easily block access for them.

My point being - I'll worry when there is something substantial to worry about, til then they can know I'm using like 3 devices and a github account to authenticate. MagicDNS and the reliability of the clients is just too good for me to switch over mild funding concerns.

I just replaced my entire setup with base wireguard as a challenge, easier than I expected it to be, and not hard to mimic tailscale.

Good thing I deleted it from my homeserver a month ago.