> I never understood the popularity of Tailscale, though that is on me.

> I guess self hosting Wireguard is too boring to warrant any further discussion?

It's popular because you don't have to deal with NAT punching. It "just works", all the time. And Wireguard is not too boring, it's just not enough on its own.

I'm all for self-hosting and this is exactly why I prefer to use Tailscale and not have to manage jump-hosts and STUN points on some cloud, given that I won't be able to make it as reliable as Tailscale and as cheap as Tailscale (effectively $0). So this is literally the only tradeoff I made while self-hosting everything else.