I also love tailscale's ssh option. I have been using it for a few months now. But I'm a little bit scared that if the tailscale daemon crashes, I'll lose access to my server.
You would also be locked out if you ran OpenSSH on Tailscale's autoconfigured WG interface. Setup WireGuard manually, or enable serial console login, or make sure your servers are dispensible. Tailscale (and Nebula) mostly alleviate the last case.
Same could be said for the sshd service crashing. And yeah, I suppose you could say it's got a longer track record, but I've yet to have tailscale crash on me in a few years.
