Unattended Tailscale Doesn't Survive Reboot

When I auth a tailscale up using an --authkey and --unattended flag and reboot the machine, tailscale is down and I have to reauth using the --authkey again.

Is there a way to only need to reauthorize at the key expiration date?

This is causing quite a bit of chaos when rebooting servers.

Tailscale on windows servers has been broken for quite some time. The near last comment on Windows Server Core cannot startup Tailscale · Issue #2137 · tailscale/tailscale · GitHub has some suggestions.

1 Like