Exact same problem here. Have no clue what to do... Okay, finally! @scammas @spukky82 What did the trick for me was to change the HTTPS port of unraid itself to another port, that is not in use. To do this, just navigate to Settings / Management Access / HTTPS Port. Now Tailscale is not closing the tailscale serve --bg https://127.0.0.1:11000 command after a few seconds, due to a port conflict with unraid itself. Just check the Tailscale logs under Setting / Tailscale / Log and look for tailscale-watcher.php: Serve TCP Port 443 conflicts with WebGUI, removing. Maybe @SpaceInvaderOne can have a look into this? Thanks!