Thanks for the info, I’ll try using a different mount point. Which directory would be best?

Do not use /root inside or outside of a container for plain file access. That’s insane.

Yeah I agree, I don’t know where that came from in the initial error. That line in the yaml file had the path as ~/Jellyfin/jellyfin-tailscale/caddy/conf/Caddyfile so it was in my user directory

You also don’t mention if Podman is the underlying runtime managing the container

I’m not using Podman