The installation is much easier that it used to be. I have three instances running, one from the v0.20 days that isn't upgraded. I really don't do anything maintenance related other than install security patches for the host operating system. Been running flawlessly for well over a year. I would say to get comfortable with the few terminal commands that you need like "headscale nodes list" to see the status of all nodes that are configured and connected. Have fun! #headscale