dave
Plywood King
I can only comment as far as setting up a squeezebox, but there was no 'initial server setup'.
It took about 10 minutes to get it up and running, 5 minutes of that was entering my alpha-numeric network code.
I fully accept ripping several hundred CDs onto a HDD was quite an effort, but once done, it just works!
Realistically, I'll be facing the issue at some point unless I skip local storage and just use the cloud. Still, I'm avoiding it like the plague as I'd like something pleasurable in my life that doesn't rely on a damn computer. Admittedly, a personal quirk...