I’d play it,looks great!
your better off spending a couple of quid on getting Symfonium and use that instead of Plexamp - Plexamps great, but Symfoniums better
docker sounds scary but its dead easy, and makes keeping things updated a synch !
Jellyfin also has skip intro
I didn’t see the file sync part.for that I use next cloud.which works great but my he overkill if that’s all your going to use it for