JellyFin on the road

If your goal is to keep the files on the two devices in sync, I will mention Syncthing is super easy to set up and requires very little interaction. It kind of putters along in the background and will automatically notice when you add a file that should be synchronized and take care of it without you having to do anything. It also automatically connects to your other devices without you having to worry about the networks they are on or what ports are open, et cetera.