I’m in the throes of attempting a migration from Plex (lifetime pass, here) to Jellyfin, and my main issue is echoed elsewhere: It’s a headache to set up secure external access. My users would either need a new account through some auth gate I’d have to set up & manage, or I’d have to wire everyone up through wireguard or something they’d have to remember a password for and blah blah blah.

Plex is the only thing my home server is sharing. I don’t have anything directly exposed to the external internet. In any case I can think of, doing this “right” means extra steps (on top of new steps) for my current users, plus new security concerns & added user management for myself.