I went straight to Jellyfin and I find it awesome.
I wonder what exactly am I missing.
For a time and I have no idea if this is still true Plex had a serious advantage in the sheer range of client platforms it supported (iOS, Android, smart TVs, Roku, etc.)
One thing Plex does better is media detection. Like you can plop all your shows in a folder and it still will make sense of it. Jellyfin insists on a very specific directory structure and file naming. It’s very frustrating if you only want to watch a show and not interested in maintaining a perfect library.
Same. I started out early in 2003/2004 with XBMC, and used all sorts over the years - probably Plex for 4/5 years or so in there… the writing was on the wall 4(?) years or so back when the nag emails and data capture all started ratcheting up. I dumped it for Jellyfin and never looked back once. I pay for Infuse to make it work on Apple stuff, but it’s < £10 year (mainly to cover codec licence nonsense?), which seems a small price to pay compared to any other alternatives I could find.