I started with jellyfin, and eventually let my partner convince me to pay for a lifetime pass for Plex. Plex just has better functionality. Not only can I access my library from anywhere, the subtitles work without fiddling with different srt files, the error messages are much more descriptive, and I find the documentation for adding OTA antenna and DVR functionality much more comprehensible with Plex.

I like jellyfin for what it is, but Plex makes it all work with far less headache and much better support. So Plex wins, in my mind for now.

And with all that being said, I got my Plex lifetime pass a few years ago, so the value I have will not be the same as yours if you are just now starting to consider Plex, so I can understand why you might have a different opinion

As a software developer, it is a known best practice when you are using external software to use a specific version. Never use “latest” except in testing and development. Once it’s ready you pin it to a version ( which can be the latest version, just make sure to actually specify that version id). Then again I’ve never set up an *arr stack before