IDK, the hardest (Most tedious) part for me was renaming everything and categorizing things properly, but that passed over seamlessly, although I do remember being paranoid that I would have to do It again and the only reason I switched is because Windows broke something on my old server and I had to use Linux so I was kinda forced into it.

Can’t figure out why you would use Plex over jellyfin, I have a life time pass to Plex, I haven’t used it in years, this isn’t about money, it’s about not having garbage running on your machine.