I use Docker on Linux for this kind of thing (Jellyfin, Nextcloud and a few others) and updates are completely trouble free. I would never deploy complex "black box" apps like Jellyfin bare metal. That being said, I do run my email stack bare metal as I want fine control. Everything is hosted at home on my own hardware and I would never consider moving my computing to the "cloud."

In FreeBSD you typically install them in a jail.