I have only used Plex very briefly before I moved to try Emby then Jellyfin. Granted I am not a heavy user of a media server - basically no one else in my household uses it, and I don’t have a lot of content, but I do use sonarr / radarr with it.
The moment Plex put me off was when I realized a Plex Pass was needed to add transcoding capability. What are some of the reasons people like Plex better than Jellyfin, other than those who have been using Plex forever and are just too lazy to explore other options?
I use both in my home but I have friends and family that use only Plex. Plex currently is much more user friendly as it has apps everywhere and is simpler to use. Having to enter an URL is already a non-starter for many non-techies.
I personally love Jellyfin even with its drawbacks and quirks. But usability and ease are what’s more important to me.