I setup overseerr to auto add users added to my plex server and auto approve anything they request or add to their watch list, they just need to login once to my overseerr for their plex account to be linked after that as long as they have the online media thing enabled that is enabled by default they can just search for anything through plex and add it to their watch list and overseerr will auto add it to the arrs and begin the search and download. I have to get in there from time to time to manually do shows that are low quality or in a different language some times but other than that it’s all automated, you can even setup another tool that auto deletes things after a certain time so you can manage your storage easier

You can make it all automated with overseerr, they just search on plex and if you don’t have it they add it to their watch list in the plex app, overseerr will auto add it to radarr or sonarr and start searching for it automagically

I used to as well until I canceled it, I and my brother both setup plex servers so now they have more content without having to pay extra for sharing an account to a different address

Just use uber sprint