Nearly 2 decades of data on Itunes

I suspect I would be wasting my time doing any of the above, given:

iTunes Plugin - Unable to get this to work @plex-user

The only server that I have been able to get this to work on has ‘iTunes’ installed as a plugin under Settings → Server → Manage → Plugins.

Again, I have exported the entire ‘working’ Plex database, which has the iTunes plugin enabled and my imported playlists, to a new machine with a fresh install (using the backup and restore guides on these forums) but once restored on a new machine, the iTunes plugin is missing.

I cant find much information online when trying to diagnose this issue, most of the issues come from people needing to correct their library.xml files.

What I see:

OR is this because I have never enabled itunes plugin, and not restarted sever (as it says)?