Personal Media Assets . . . What to name them . . . Where to place them?

[NewPlaza]

Not that I can be specific to your examples but… @OttoKerner has posted a great deal of how to’s and tips. One might be very useful to you.

Music Local Artwork naming conventions

Here are some tips regarding music multi-disc albums handling singles and EP’s possible ‘side car’ files for music soundtracks and ‘various artists’

Music Album artwork

Little tip: If you have lots of bootlegs etc. you want to bring your embedded metatags into order first. Then you need to have the Local Media Assets agent in top position. I wouldn’t trust last.fm to fetch correct info about bootlegs and special editions of albums, like those recent expanded re-releases of Zappa albums. Put as much info into the meta tags as possible. Put a cover art inside the album folder and you should be good. Makes sure to set at least ‘AlbumArtist’ and ‘AlbumTitle’ to…

And the support article regarding LMA music & music vids.
https://support.plex.tv/articles/205568377-adding-local-artist-and-music-videos/