Hi!
You have excellent timing and are very much onto something! I’ve been working on much the same, but my focus has been to take JSPF playlists and to resolve them to a local collection or a Subsonic collection.
I’ve even shoved troi, the toolkit that creates weekly jams, into the my project and make it local collection aware so that it can generate better playlists. I found that taking global playlists (read: playlists that contain only MBIDs and no local filenames/subsonic ids) often times really resolved poorly. (e.g. try resolving your weekly exploration playlist). So, I made a local version of it as well.
All of these tools are available in the listenbrainz-content-resolver:
Would you consider adding your plex tools to this library, since they seem to be a natural fit for the resolver?