Hello @phantomtides ,
Thank you for your patience here while we’ve had a chance to look into this further.
I spoke to the team regarding this one and we believe the main issue here is that the Library.XML file is missing and instead you have a different XML file imported.
Can you please try to Open Music App → File → Export Library and put this XML in the Watched folder MAINSTREAM ?
This file contains info about iTunes playlists and the path to files in the library. Then XML playlists import should be enabled in Storage → Watched Folder → Edit, if it’s not enabled already.
Please, keep in mind that every time you change the contents of your Music App library, (e.g updating a playlist), this procedure should be repeated: Export a new Library.xml → Replace the old one in the watched folder.
Let us know if this clarification helps resolve the issue, thank you.