Apple Music on MacBook not deleting songs removed from iPhone

See Repair security permissions for iTunes/Music for Mac - Apple Community to check file permissions in your media folder. Add back in one of the songs that hasn't deleted when you expected it to be, then delete again from the phone and see what happens. Is it marked as removed but kept in the library, or deleted from the library, but left in your media folder, or removed completely? You may need to add in the whole media folder to reintegrate any orphaned tracks to the library which you can then delete again (sort songs by Date Added), hopefully this time removing from the media folder.

tt2

Before deleting another item use Cmd+I on the selected file, and then use the Get Info > File tab to see where it is stored. Is it marked as in the cloud/not on this comupter, or is there a file path. Assuming there is a path what is it, and what is the media folder as listed under the Music > Settings > File tab? If it is an Apple Music item check the folder that it would be stored in, i.e. <Media Folder>/[Music/]<Album Artist>/<Album> and see if there is one copy of the file or two before you delete anything.

tt2

As promised I tested in Catalina, Ventura (2 builds), and Sonoma, along with iTunes for Windows. In each case when I deleted Apple Music content from my iPhone the corresponding files were removed from the Apple Music folder inside my media folder. Either you've found a bug in Monterey or there is something very funky going on on your computer.

tt2

OK, definitely seems as if the library is aware of the presence of the locally stored file, which ought to be removed if you remove the item from the library. You can use Feedback - Apple Music - Apple to report it. I don't have access to 12.6.5 any more, but I'll test in Catalina, Ventura, and Sonoma to see how they each behave.

tt2

What should happen when you remove an item from library on a device is that it is removed from a computer's library if it is stored in the cloud, or marked as removed if there is a local copy of the file such that it might be added back at a later date. It is possible for the library to become disconnected from local files, which might potentially explain your observation.

tt2