woodford, is your file structure still as you originally posted?
If so, it looks to me like Music and Playlists might be two separate root folders, on computer Music. If so, it’s the same exact scenario as this post. If I’m right, try making a new folder called playlists in Music/Music, then copy all your playlists from wherever they are on Music/Playlists into this new folder. Then exit & re-enter Roon.