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Garmin Express Music Playlist iTunes playlist size doesn't match

Just got the 945, love it, but some strange things are happening with the playlist

Setup
Windows
Garmic express
Selected itunes to use for music
XML library interface is active
I own all music in the playlist either matched or purchased AAC file

Top window, Exercsice-short playlist has 25 songs. I click to transfer
Garmin watch shows Exercise short playlist, but with only 22 songs
Those three songs are on the garmin watch when looked for under artist or song title, but they do not exist in the playlist.

What is going on? I think it is a mismatch between the filename generate for the playlist file vs the M4A file, or potentially a limitation of garmin for dealing with edge cases of file names (e.g. special characters, ending with '.', etc). Would like this fixed since all my playlists are doing the same thing

Thanks for any help.