Playlist not syncing properly to USB Drive

Dear people of this forum,

I’m having some issues with Engine Prime where playlists I create and select to sync don’t actually get transferred to my USB’s. Even though it says the sync is complete there are many many tracks missing from every playlist on the USB device. If I have a playlist with 50 tracks for example only 15 or so of those get added to the playlist on the USB drive. The only way I can get it to work is by removing everything from my USB and then syncing the entire library again. This takes a lot of time and every time I edit something in my playlists I have to delete and add everything all over.

What can be done to solve this?