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Problem copying music to 945 via Garmin Express

I'm trying to copy music from some folders to my Forerunner 945 via Garmin Express and for some reason on some albums it only copies some of the songs. 

I've tried to also manually copy them via file explorer in Windows and they are copied, but then just disappear when I disconnect the watch.... 

Happens time and time again. I've tried to sync/copy this one album like 15 times, but only 3 out of 21 songs gets transfered. 

Lots of space on the watch, so it's not that. I've added new albums after it and some are copied fully, and some just part of the files. :( 

Extremely frustrating....