I had exactly the same issue a few days ago, think it was due to Rekordbox still analyzing my tracks at the same time I was exporting, it actually finished exporting before it finished analyzing. I formatted the USB and exported again and everything worked fine again.
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FollowPlaylists not exporting correctly
Hi,
I'm trying to export playlists on rekordbox to USB so i can play on cdj2000. I have exported the playlists using sync manager & get an error message saying some files have not been exported. When i plug in to CDJs the playlists do not show but all songs are in individual files under a contents folder & some are in a folder called unknown artist This makes it annoying as i can not sort my music.
However, when i go into rekordbox & click the device it says they are in playlists. I have attached screenshots below 


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...or you have some songs without an artist tag (hence the unknown artist folder).
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