I’ve had one of those (battery died, unfortunately) and if you’d look at its files, you’d notice that they are organized in a different structure than what a USB player might expect.

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iPod_Control\Music’s sudirectories might contain some songs, but the filenames are hashes (corresponding to the entry in the iPod db). The metadata and the contents are perfectly fine, and you can play the file yourself via a different player (you can probably test it in your computer).

I suggest you just connect the iPod through the 3.5mm output audio jack or find a 3.5mm audio output to Bluetooth transmitter. adapter.