Only DRM free / unprotected music can be transferred via this method. DRM protected content (e.g., songs downloaded via iTunes (not all iTunes songs are protected), Rhapsody subscription, etc.) will not play on this device.
If using a Macintosh computer, additional software is required in order to transfer files.
Connect the device to a computer using the supplied USB cable.
From File Explorer / Finder on the computer, locate the XOOM music folder (XOOM > Device Storage > Music).
Use the computer to copy music and other audio files into the Music folder. For any accompanying artwork in JPEG format, rename the art file albumart.jpg and copy into the same folder as the music files.