IMO your best bet is to skip USB and go Bluetooth. If you have a phone/iPod/MP3 player with music on it (or a streaming app), you can just pair the device to your car if it has a BT discoverable player. Otherwise, you can purchase a BT receiver for $15 that plugs into your Aux jack in your car you can pair your device to.
In any event, you can use your phone/iPod/MP3 player to create playlists, play in shuffle mode, etc.
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