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Hi Kocoman:

 

There's a freeware application called SyncTunes that I just tried out. I have an iPod Nano so I just use iTunes, but I have several USB Flash Drives.

 

SyncTunes does work indeed work. Speed of syncing depends on Interface (USB 1.1, USB 2.0, Firewire, etc).

 

http://www.nesfield.co.uk/synctunes/index.html

 

Have fun!

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