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@bothwell
Oh, I'm an idiot. I forget that people use iTunes on windows (don't know how anybody can stand it, myself, it's always run dog-slow on my windows boxes) so just assume they're using Mac, heh. Apparently there is a similar program for windows: http://www.kennettnet.co.uk/products/musicrescue/
Trialware rather than free, but it does look quite useful. Probably even worth the money if you tend to move your library around from device to device.