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Well you are syncing to the same computer arent you? Also, if it's a fresh/clean itunes, I cant see it wanting to overwrite anything on the device. Apple help might be the way to go for more info on...

My understanding of the sync is that if something is present on the device, but not on the host computer, that it will transfer from the device to the host. I could be wrong on this though..

I just realized that you are unable to use the screen on the device at all. :( That makes this a bit more difficult.. looking into more options for you.


Found this from...

What about telnetting/ftping into the phone?