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I have exactly the same problem.

And it is worst with version 1.6 since with firewall OFF it still even doesn't sync at all !

And OF is the ONLY software causing such troubles between my Mac and iPod !

I use every day numerous other softwares like 1password, QuickOffice and so on that are never causing any troubles, but OF ...

It is really boring and the support as still done nothing ! Always asking me to do this and that in Leopard, but i am not using Leopard i told them so much time !