How do I set  File Sharing  in iTunes to keep files up-to-date?

How do I set  File Sharing  in iTunes to keep files up-to-date?  i tried iTunes File Sharing, but the updates to the files never transferred across the USB during sync.  Tried to use Documents to Go, but the Apple behavior keeps them from syncing via USB, so when I am home and have no wifi/internet there is no way to transfer the files.  The other apps I have looked at also use wifi/internet to get around the problematic Apple behavior, so there is no way to connect via USB that I have found other than the iTunes.  Have not been able to locate any helpful information to configure the File Sharing to hotsync the files between pod and computer.

I am trying to USB sync Word, Excel, and PDF files between the ipod and the PC.
Pretty sure icloud has to have the internet to work, but I can try to see what USB options there are there when time permits.
Pretty sure dropbox has to have the internet to work, but I can try to see what USB options there are there when time permits.

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