How can I populate my PC HD with all the files that are currently on my iPod Classic?

I think I've changed PCs three times since I've had my iPod Classic 80 gb.
I think because of this, I have lost copies of files on my PC along the way (probably some of them remained in the earlier PCs and never made it to my current PC) although everything still seems to be on my iPod. So, I often get the message "Cannot locate file."
Is there a way to populate my current PC with all the files I have on my iPod?
Simply syncing my iPod doesn't seem to do the trick.
Thanks for the help!

You cannot use an iPod backup to restore to an iPad, nor can you use an iPad backup to restore to an iPod.
Some apps support data syncing through iCloud, but this feature needs building into the app by the developer. If your app doesn't support this, then I believe there is no way to transfer the data between your two devices.

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