Mac & windows formatting on ipod

OK, here's the deal... I have a laptop that runs windows that I've been using and I've loaded a bunch of CDs on, as well as a bunch of itunes purchased music. I just got an imac (which is very cool - just trying to get used to using a mac!), loaded itunes and was thinking, "great, I'll plug in my ipod, authorize the new computer... and I'll have all my music on the new mac."
Yeah, well - not the case. Only the purchased music transferred from my ipod. After some searching, I think its because my ipod is formatted for windows, and that doesn't work on a mac.
Here's my question, is there any way to sync everything? So I can have my entire library on both computers?
Thanks for any help or suggestions.

"Only the purchased music transferred from my ipod."
Correct, that's how it's supposed to work. You can only transfer purchased music that way.
The iPod was never designed to be used cross platform. The major drawback is because although a Mac can read a Windows formatted iPod, Windows cannot read a Mac iPod.
The normal way of getting over this is to format the iPod for Windows, then it can be used on both platforms but all software updates would have to be done on Windows. Another way is to format the iPod for Mac use and use some 3rd party software such as XPlay2 which will allow a Mac iPod to be used on Windows.
Since Windows iPods should work on a Mac, you may have some success using a program such as Yamipod. This is a free program that transfers music and playlists etc from iPod back to the computer. However, it does not transfer playcounts/ratings etc.
Or, since you have access to both computers, how about this?
Switch 101.
That's an easy way to migrate your files from Windows to Mac.

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