I have an older machine with windows 2000 that has a substantial itunes library, how do i transfer it to my new windows 7 machine

What is the best way to do this?

Your iPod is designed to sync with only one iTunes library at a time.  It will recognize the iTunes library on the Mac as a new library.  If you sync the iPod with this new library, all content will be erased from the iPod and replaced with what is in the new library.  So what you will want to do is copy everything from the iPod to your new iTunes library on your Mac first.
See this older post from another forum member Zevoneer covering the different methods and software available to assist you with the task of copying content from your iPod back to your PC and into iTunes.
https://discussions.apple.com/thread/2452022?start=0&tstart=0
B-rock

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