Why wont my videos transfer to my iPod?

Why won't my video clips transfer to my iPod?
They are in iTunes, and play just fine in there, but then when I try to transfer them to my iPod, an error message comes up saying:
The video was not transfered to __'s iPod, because the file could not be played on it.
Is there something wrong with the iPod itself?
or is there something wrong with my files?
Are there only specific file types that will transfer to it?
I couldn't find anything in the literature that came with it.
Please help. I need an answer quickly, if possible.
iPod video 30GB   Windows XP Pro  

What format are the videos you are trying to transfer? iPod has pretty specific file types it can use...
Frequently asked questions about viewing and syncing video with iTunes and iPod
http://docs.info.apple.com/article.html?artnum=302758
iPod: Frequently Asked Questions
http://docs.info.apple.com/article.html?artnum=60920
Patrick

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