IPod NOT playing iTunes downloads - HELP!

I thought it was an audiobook I downloaded, but I re-downloaded it tonight and it still didn't work. So I downloaded a song and just like the book, it went swiftly into iTunes and played fine.
When I sync the iPod, the music comes over, but will NOT play. It tries for a few seconds, then moves back to the main menu.
Surfed help and discussions and haven't found this problem.
I have soft/hard reset, deauthorized/authorized, etc...but to no avail.
Any Thoughts???
Keith

Here, this is what you are looking for:
http://docs.info.apple.com/article.html?artnum=300766
Rachyl

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