Only can get 220 songs to show up on Nano

I have over 400 songs on my playlist, but only 220 songs will go on the Ipod. I need help trying to get all of my songs onto the Ipod.

Are you getting any error messages? If so, please quote them.
Also, does your iPod appear to be full or nearly full when you look at its details in the "Summary" page when you click on it in the Source List in iTunes?
You might want to start out trying these steps:
The Five R's
-Kylene

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