Album art not being synced correctly

I used an external tagging program to embed album art into all my song files. They show up correctly in iTunes when selected or playing, but they do not, in all cases, sync to the iPod. However, I have found that if I go to an album that has art in iTunes and does not sync to the iPod, and play each track just for an instant, and resync, the art transfers. What's weird is that it's not consistently NOT showing up on the iPod... and I certainly don't want to have to hunt down every piece of music with art that doesn't sync to the iPod and play that song. Is there a way to make iTunes refresh the library without deleting the database? I don't use iTunes to manage my physical music files.

Thank You, now I can see the art work when I play the songs in itunes but now when I play a song on my ipod it doesnt display the artwork with the title on the ipod itself.
I've tried everything.
Thank you for your help!

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    I input the album art into my library and the ipod and when I “get info” it will display the artwork but not when I play the songs on the ipod! What am I doing wrong?
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    Thank You, now I can see the art work when I play the songs in itunes but now when I play a song on my ipod it doesnt display the artwork with the title on the ipod itself.
    I've tried everything.
    Thank you for your help!

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    Thanks! You are right. There's an Album Artwork folder and I scp'd one of my "affected" mp3s to another machine and the artwork was absent. Seems like Apple should've just added the artwork to the mp3 file as if it was manually added. Perhaps they had a reason not to, though.

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    iTunes occasionally has trouble with album art, especially after syncs or updates (album art disappearing, or being reshuffled to the wrong mp3s, etc.).
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    Message was edited by: KRitchie
    Message was edited by: KRitchie
    Message was edited by: KRitchie

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