Why can't I sync my musics from my itunes library?

I just downloaded the newest version of itunes to update my ipod to the version 5.0.1 and I have a whole playlist in my itunes.
when i looked in the music icon of my ipod, there was only one song in the playlist. I clicked on sync many times and there is no result.

Makes sense. Hadn't thought to add artwork to the actual individual files before uploading. For my own present sanity, I just added our logo art manually to each downloaded episode (3 as of today) so at least I have it looking right in my own iTunes library. But in the future, I'll do the imbedding thing so it will work for everyone else. I thought since iTunes has a lag time on searchability and artwork with the original first podcast submission, this was just another thing waiting to resolve on it's own, but now I know it's another tiny step in the pre-upload process. Will definitely remember to add the art moving forward. Thanks!

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