I can't get video on my iPod

Hello everyone,
I am new to iPod so please bear with me. Anyway, I put a bunch of songs on my iPod and that is all working swingingly. I also purchased a couple of music videos and they show up in iTunes and work there but not on my iPod.
They are on the iPod, wel the sound/music and title and album cover are but not the actual video.
I have updated to the newest version of iTunes so I think I should be OK on that front.
I have tried several times to redownload--no luck
No matter what I try I can't seem to get the video to play--
Any ideas??? Please help!!!!!!

You probably have your iPod set to manually update your music.
For some reason, iTunes will grey out the video options if you have it set to Manual.

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