Can't add purchased TV shows to iPod classic

I have a 160gb. I downloaded a tv show earlier and I can't figure out how to add it. I went to the summary under the TV show tab, I saw where you can click and sync the chosen show, but for some reason its not syncing the shows I selected. What am I doing wrong? Please help!

Does any error message pop up?
I've been there before, but the TV Shows didn't sync because of the resolution of the file (iPod supports 640 by 480 pixels).
There's a built-in converter in iTunes. Highlight the items you want to sync go to the Advanced tab and choose "Create iPod or iPhone version". This will create files that should work with your iPod...
If you try this, please report your results... some people (including me) are having problems with the process.
I hope it helps.

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