Cannot get videos onto 60GB Ipod

Simple question, how do I get videos over to my 60GB Ipod? Very simply Itunes does not let me drag videos onto my ipod device, where it's listed on the left side. The videos are converted and in the proper format for the Ipod.
I got it to work once, but I cannot seem to get it to work anymore.
Just got it today, this thing really does not play well with my PC as I've had many problems updating it right out of the box.

I was having trouble adding some videos to my ipod, and they were ones with really long titles and/or other characters in the title.
When I shortened the title, for some reason, they went on right away.
Don't ask me why, I found this out by accident.
Worth a try, right?

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