Most recent version of iTunes does not recognize my video iPod, what to do?

I have a video iPod that I got last year and had it synced to my Windows XP on my desktop and I had recently synced it with my Macbook and had no problems with videos, pictures, movies, etc. I got a new iPod nano red and went to put music in it, but I had to download the latest version of iTunes. Just a few days ago I was able to still use both iPods on my MacBook. I just tried to put new videos on my video iPod and I get an error message saying: "the video was not copied, because this device does not support this file." I tried to authorize this computer, that didn't work. I tried converting the selected video, but I get an error(-50). I don't know what to do, any ideas? I appreciate anyone's help. THANKS!

Kevin .... I'm with you. I have the same problem. iTunes 9.0 / Windows 7 ... how we actually talk to someone at Apple to get a fix? I got a brand new $800 windows cpu ... that is a brick when it comes to iTunes. If anybody can help us, please let us know.
Baskin-Robbins

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