ITunes error message, a constant burdon

I have a iPod 30GB Video Black. When I try to sync it with iTunes, the music loads flawlessly but when it tries to sync the videos I have i get an error message. This is what it says: "ATTEMPTING TO COPY TO THE DISK "CORY'S iPOD" FAILED. AN UNKNOWN ERROR OCCURED (-69)."
What is this all about. I never had this problem before. I can't even update my iPod with videos now. Only certain ones will update.

They are all in the right format. I had every signle one on the iPod before. I have Xilisoft DVD Ripper Plantinum from which I got the movie T.A.P.S. It works just fine because they have a seting that allows me to make it MPEG-4 format straight from the DVD. I also hove XiliSoft's DVD to iPod Converter 4, iPod Video Converter, and iPod Video Converter Wizard 3. These programs are made especially for the iPod and its videos. But I will try to do what you said and put see which ones are not in mpeg-4 format. I'll get back when I have done this and to tell if its solved or not.
Sony Vaio Windows XP

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I'm getting this error message when I try to add some files to my iTunes library.
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Thierry
Message was edited by: ThierryR
iMac 2010, iTunes 10.4 and Lion 10.7

MosheCS,
Thanks so much, it fixed it, I'm happy to give you the 10 points
Also to be precised I follow these instructions: http://docs.info.apple.com/article.html?path=Mac/10.5/en/8342.html
A specificly this one:
To apply the same permissions to every item contained in the selected folder or disk, open the Action (gear) menu and choose “Apply to enclosed items.”
Thanks again, I can delete a file without being asked for my password and I'm able to import in iTunes using the feature "add to my library".
Great find
Thierry

ITunes error message, a constant burdon

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