Can't play my videos! Help!

In iTunes, I try to play any of my video files, all of which were purchased from iTunes on this account, and most of which were downloaded onto this computer. (I had transferred some files from my desktop to my laptop, but they've all played successfully in the past.) When I try to play the video file, the authorization window pops up telling me this computer is not authorized, and asking for my account info to authorize. I do this, and it reports a successful authorization after contacting the iTunes store. Then the window freezes in place and I cannot click the 'OK' button to dismiss the dialog. In the background, behind iTunes, the Player window opens up with a dialog informing me that the computer is not authorized to play the file and asks for my account info again. I provide this, and it says it is attempting to contact iTunes. It fails to contact iTunes, tells me to install iTunes to play the file, and leaves me with a gray player window with no sound playing, and the progress bar progressing as though it were playing. I switch back to iTunes, and can now press the 'OK' button on the 'Authorization Successful' dialog box. If I try again, the same problem repeats.
· I haven't changed accounts.
· I have verified that the account info I use to verify purchases matches the info included in the ‘get info’ dialog on the files.
· I purchased and downloaded all of these videos on this account and most of them on this computer.
· I have verified that my account settings in the iTunes Store lists all the videos I’m trying to play.
· I am using an admin account on my computer, and I’ve tried running the application as admin.
· I’ve tried running iTunes in compatibility mode with XP.
· I’ve deleted the library files and recreated them.
· I deleted the ‘SC’ folder and rebooted the computer and tried again.
· I’ve uninstalled and reinstalled iTunes and QuickTime, using a fresh download from the Apple.com website.
· I spent hours on the phone with the apple care tech support.
· I submitted an email to the iTunes store support, which referred me to an article that showed me some of these steps that didn’t work.
Nothing helps. I suspect there's an issue with the QuickTime player window that is called from iTunes because after iTunes reports a successful authorization, the QuickTime player reports a failure to authorize, asks for my authorization username and password, and tries to contact iTunes, which it fails to do every time, even though iTunes is running at the same time.

I am not at all savvy when it comes my iPod. But, I have been able to get much help here. Now please be patient with me on this one. I want to have music videos on my iPod. When I go into iTunes, I have three which I can play i Tunes, but have not idea how to get them into the iPod. What do I do??

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