ITunes 7 and new iPod not playing video

OK here's my other problem:
I have a new iPod, and have downloaded iTunes 7 and Tiger.
I've downloaded a video from iTunes (Michael Jackson's Thriler).
But when I double click on it in 'purchased', it won't play. Nothing happens, no icon, nothing.
Then when I restarted I got a message after iPod syncing that said 'Thriller' not transferred because iPod cannot play it'.
Any idea why?! I thought that's what I paid for...!

I am having a similar problem. I downloaded a song from iTunes a few minutes ago, but when I went to listen it, only part of the song plays. The song is abut 2:50 in length, but skips to another song in the playlist at about 1:30. It seems to pick the song it skips to rather randomly, fwiw!
Can I try downloading the song again, or will iTunes charge me for it a second time?
iMac
OS 10.7.2

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Good Morning jsacc38,
The resource below will help you with the issues you are having with the iTunes for Windows update on your PC:
If you can't install or update iTunes for Windows - Apple Support
http://support.apple.com/en-gb/HT201668
Learn what to do if you can’t install or update iTunes on your Windows PC.
If you can’t install iTunes on your Windows PC, or if you see “error 7” or “error 2” after you install the software, follow the steps below in order.
If you see a different error when trying to launch iTunes, follow the steps in iTunes for Windows Vista, Windows 7, or Windows 8: Fix unexpected quits or launch issues.
Make sure that you're logged in to your computer as an administrator.
If you're not sure if you have an administrator account, read Windows 7: How do I log on as an administrator? You can also refer to your computer's help system, contact your IT department, or visit support.microsoft.com for assistance.
Install the latest Microsoft Windows updates.
To download the latest updates, visit the Microsoft Windows Update website. iTunes for Windows requires Windows XP, Windows Vista, Windows 7, or Windows 8, with the latest Service Pack installed. If you can’t install the updates, refer to your computer's help system, contact your IT department, or visit support.microsoft.com for assistance.
Visit the iTunes download page. Click Download Now to download the iTunes installer. When prompted, click Save (instead of Run).
Right click on iTunesSetup or iTunes64Setup (the installer you downloaded in step 3).
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If iTunes fails to install or repair, it might be necessary to remove components left from a previous installation of iTunes and then reinstall.
Remove and reinstall iTunes and other software components for Windows XP.
Remove and reinstall iTunes and other software components for Windows Vista, Windows 7, or Windows 8.
Songs you bought from the iTunes Store or imported from CDs are saved in your My Music folder by default. Deleting iTunes won’t delete your music.
Disable conflicting software.
Some background processes can cause issues that prevent applications like iTunes from installing.
If you installed security software and are having issues installing iTunes for Windows, you might need to disable or uninstall security software to resolve the issues.
Restart your computer.
After the restart, and adjusting the software running on your PC, install iTunes again.
Get more help
If the steps in this article don't help you resolve the issue, you might be able to find a solution through a search of the Microsoft support website.
If you receive errors regarding inaccessible registry keys during installation, try the steps found in "Could not open key" message when installing iTunes or Apple components for Windows.
Information about products not manufactured by Apple, or independent websites not controlled or tested by Apple, is provided without recommendation or endorsement. Apple assumes no responsibility with regard to the selection, performance, or use of third-party websites or products. Apple makes no representations regarding third-party website accuracy or reliability. Risks are inherent in the use of the Internet. Contact the vendor for additional information.
Last Modified: Feb 2, 2015
Have a good weekend!
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ITunes 7 and new iPod not playing video

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