Trouble Syncing Movies/TV Shows in iTunes with iPad 2

I have read serveral posts on here with similar questions, however, none of the responses have resolved my issue.
I am having trouble loading movies and TV shows from my MacBook Air to my iPad 2. 
I have a MacBook Air (running 10.7.2 with iTunes 10.5.1).   I am unable to sync certain movies and TV shows to my iPad (running iOS 5.0.1).  These are files purchased from the iTunes Store.  There is also a 27" iMac and MacBook Pro associated with my Apple ID. 
Syncing the device yields an error message reading "Some of the items in the iTunes library, inlcuding "The Help", were not copied to the iPad "DGaken's iPad" because you are not authorized for them on this computer.  To authorize this computer for items purchased from the iTunes Store, chose Store > Auhtorize This Computer."
Files that have been affected include recently purchased movies and TV episodes (including "The Help, a season pass of "Parks & Recreation, and "30 Minutes or Less."  Each file was purchased in iTunes using the same Apple ID.  When I click on "My Account" in the iTunes Store and click the "Manage Devices" on the iCould tab I can see that my iPad 2 is listed as a device associated with my Apple ID.  I have confirmed (by clicking on the actual file in iTunes and click "Get Info") that the files are associated with my Apple ID.
Now, for the TV episodes I am able to visit the iTunes store on my iPad and click "buy" on them, then it informs me that I have already purchased this item and asks if I want to download it again.  For movies it does let me know that I have previously purchased the item, but instead it offers me the opportunity "Buy Item Again?"
I have also clicked "Deauhorize All Computers" in the iTunes store and re-authorized each device and computer. 
It should also be noted that I recently changed my Apple ID (form a .edu address to a Gmail account as my .edu server was unable to work with iCloud).  There seems to be no correlation between which items. 
Please advise!

I have the exact same problem. I've tried all the trouble shooting that was suggested by the people I spoke with at the Genius Bar, Apple Care, and iTunes, but nothing has worked and no one seems to know how to resolve this issue. To their suprise, all of my devices have been activated (then deactivated and re-activated twice) for this account and all movies were purchased with the same account via iTunes, yet I still get the same error message that you get. I was also told to delete the movie file from my computer and redownload it and sync again, but that also did not work.
I've even tried downloading movies via icloud directly to my iPad as a temporary work around. This works, but when I sync my iPad again to my computer, I get the error message again and the movie is automatically erased from my device. Please let me know if you were able to resolve the issue, I don't know where else to turn and I'm tired of explaining this on the phone to everyone!!! Mahalo.

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