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Helpful answers
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May 31, 2015 11:25 AM in response to jswhalen1by Demo,Purchased several movies from where? iTunes? And are you trying to sync them to the iPad after downloading them to iTunes on your computer?
iTunes: Videos may be unable to sync to iPhone, iPad, or iPod - Apple Support
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May 31, 2015 11:27 AM in response to Demoby jswhalen1,Yes, of course. I just purchased Transformers: Age of Extinction and got that message.
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May 31, 2015 11:30 AM in response to jswhalen1by jswhalen1,I got the same message yesterday when I tried to download the purchased "The Godfather Trilogy" yesterday.
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May 31, 2015 11:31 AM in response to jswhalen1by Demo,Are you only trying to sync this one movie when you get the message? If so, did you try quitting iTunes, reboot your computer and restart your iPad? Obviously the movie is one that can be played on the iPad so maybe restarting everything will fix it.