Gift download freezes, very frustrating some help please...

I gifted a few videos to my brother for his birthday. The first couple worked fine however when he tried to download the Patrice O'Neal comedy central video I gifted it froze halfway through. He cancelled it and tried again but it froze it the same spot; it's done this about 5 times now.
So he tried downloading the next video however before it downloads the new video iTunes checks for purchases that haven't been completed which prompts the Patrice O'Neal video again which again freezes and has to be cancelled which in turn cancels the other video downloads that are behind it that are supposed to download. So his iTunes is backed up with a few videos because it can't get past the first one. Any help? I've never had this sort of problem and it's starting to get a little irritating.
Thanks!

Is it possible for your brother to switch to another computer running iTunes?

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