I purchased an iTunes gift certificate with my Canadian-based American Express card (I live there) and had it emailed as a gift to someone at a hotel in the U.S.; Now, he cannot seem to use it. Apple online said it is cause it's only usable in Canada! Wha

I bought a gift certificate from iTunes, online, for someone travelling in the U.S. temporarily. He is a Canadian, I am a U.S. citizen, and I bought it using my Canda-based American express account, as I live in Canada.  Now he is told by Apple on the telephone that he cannot use the certificate to buy anything as it was purchased on a computer in Canada.  This seems utterly impossible!  Does Apple have walls between countries?  It seems to me that someone stuck in a hotel, with his iPhone, might want to purchase stuff from iTunes, but now it seems this cannot be done and he will have to return to Canada to use the certificate.  What the heck kind of instant gift service is that!?
Anyone know how to deal with this?  The person travelling is gone another couple of months.  Anyone ever try for a refund from iTunes?

When you tried to contact Support with the card's images how were you trying to do it, on your phone or a browser on your computer ? And have you tried a different browser to see if you get the same error message ?
As well as images of the card they might also want an image of its receipt.
And to contact Support you were using : http://www.apple.com/support/itunes/contact/ , and clicked on Contact iTunes Store Support on the right-hand side of the page, then iTunes Cards And Codes ?

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