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For instance, if he has to buy a 0 airfare you may be able to cover that by prepaying at least 0 more than he is likely to owe.
This, although complicated, has the advantage of affording some protection because your/his responsibility for fraudulent charges or lost cards, etc. I think your plan of a joint account with an ATM card for him is very risky. What everyone said--get a card on your account in HIS name. And tell him to keep HIS limited amount card as a backup in case there is a glitch in the other two.