If a person were going to do something like this (and I do not encourage it, recommend it, or opine regarding its legality), I would think that person would be much better off finding a close friend, relative or business associate that they could save some money for by getting them a ticket. That friend, relative or associate could then compensate them, if and as they saw fit. Such actions, it would seem to me, raise far less likelihood of coming under the scrutiny of the airlines and jeopardizing the accounts of the person with the miles. Beside that, what about the risk of sending the ticket and not receiving the cash when dealing with some anonymous person (or getting a check which bounces). Of course, the person getting the ticket won't want to send the cash without assurance of the ticket either, which means both parties might want a face to face exchange. Again, not encouraging this, just speculating on it.

Djlawman