>Getting security clearances after background check shows payments of this type is probably difficult.
I don't think so. Ordinary background checks do not get into details of your spending, unless your spending indicates a clear dysfunction or financially compromised state. If they had to block any man who ever gave too much money to a woman he shouldn't have, it would probably rule out half of the men out there. In the best case you could find out from the guy's family or friends that he is a sucker and makes terrible decisions, but I doubt these guys consistently tell anybody what they are doing.
I don't think so. Ordinary background checks do not get into details of your spending, unless your spending indicates a clear dysfunction or financially compromised state. If they had to block any man who ever gave too much money to a woman he shouldn't have, it would probably rule out half of the men out there. In the best case you could find out from the guy's family or friends that he is a sucker and makes terrible decisions, but I doubt these guys consistently tell anybody what they are doing.