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BY Inc.

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It’s pretty hard to feel bad for billionaires, but according to a host of incredibly wealthy people there’s one aspect of being filthy rich that is no fun at all: deciding what to do when friends and family ask you for money.

How do those who can afford almost anything choose how to respond when someone they love comes looking for cash? Is there a way to balance a desire to help with a need to keep financial ties from spoiling your relationships? Shark Tank investor Kevin O’Leary recently talked about how billionaires think through these requests on a podcast.

His words offer a peek into the hidden world of the super rich.…