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Love Him or List Him - The Borrower

Why does this guy never have any cash on him?!?

borrow money
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Chloe's new boyfriend is CONSTANTLY borrowing money from her. He does eventually pay her back, but it is almost every other week that he is borrowing money. Is this a red flag of a bigger issue? Should she love him or list him?

Why does this guy never have any cash on him?!?