At his peak, Depp was raking in $30 million per Pirates of the Caribbean film. But, in 2017, Depp had to sit down with his financial advisors to discuss his reckless spending habits. In fact, he was shocked to find out that he had racked up some outrageous debt. Depp then sued his financial team for $25 million claiming damages. His financial team then revealed his insane spending habits in court. Evidently, Depp spends over $33,000 a month on wine alone.
Floyd Mayweather Jr.
Floyd Mayweather's nickname might be "Money," but that's not something he currently has. Mayweather owes the IRS $22.2 million, which he is unable to pay back because he went into retirement. He came out of retirement in 2018 for a fight, and it's looking like he might have to come out again just to make enough cash to get by.