You might already be aware that Pitbull is from Florida. We say that because he takes every opportunity he possibly can to remind us. Florida gets namechecked in every song that Pitbull releases - even if he's only providing guest vocals on someone else's track. If you ever hear a Pitbull song without a Florida reference, it's probably an imposter. Because he's so proud of his roots, it would be wrong of us to give the Florida entry on our list to anybody else. Sorry, Ariana Grande.
Early on in his career, Pitbull's style was much less commercial than it is now. He already had three albums to his name before he finally achieved breakthrough mainstream success in 2009 with 'I Know You Want Me' from his fourth album 'Rebelution.' Life's been sweet for him since then - he recorded the official song for the 2014 FIFA World Cup, which cemented him as a star on the global level, and has now sold more than 60 million albums.
Not all celebrities have fame and fortune, some are just famous – and in a ton of debt. They came from rags to riches, then went back to rags. Whether they’ve filed bankruptcy, ended up in court, or just can’t stop spending, celebrities mismanage their money just like everyone else. They just hide it well.
50 Cent coined the term “wanksta,” then “partied like it was his birthday” until he filed Chapter 11 bankruptcy in 2015. The rapper was said to be anywhere between $10 million and $50 million in debt. In 2016, a federal bankruptcy court judge in Connecticut approved a plan for the founder of G-Unit to pay his debts back. He was able to get his bankruptcy discharged in February of the following year.
Following a 45-year-long career in Hollywood, acting in more than 70 films, actor Gary Busey found himself in more debt than he was worth. In 2012, it was reported that Busey owed between $500,000 and $1 million worth of debt, but only had $50,000 to his name. The 74-year-old actor owed money to hospitals, banks, the L.A. Waterworks District, and even a storage company. He filed Chapter 7 bankruptcy that same year. Despite his longstanding career in Hollywood, Busey's net worth is now only $500,000.
Burt Reynolds is still worth five million dollars, but his battles with debt date back more than 20 years. Between bad investments and a pricey divorce from actress Loni Anderson, the 1970s superstar had to deal with over $10 million in debt and decided to file Chapter 11 bankruptcy in 1996. While testifying in a 1994 custody hearing, the South Florida native said he spent $40 million getting through his divorce.
The former Hollywood bad boy, Charlie Sheen owes the IRS nearly $5 million. But that's not all. In 2016, his net worth was reportedly still as high as $150 million, but he was nonetheless $12 million in debt at the time – including mortgages, legal fees, and taxes. That same year, Debt.com reported Sheen owed nearly $300,000 on an American Express card alone.