35. Paul Caddick - $225m

35. Paul Caddick - $225m

The little-known Paul Caddick was, for a time, a star of rugby in England. For those of you who don't know what rugby is, picture an NFL game and then imagine the players without the padding. If you think that looks like it would hurt, you're right. Injury forced Caddick to retire from playing the game in 1980, but his involvement in the sport would continue.

He'd trained as a civil engineer even before he stopped playing rugby and opened his own engineering firm shortly after retiring. Fast forward thirty years, and that firm is now one of the largest in its sector in the whole of the United Kingdom. Caddick, like Dave Whelan, decided to invest the profits of his success back into the sport he loves, and purchased the Leeds Rhinos rugby team in 1997. With his financial backing, they finally ended their 32-year championship drought by winning the 2004 Super League Final.

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Did You Know...

I

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.

II

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.

III

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.

IV

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.

V

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.

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