Cory Pendergast played the role of Jimmy Leach - who is the class clown, always trying to entertain everyone in the room. Aside from being the class clown, Jimmy is also Mr. Lombardo's star sailing pupil, which places him in a situation where he has to trade boat labor in order to get free lessons. During the movie, Sam gives Jimmy advice about how to become "a real boatman," which of course, Jimmy appreciates.
After his role as Jimmy Leach, Cory went on to have a pretty decent career for himself. He appeared briefly in "There's Something About Mary" (in which Matt Dillon also had a role), and then went on to star in the movie "18," together with co-stars Toi Svane Stepp (Nicole), Dee Wallace and Joyce DeWitt. For some reason, the film's negative (the original copy) had mysteriously disappeared, which is why the movie never got released. Today he does various commercials for Netflix, National Car Rental and Macy's.
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.