Maggie Gyllenhaal of the Gyllenhaal clan seems to be one of the more eclectic members of the family as her choice of films seems to take on more artistic feels. For instance her participation in cult classic Donnie Darko, a movie that's on its way to being a classic in The Dark Knight, the 2002 film Secretary, Crazy Heart, and her latest project in the Sundance film, The Kindergarten Teacher. Not to mention she plays one hell of a prostitute in HBO's The Deuce which might have actually gone over well with her look-a-like in American Libertarian movement co-founder, Rose Wilder Lane.
Lane is known for her series of writing which includes her notable work entitled, The Discovery of Freedom. Lane also once wrote for African-American newspaper, The Pittsburgh Courier, and advocated for both anti-racism and laissez-faire from 1942-45. Rose Wilder Lane later passed away in her sleep at the age of 81-years-old. Honestly, Maggie should be honored to resemble such a beautiful soul and hardworking woman like Rose Wilder Lane.
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.