Mike Tyson is an American retired professional boxer, also known as Michael Gerard. This former undisputed heavyweight champion of the world is the youngest boxer to win the WBA, WBC, and IBF heavyweight titles at only 20 years old. He has made more than $400 million during his boxing career but in 2003 was forced to file for bankruptcy because of his life of luxury and tragic divorce with Robin Givens, that caused him debt of over $27 million. I guess that’s what you get for going through money like it is water! In a wholly original move, Tyson blamed scheming financial advisors, but the boxer has recently proven he still has a second act in him. His one man show Undisputed Truth became an off-Broadway hit and an HBO special directed by Spike Lee, by encouraging people to laugh at his pain he is quickly becoming a cultural icon once again.
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Natalie Cole is an American singer, songwriter, and performer. The daughter of Nat King Cole. After a career marked by award-winning success as an artist and personal lows as a heroin and crack addict, the talented singer went bankrupt in 1997, but by 2000 she had cleaned up her act and written a best-selling memoir Angel on My Shoulder. The book was adapted into a television movie that became a ratings bonanza.
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Natasha Lyonne is an American actress. She is best known for her role as Jessica in the American Pie series, and currently portrays Nicky Nichols in the Netflix series Orange Is the New Black, for which she received a nomination for the 2014.As well as staring in many other films. As a young child, she was signed by the Ford Modeling Agency then, at the age of six, was cast as a role in Pee-Wee's Playhouse. She has managed to make a great deal of money during her career as an actress; however, after she was diagnosed with Hepatitis C and a collapsed lung she went broke and was living in the streets.
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Nicolas Cage is an American actor and producer. His most popular films are Valley Girl, Birdy, Racing with the Moon, Peggy Sue Got Married, Moonstruck, Honeymoon in Vegas, The Rock, Con Air, City of Angels, Face/Off, and National Treasure. Nicolas decided to skip out on paying the $6 million he owed in taxes and was forced to put several of his properties on the market, and barely escaped filing bankruptcy. Even the salary from most of his film roles goes straight to the creditors.
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Pamela Anderson is a Canadian-American actress, model, producer, author, activist, former showgirl, and a Playmate of the Month for Playboy magazine in February 1990, known for her roles on the television series Home Improvement, Baywatch, and V.I.P. In 2009 she was forced to move into a trailer park for owing over $800 thousand to the construction company that built her over-the-top Malibu mansion. She even skipped out on paying her $1.7 million tax bill.
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Randy Quaid is an American actor and Golden Globe winner. In 2010 he lost $1 million in bonds after avoiding a court date on felony charges. Then, he and his wife, Evi, were arrested for squatting in a random Santa Barbara home. Finally, the conspiracy theorists decided they were to be the next victims of the “Hollywood Star Whackers” (a nonexistent star-murdering group that Quaid claims killed Heath Leger and David Carradine).
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Rihanna is a singer, actress, and fashion designer. In 2009 Rihanna went "effectively bankrupt" due to mismanagement of her fortune by her accountant. According to court docs, RiRi's chief bean counter blew through $9 million of her $11 million fortune in just one year. The singer sued the money manager and was awarded $10 million by the court, more than making her whole. Turns out, the $9 million is just chump change compared to the tens of millions she has earned since. Rihanna is reportedly worth close to $85 million today!
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Isley is an American recording artist, songwriter, record producer, and actor, and is best known as the lead singer and founding member of the family music group the Isley Brothers. He reportedly declared bankruptcy and failed to pay taxes several times during a three-year period. Afterward, the IRS seized cars, a yacht and property in 1997. His money problems eventually caught up to him then he was sentenced to three years in prison for tax evasion in 2006.
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Sarah Ferguson is the former wife of Prince Andrew, Duke of York, the second son of Queen Elizabeth II and Prince Philip, Duke of Edinburgh. The raucous redhead had run up debts to the tune of $8 million by 2011. That year, she was also caught on video in a humiliating “cash for access” scandal, where she was filmed accepting money from a reporter, in exchange for an intro to Prince Andrew.
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Samuel Clemens better known by his pen name Mark Twain, was an American author and humorist. He may have died all the way back in the year of 1910, but he has still been a very influential man and author way passed his years of life. Author of The Adventures of Tom Sawyer and Adventures of Huckleberry Finn, he made a few too many investments that went bad and became so far in debt that he was forced to declare bankruptcy in the year of 1894.
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