Athletes Gone Broke

O.J. Simpson is currently sitting in a Nevada prison for robbing a sports memorabilia dealer at gunpoint with his entourage in Las Vegas in 2007. But "The Juice" certainly won't be spending any money in jail. Simpson has been in serious debt since a California civil jury found him liable for the death of Ronald Goldman and battery of Nicole Brown Simpson and ordered him to pay $33.5 million in damages. The Goldmans are still waiting for a chunk of that money. In August 2007, a Florida bankruptcy court awarded Simpson's book rights from "If I Did It: Confessions of the Killer" to the Goldman family to help pay for for the 1997 civil judgment. And the kicker: Simpson also owes the state of California $1.44 million in past taxes. (AP)

Jack Clark filed for bankruptcy in 1992 while in the second year of a nearly $9 million, three-year contract with the Boston Red Sox. Clark had a penchant for cars, buying 17 of them, including a $717,000 Ferrari. He listed debts of $11.4 million and assets of $4.8 million in the filing. (AP)

Former New Orleans Saints running back Deuce McCallister couldn't score with his car dealership. He filed for Chapter 11 bankruptcy in 2009 after being sued by Nissan Finance. He owes the company nearly $7 million. (AP)

NFL Pro Bowl quarterback Mark Brunell threw an interception in the real-estate market. Despite earning more than $50 million, he filed for bankruptcy, listing $25 million in debts last month.  (AP)

Bjorn Borg was a champion on the tennis court, but he faulted many times in the real world. He divorced twice and failed trying to launch a clothing line. He did bounce back, starting a successful clothing line in Sweden. (AP)

The woman fans dubbed "the female Michael Jordan" filed for bankruptcy in 2004 after owing more than $700,000, including $275,000 to the IRS. She sold numerous memorabilia items in 2006 to help pay off the debt, which included her Olympic medals and Naismith trophy. She blames her lawyers and agents for her financial downfall. (AP)

The 1976 women's figure skating gold medalist was perfect on the ice, but off, it was a different story. In 1996, she filed for bankruptcy after a series of financial setbacks, including making a purchase into the failed Ice Capades franchise. She has recovered and continues to skate in shows.  (Reuters)

This former NFL running back did more than just score on the field. He has nine children with nine different women. Henry's lawyer says his client is obligated to pay $170,000 per year in child support payments. It might be hard to do this now after he was sent to prison last year for financing a cocaine trafficking operation. He also has to pay $4 million in fines. (AP)

The NFL great was one of the most feared defenders on the field, but off it, he was sacked by the law. In 1998, he filed for bankruptcy in an attempt to keep creditors from taking his house. This happened while he was in a drug rehab program after being arrested for drug possession in Florida. He is currently being charged with raping a 16-year-old girl in New York. (AP)

Former NBA player Kenny Anderson made over $60 million during his career, but he air-balled his money afterward. He filed for bankruptcy in 2005 after having to pay monthly child support payments for his eight kids and also losing nearly $6 million in a prenup agreement.  (AP)

USA Today reports that the NBA center is nearing bankruptcy despite making $60 million in his current contract. A judge in May ordered the seizure of three of his cars because he was behind in payments. Court documents show he has a $6,000-a-month personal chef, a Rolls Royce and owes fellow player Juwan Howard $350,000. (AP)

Marion Jones went from Olympic darling to becoming a gold medalist at throwing her money away. She was swamped with legal fees after she was linked to the BALCO scandal. She ended up testing positive for a performance enhancing drug and was ordered to give back her 2000 Olympic medals. She served time in prison for lying to federal investigators about not taking steroids. She is currently playing in the WNBA. (AP)

NBA great Scottie Pippen was Michael Jordan's right-hand-man on the Bulls, but he could've used a Jordan type as his accountant. He earned $110 million throughout his playing career, but that didn't stop him from losing nearly $30 million through bad investments. He also owed U.S. Bank $5 million for a dispute that involved a corporate jet he purchased in 2001. (Reuters)

A feared man in the boxing ring, Iron Mike is now fighting with his bank account. Tyson made nearly $400 million during his career, but that didn't stop him from going broke. At one point, he owed the IRS over $13 million and the British tax authorities $4 million. His filing debt totals more than $27 million. (AP)

Former NBA player Antoine Walker earned more than $100 million during his playing days, but that didn't stop him from gambling it all away. Walker, who was a known gambler, filed for bankruptcy this past May. Filings showed he had $4.3 million in assets and nearly $13 million in liabilities. Last Nov., he agreed to pay nearly $1 million to settle bad check charges at three Las Vegas casinos to avoid trial. (Reuters)

Latrell Sprewell probably wishes he signed that $21 million contract the Minnesota Timberwolves offered him in 2004. After turning it down and declaring "I have a family to feed," the player best known for choking his coach while playing at Golden State nearly lost it all. His yacht was repossessed after he defaulted on a $1.5 million mortgage. Two of his homes also went into foreclosure. (AP)

The onetime heavyweight champion of the world couldn't hold on his money. Holyfield's $10 million home went under foreclosure in 2008. He also has 11 mouths to feed and had a landscaping business sue him for $500,000 for unpaid work. He has made nearly $250 million throughout his career.

The man who was one of the scrappiest baseball players is having trouble scraping two dimes together. In 2008, Dykstra's net worth was nearly $60 million after having a high-end jet charter company and a magazine catered to professional athletes. In 2009, "The Dude" filed for bankruptcy, listing fewer than $50,000 in assets and up to $50 million in liabilites. He also lost the $17 million house he bought from Wayne Gretzky -- and his family, after his wife left him. (AP)

One of the most charismatic and troubled golf stars has always had problems staying away from Vegas. Daly claims he has lost nearly $60 million through gambling. He's also battled alcoholism and weight problems throughout his career. (AP)

Michael Vick used to be on top of the world after signing a $140 million contract with the Falcons. Little did the team know that he was using that money to finance a dog fighting ring. Vick served 18 months in federal prison for his role in the ring, and a judge approved his bankruptcy plan after he got out. He is currently the backup quarterback for the Philadelphia Eagles. (AP)