Many might recognize Len Dawson from his notorious photo of him enjoying a soft drink and smoking a cigarette during the halftime of Super Bowl I. But while that image be bizarre in regards to today's societal standards, it was nothing but a regular championship Sunday halftime for those playing and those watching during Dawson's era of pro football. While that image might be ingrained into the heads of many, Dawson was one of the greatest competitors of his era. Hailing from Alliance, Ohio, Dawson played his college ball at Purdue University for three seasons, throwing over 3,000 and leading the Big Ten Conference. Dawson also served as the team's kicker and played on the defensive side of the ball as well.
After becoming a dominant force in the Big Ten Conference, Len Dawson was drafted 5th overall in the 1957 NFL Draft by the Pittsburgh Steelers. However, Dawson was unable to become a staple quarterback with the team after the Steelers acquired the more established Bobby Layne in 1958. From 1960 to 1961, Lawson spent a short time with the Cleveland Browns before finding a home with the Dallas Texans/Kansas City Chiefs where he would earn his keep as a Hall of Fame quarterback. In his first season with the team, Dawson would be named AFL MVP after leading the league in touchdowns. Dawson would also lead the Texans/Chiefs to three AFL Championships (1962, 1966, and 1969) while racking up six AFL All-Star honors. Dawson also participated in the first-ever Super Bowl but fell short to the Green Bay Packers. Three years later, Dawson led the Chiefs to a Super Bowl victory in Super Bowl IV over the Minnesota Vikings where he was also named Super Bowl MVP for his performance.
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.