While Boomer Esiason might have one of the most ridiculous haircuts on this list (look it up), he definitely was an offensive leader worth keeping a close eye on as a defensive coordinator. And while Esiason might have also played for some pretty lackluster team's during his decade-plus tenure in the NFL, he's proven why he deserves to be on our top fifty quarterback list of all-time with his size and ability to maneuver outside of the pocket and pick up yardage with his feet. The 6'5 quarterback hailing from East Islip, New York played his collegiate football at the only institution willing to offer him a scholarship, the University of Maryland. While at Maryland, Boomer broke seventeen different football records, was named All-American in his final two seasons (1982 and 1983), and helped the Terrapins secure an ACC Championship over the North Carolina Tar Heels in his final home game.
Despite his impressive play at the University of Maryland, Boomer Esiason was picked 38th overall in the 1984 NFL Draft by the Cincinnati Bengals where he played nine seasons out his fourteen-season NFL career. As the starting quarterback of the Bengals, Esiason led the Ohio-based football franchise to Super Bowl XXIII but stood no chance against Joe Montana and the red hot San Francisco 49ers ultimately losing 20-16. Boomer's AFC Player of the Year Award (1988), NFL MVP Award (1988), and three out of his four Pro Bowl nominations all came during his tenure with the Bengals. In 1993, Esiason was traded to the New York Jets where he played from 1993 to 1995 and signed additional contracts with the Arizona Cardinals and his former Bengals team before retiring in 1997.
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.