The San Diego Chargers probably regret giving up on Drew Brees after just five seasons with the success he's had in New Orleans. Which is not to be taken as a slight to Philip Rivers, both are quality quarterbacks, but as of right now Drew Brees is the clear bred-winner out of the two. Drew Brees attended Purdue University from 1997 to 2000 where he broke nineteen school records including touchdown passes (90), passing yards (11,792), total offensive yards (12,693), and more. Despite his success at Purdue, Brees finished third in Heisman Trophy voting his senior year.
In the 2001 NFL Draft, Drew Brees was selected 32nd overall in the second round by the San Diego Chargers. While Brees was able to lead the Chargers to the postseason one time in 2004, but after contract disputes with the Chargers, Brees took his talents to New Orleans where he has led the Saints to seven playoff berths. The 12x Pro Bowl nominee also led the Saints to their first Super Bowl (XLIV) victory in 2009 where he was also named the Super Bowl MVP. In 2006, Brees signed a five-year contract with the New Orleans Saints and a five-year extension with the team in 2012 worth $100 million. Brees' latest contract extension with the team was in 2018, for $50 million for two years of service.
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.