3. Charles Barkley
Skinny: Won and lost big amounts at casinos in a short span and owed a casino $400,000
Charles Barkley famously said, “I’m not a role model” during his playing career. He extends that notion of himself up to his post-playing days – unless of course you’re including fellow gamblers into the peer group.
Sir Charles is a high-stakes gambler but denied he had a problem.
In 2006, he went on record to say that his love for gambling cost him $10 million. He also claimed he lost $2.5 million in six hours.
Eventually, Chuck acknowledged that he was an addict and even thought of quitting.
We’re still waiting Chucky…
2. 50 Cent
Skinny: “Followed voices in his head” and ended up $500,000 richer
Add all the millions in record sales, successful business ventures, and lucrative endorsement deals, 50 Cent is “stanky rich”.
So it’s pretty obvious that Mr. Curtis Jackson can bet a lot of money because he can.
In 2012, he bet and won $500,000 in the NFC Championship Game between the 49ers and Giants after he “followed the voices in his head”.
Another notable wager he made was when he bet $1 million on his former bromance partner Floyd Mayweather Jr $1M in his bout against Oscar de la Hoya. 50′s faith paid off when Pretty Boy Floyd won by split decision.
He really does “smell like a vault”.
1. Floyd Mayweather Jr.
Skinny: Tweets photos of his seven-figure wagers on sporting events
He calls himself “Money” and lives up to it every time.
If there is a big sporting event, Floyd’s Twitter followers shall expect a photo of his bet ticket. “Money” often places seven-figure bets on any major sporting event – from the Super Bowl to the NBA Finals.
He most recently bet $5.9 million and $5 million on the Miami Heat to win both Game 7 of East Finals and Game 7 of NBA Finals, respectively.
A seven-figure amount of money is very big for an ordinary person, but not for Floyd. This is a classic example of a low-risk, high-reward bet for a guy who makes almost $90 million a year.
Some of our Celebrity Gamblers have a knack for turning big bucks into bigger bucks while others not so much. They catch a lot of flack for putting the lifetime salary of an average Joe on the table but if to them $1 million is equivalent to $100 to the rest of us, should we care? What if you had famous player capital to back up your bets?