Michael Jordan: The Ultimate Example of Not Having a Betting Strategy | 10 Celebrities and Sportsmen Who Are Sports Bettors

Jordan retired in 1999, finishing his career with a staggering 6 NBA Championships, 14 MVP awards, 14 NBA All-Star selections and a host of records to his name! But not many people know that on the side, Air Jordan loved to have a bet! Unfortunately, in Jordan’s case, most of the time it was more like a gamble, as having a bet would suggest he had some kind of strategy.

10 Celebrities And Sportsmen Who Are Also Sports Bettors

After the success of our article series on 10 People Who Got Rich From Sports Betting, we wanted to take a look at some celebrities and sportsmen who also do a bit of sports betting on the side! Now they might not be as successful as the likes of Tony Bloom or Matthew Benter, but their betting stories are just as good! Enjoy the series!

Ben Affleck, the movie star who learnt how to count cards | 10 Celebrities & Sportsmen Who Are Sports Bettors

What you might not know about Affleck is his relationship with gambling, more notably, his time at the Blackjack and Poker table. Unlike most of the celebrities we have talked about in our 10 Celebrities & Sportsmen Who Are Sports Bettors article series, Affleck has actually been quite profitable!

Charles Barkley’s horrible gambling philosophy, ‘lose hundreds of thousands, not millions’ | 10 Celebrities & Sportsmen Who Are Sports Bettors

Legendary Basketballer, Charles Barkley, once famously outed Michael Jordan for betting $300,000 on a single hole of golf, but ladies and gentlemen, we’re here to tell you that Barkley himself is not much better when it comes to gambling!

Bryan ‘Birdman’ Williams, another celebrity lacking a winning sports betting strategy | 10 Celebrities and Sportsmen Who Are Sports Bettors

Although Birdman is not the biggest in the world of rap, he is for sure one of the richest, with an estimated net worth of $100 million. But the reason we’re talking about him is because, like a lot of celebrities, Birdman gambles way too much money on sports!

Wayne Rooney, football legend and betting hypocrite | 10 Celebrities and Sportsmen Who Are Sports Bettors

The reason we’re talking about Rooney is because of an interview he did in early 2020, where he revealed his struggles he’d had with gambling during the early stages of his footballing career. In light of his admission, it has made his new deal with Derby County even more perplexing.

Charlie Sheen, So Addicted To Gambling That He Didn’t Even Care When He Won A Million Dollar Bet | 10 Celebrities and Sportsmen Who Are Sports Bettors

Out of all the famous Celebrities and Sportsmen we’ve featured in our Top 10, I’m sure you’re the least surprised by the inclusion of Charlie Sheen. Famous for his starring role in Two and a Half Men and his addiction to drugs, alcohol, and sex, it has also come to light that you can add gambling to the list.

Pete Rose, the illegal gambler who cost himself $100 million | 10 Celebrities and Sportsmen Who Are Sports Bettors

Unlike the other celebrities and sportsmen who we have featured in our series so far, Pete Rose was involved in the darker, more illegal side of sports betting. Before finding himself in a legal mess, Rose was considered one of the greatest Major League Baseball (MLB) players of all time.

50 Cent’s $750k bet that Floyd Mayweather couldn’t read a page of Harry Potter | 10 Celebrities and Sportsmen Who Are Sports Bettors

Similar to Floyd Mayweather, Curtis ‘50 Cent’ Jackson is another example of someone who loves to flaunt his betting activities on social media. The famous rapper has placed some huge bets in his time, which we will outline later, but contrary to Money Mayweather, he doesn’t mind highlighting the darker side of gambling.

Floyd Mayweather, successful sports bettor or more trash talk? | 10 Celebrities and Sportsmen Who Are Sports Bettors

Floyd Mayweather currently sits on a 50-0 professional boxing record, with his latest victim being UFC fighter, Conor McGregor, who he KO’d back in August 2017.

Page 1 Of 2

Get The Best Articles and News To Your Inbox

Subscribe to our newsletter and stay updated.