Some Famous Celebrities & Sports Players that Love to Gamble. 2024

Betting has always been a popular pastime for people worldwide, and celebrities are no exception. Many famous people have been known to engage in high-stakes betting on various games, sports, and events. Some have even become notorious for their gambling habits. In contrast, others have managed to keep their betting activities under the radar through platforms like the casinos in this list of online casinos. This blog will look closely at some celebrities who enjoy betting.

Michael Jordan

Michael Jordan, the legendary basketball player, is one of the most well-known gamblers. He is said to have a particular fondness for playing golf and has been known to wager large sums of money on the outcome of matches. He once lost over $1 million in a single golf bet. Jordan has also been spotted playing craps and blackjack in casinos, and it’s rumoured that he’s also an avid poker player.

Ben Affleck

Ben Affleck is another celebrity who enjoys gambling. He is fond of playing poker and has even won several high-stakes tournaments. However, he’s also known to have a bit of a gambling problem, which he has been open about in interviews. He was once banned from playing blackjack at a casino in Las Vegas for allegedly counting cards. However, in 2014, Affleck won $356,000 in a high-stakes poker game.

Tiger Woods

Tiger Woods, the famous golfer, also enjoys betting on sports. He has been seen placing large wagers on various sporting events, including football and basketball games. Woods is also rumoured to have participated in high-stakes poker games, although he’s never confirmed this. It was reported that Tiger Woods bet $85,000 on the first round of the Master’s golf tournament in 2018.

Charlie Sheen

Charlie Sheen is another celebrity with a notorious gambling habit. He’s been known to pl ace bets on everything from sporting events to the outcome of political elections. Sheen has admitted to having a gambling problem and sought treatment for it in the past. However, Sheen reportedly lost as much as $200,000 in a gambling session.

Floyd Mayweather Jr.

Floyd Mayweather Jr. is one of the most successful boxers of all time and known for his love of gambling. Mayweather has been known to place bets worth millions of dollars on sporting events and is said to have won as much as $10 million on a single chance. He’s also been spotted playing casino games like blackjack and craps. As well $10 million Mayweather won in 2017, Mayweather won $45 million on a bet when he placed a wager on himself to beat Conor McGregor in a boxing match.

50 Cent

50 Cent, the rapper and actor, is another celebrity who enjoys gambling. He’s been known to place large bets on sporting events and is also a fan of playing casino games like blackjack and roulette. He once won $500,000 on a single crap bet in 2012. 

Matt Damon

Matt Damon, the actor, is a well-known poker enthusiast. He’s been spotted playing in high-stakes poker games with other celebrities, including Ben Affleck. Damon is said to have a particular fondness for Texas Hold ’em, and he’s even made appearances in televised poker tournaments. In 2019, Damon competed in a charity poker tournament and won $1 million for his chosen charity.


Drake is another celebrity known to enjoy betting. He’s been known to place large bets on basketball games, particularly those involving his hometown team, the Toronto Raptors. He’s become something of a fixture at Raptors games, sitting courtside and often engaging in friendly banter with the players. Drake has also been known to enjoy playing casino games, and he’s reportedly a fan of craps and blackjack. He’s been in the news recently, wagering $400,000 for YouTube influencer Jake Paul to knock out Tommy Fury, younger half-brother of the infamous Tyson Fury.

While celebrities’ betting can be exciting and entertaining, it’s important to remember that gambling can also be addictive and can have serious consequences. Some celebrities’ betting habits have led to financial and personal problems, including bankruptcy, legal troubles, and damaged relationships. It’s essential for anyone who enjoys gambling to do so responsibly, setting limits for themselves and avoiding placing bets they can’t afford to lose. While celebrities may have the financial resources to absorb losses, excessive gambling can lead to financial ruin and other negative consequences for most people. As with any form of entertainment, it’s essential to enjoy betting in moderation and to prioritize responsible gambling practices.

In conclusion, celebrity betting is not a new phenomenon. Many famous people have been known to enjoy gambling in various games, sports, and events. Some have even developed a reputation for their gambling habits, while others have managed to keep their betting activities more private. However, regardless of their fame or fortune, these celebrities all love taking risks and testing their luck.

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