5 Famous Hollywood Celebs Who Are Sports Betting Enthusiasts

Hollywood and sports have always shared a captivating interplay, with celebrities often seen cheering courtside at NBA games, rubbing shoulders with athletes at major sporting events, or even owning sports teams themselves.

However, there’s a lesser-known passion that some of Tinseltown’s brightest stars have fervently embraced: sports betting. These A-listers possess a keen passion for the unpredictable world of sports, where they demonstrate their competitive spirit by putting their bets on the line.

From high-stakes adrenaline to euphoric victories, these stars show us that there’s more to Hollywood than meets the eye, and sometimes, it’s all about taking a chance on their favorite sports, teams, and athletes.

1. 50 Cent

50 Cent

In 2012, the world witnessed a remarkable moment in sports betting when the famous American rapper and actor 50 Cent won an astounding $500,000 by placing a bet on the outcome of the NFC Final game between the New York Giants and the San Francisco 49ers.

Little did he know that his bet would yield a significant financial windfall and a memorable, extravagant display of victory. The NFC Final is one of the most anticipated events in American Football, drawing millions of fans from all over the country. As well-known sports enthusiasts, 50 Cent couldn’t resist the urge to partake in the excitement and placed a bet on the game’s outcome.

Given his strong ties to New York, it’s no surprise that he backed up the Giants, hoping for their triumph against the 49ers. The game was a nail-biter, with both teams fiercely competing for a spot in the Super Bowl. Ultimately, the New York Giants emerged victorious, and 50 Cent’s daring wager had paid off.

However, what truly set this sports betting victory apart was how 50 Cent chose to celebrate it. In a move that epitomized his extravagant lifestyle, he shared the excitement and success with his followers on social media. The rapper proudly showcased what holding half a million dollars in cash looks like in a video that quickly went viral.

As a well-known sports enthusiast and successful businessman, 50 Cent has continued to indulge in his passion for sports betting even after his notable win in 2012. While he hasn’t publicly disclosed the specifics of all his bets, there have been occasional hints and references to his continued interest in wagering on various sporting events.

If you want to experience the thrill of sports betting, see more here. You might be able to evenly match or surpass 50 Cent’s prowess in wagering on sporting events.

2. Ashton Kutcher

Ashton Kutcher

Ashton Kutcher, the renowned movie star and entrepreneur, is not just celebrated for his acting prowess but also for his uncanny success in the world of sports betting. While many celebrities prefer to keep their betting activities private, Kutcher admits to relying on professional consultants to make the most of his bets, attributing much of his wildly successful wagers to their expert guidance.

Kutcher approaches sports betting with a strategic mind. He recognizes that successful sports betting requires more than just luck; it requires careful analysis, an understanding of the sports landscape, and staying updated with relevant statistics and trends.

By enlisting the help of professional consultants, he gains access to invaluable insights that contribute to his impressive track record. Ashton Kutcher’s engagement in sports betting has earned him a reputation as a formidable player, and his victories have reportedly led to the downfall of several bookmakers.

3. Charlie Sheen

Charlie Sheen

Charlie Sheen has had a long and tumultuous relationship with sports betting. While he is undoubtedly a talented entertainer, his passion for gambling and betting has sometimes led him down a risky path.

Denise Richards and Charlie Sheen’s divorce papers shed light on the actor’s deep involvement in sports betting. According to Richards, Sheen regularly gambled, wagering exorbitant amounts each week. Reports varied; some suggested he bet $20,000 weekly, while others claimed he went as high as $200,000 weekly.

However, in a 2012 interview with the New York Times, Sheen claimed to have quit sports betting after a massive win. He recounted an extraordinarily lucrative win in the Manny Pacquiao vs. Oscar De La Hoya fight, during which he reportedly placed a staggering $1 million bet on Pacquiao.

Sheen asserted, “I’m a retired gambler.” This statement suggested that he may have put his betting days behind him.

4. Floyd Mayweather Jr.

Floyd Mayweather Jr.

Floyd Mayweather Jr. is no stranger to making money. His success in the boxing ring, coupled with lucrative pay-per-view events and special fights like the one against Conor McGregor, has led him to amass an impressive fortune.

However, boxing isn’t the only avenue where Mayweather excels in accumulating wealth. Sports betting has become another passion of his, contributing significantly to his financial success.

Known for his extravagant lifestyle and flashy displays of wealth, Mayweather’s love for sports betting is well-documented. The Daily Mail has reported on his substantial earnings from his betting ventures, showcasing how lucrative this passion has been for him.

In college basketball, Mayweather’s earnings from sports betting have amounted to an impressive $75,000. However, his biggest wins have come from the NFL, where he handed an outstanding $4.7 million in a single month during September and October 2014.

The sports betting bonanza didn’t stop there for Mayweather. His keen eye for NBA and boxing matches earned him over $800,000 in just four days. Despite his undeniable success, sports betting carries risks.

The Daily Mail estimates he has lost about $50 million throughout his betting career. Such losses serve as a reminder that even the most skilled and financially successful bettors are not immune to the unpredictability of sports outcomes.

5. Michael Jordan

Michael Jordan

Alongside his illustrious basketball career, Jordan is also known for his love of sports betting, which has garnered both admiration and curiosity among fans and the public. Jordan’s interest in sports betting emerged during his days as a professional basketball player.

In interviews, he has occasionally alluded to his love for gambling and the thrill of taking calculated risks. Over the years, Jordan has remained discreet about his betting habits, preferring to focus on his successful ventures as a team owner, businessman, and philanthropist.


The stories of these Hollywood celebrities engaging in sports betting highlight the growing acceptance and normalization of gambling in popular culture.

As sports betting becomes more accessible and integrated into daily life, it’s no surprise that even prominent figures in the entertainment industry are drawn to the excitement and potential rewards of betting on sports events.

In order to understand the real picture of sports betting, it’s essential to debunk common misconceptions that often mislead people.