A Look at Stars Who Love the Thrill of Gambling, Have you ever wondered what certain celebrities do to get that high-octane rush off-screen or outside the arena? While some turn to fast cars and extreme sports, others are drawn to the flip of a card or the spin of a roulette wheel.

From the basketball court to the poker table, let’s explore the allure of the gamble for those who live in the public eye by diving into some select stars who are renowned as much for their betting skills as their professional successes.

Michael Jordan

Michael Jordan, an icon in basketball history and the name behind the sensation of Air Jordan sneakers, also harbors a passion for gambling. His competitiveness is legendary, extending from the court to the casino.

Stories of Jordan’s all-night poker marathons during the ’92 Olympics are gambling folklore. His unabashed inclination to wager on everything—even on the sequence of luggage retrieval among teammates—simply adds to his enigmatic persona. With rumored losses as high as $5 million on the craps tables, his legend as a gambler rivals his legacy as an athlete.

A Look at Stars Who Love the Thrill of Gambling

Shannon Elizabeth

American Pie’s breakout star, Shannon Elizabeth, has disproven any who question whether the fairer sex can dominate the poker world. As one of the most recognized female faces in celebrity poker, Elizabeth’s skilled play at the World Series of Poker events of the mid-2000s carved her a niche in gambling fame. She continues to bring a

competitive edge and charm to the poker table, proving that gambling truly knows no gender.

Charlie Sheen

Known widely for his roles in “The Three Musketeers” and “Two and a Half Men,” Charlie Sheen’s acting prowess is matched by his zeal for sports betting. His erstwhile weekly $20,000 bets are the stuff of legend, not to mention the rumors of a million-dollar loss, which at one time seemed merely a drop in his substantial bucket. Unfortunately, Sheen’s gambling feats often get overshadowed by his tumultuous personal life and controversies.

Ben Affleck

Batman himself, Ben Affleck, boasts a talent not unlike his on-screen alter ego’s strategic acumen, particularly when it comes to blackjack. Stories of Affleck’s rapid winnings at casinos before being asked not to return highlight a keenness that could rival any Vegas regular. His 2004 conquest of the California State Poker Championship further cements his spot in our assembly of high-rolling celebrities.

Toby McGuire

Spiderman actor Toby McGuire portrays a superhero on screen, but at the poker table, his superpowers seem just as effective. Armed with his custom shuffling machine and remarkable skill, McGuire reportedly nets upwards of $50,000 on a good night. While his table manners have been critiqued, his ability to ensnare his opponents and come out on top is not questioned.


The connection between celebrities and gambling may not be so far-fetched after all. Both domains share elements of risk, reward, and the intoxicating rush of the unknown. For these stars, the poker chips hold as much allure as the flashbulbs of the paparazzi. Whether winning or losing, the true constant is the chase – after that next big win, after that perfect hand, and after the heady thrill of the gamble itself.

What sets these celebrities apart is their willingness to risk public and private fortunes to hit the jackpot. So, whether you’re at the tables or simply scrolling through gossip columns, keep an eye out for these high-profile risk-takers who remind us that we’re all playing the same game when it comes to gambling. And if you’re feeling inspired by the stars’ love for betting, why not check out FanDuel DFS odds for your taste of the gamble?