Hollywood’s High Rollers

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  • 9 Sep, 2025  |
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1 Hollywood’s High Rollers

The glamorous Hollywood and the high-octane casino worlds are not only the places with bright lights and big money. For a long time, celebrities have been attracted to gambling as if they were flies to a flame, with some of them turning into addicts to the point of losing millions of dollars. The entertainment industry has been hooked on gambling for a long time, which has been providing the media with the stories of the fabulous wins, the catastrophic defeats and the personal battles that are still holding the public’s fascination.

Recently published data by the American Gaming Association indicates that nearly 2.6 million adults in the United States are classified as severely gambling addicts, among which the rich and high-income earners are the most vulnerable. The situation among the celebrities is even worse, as this number seems to be higher due to the fact that the mixture of the money for spending, the stress and the access to the exclusive gambling places makes the ideal environment for the development of the gambling addiction.

Psychology Behind Celebrity Gambling

People in the entertainment industry have to deal with a lot of stress which are the root causes of their engaging in risky behaviors such as gambling. Their income is not regular, they are under perpetual public watch, they go through periods of extreme tension followed by relaxation and all these factors contribute to making gambling a kind of a nice way out. Besides, the competitive character of the world of show business is pretty much like the case of the amazing and thrilling gambling sensations at Casino Vegas Now that are so attractive to the players.

Dr. Timothy Fong, a professor of psychiatry at UCLA and a specialist in gambling addiction, is of the opinion that gambling celebrities are inclined to do the very thing that leads them to perform activities like appearing on stage or facing the cameras. Risk, reward and public attention are the elements which make it a new but still a dangerous and familiar comfort zone.

Ben Affleck: The Poker Prodigy

Academy Award winner Ben Affleck represents one of Hollywood’s most skilled celebrity gamblers. Unlike many of his peers who rely purely on luck, Affleck developed genuine expertise in poker and blackjack. His gambling prowess became so notable that several Las Vegas casinos reportedly banned him for card counting at blackjack tables.

Affleck’s gambling journey took a serious turn when it began affecting his personal relationships. His struggles with gambling addiction contributed to his divorce from actress Jennifer Garner, though he has since sought treatment and publicly discussed his recovery process.

Tobey Maguire: The Underground Poker King

Former Spider-Man star Tobey Maguire became infamous in Hollywood’s underground poker scene, participating in high-stakes games that included other celebrities and wealthy businesspeople. These exclusive games, which inspired the film “Molly’s Game,” featured buy-ins reaching hundreds of thousands of dollars.

Maguire’s aggressive playing style and reported poor sportsmanship earned him a controversial reputation among fellow players. His involvement in these illegal games eventually led to legal complications and damaged relationships within the industry.

Charles Barkley: The Honest Gambler

NBA legend and television personality Charles Barkley stands out for his unusual honesty about gambling losses. He has publicly admitted to losing approximately $10 million to gambling over his lifetime, with individual nights resulting in losses exceeding $2.5 million.

Barkley’s openness about his gambling problems has made him an unlikely advocate for responsible gambling awareness, though he continues to struggle with the addiction.


2 Hollywood’s High Rollers

Poker Tournament Circuit

Several celebrities have transitioned from casual gambling to serious poker competition. This shift represents both an evolution of their gambling interests and, in some cases, a more controlled approach to their addiction.

Professional-Level Celebrity Players

• Jennifer Tilly: The actress has won a World Series of Poker bracelet and earned over $900,000 in tournament winnings
• Shannon Elizabeth: Former American Pie star became a professional poker player with significant tournament success
• Jason Alexander: The Seinfeld actor regularly competes in charity poker tournaments and has developed considerable skill

Sports Betting and Celebrity Culture

The legalization of sports betting across numerous U.S. states has created new opportunities for celebrity gambling, with many stars openly sharing their betting activities on social media. This transparency has both normalized gambling behavior and raised concerns about influence on younger fans.

Rapper Drake has become particularly notorious for his large sports bets, often sharing screenshots of potential seven-figure payouts on Instagram. His betting activity has spawned the term “Drake Curse,” referring to his apparent ability to jinx the teams he bets on.