High Rollers of Hollywood: Celebrities Who Love Betting

Betting is a popular pastime for many people, who enjoy the thrill and excitement of wagering on various sports, events, or games. But did you know that some of the most famous celebrities in Hollywood are also avid bettors, who love to test their luck and skills with huge amounts of money?

In this article, we will reveal some of the high rollers of Hollywood, who are known for their passion and talent for betting. And also read more about the 9 popular UK betting sites in 2023, where you can join the action and have fun. In the meantime, read on and enjoy!

Ben Affleck

Ben Affleck is not only an Oscar-winning actor and director, but also a skilled poker and blackjack player. He has been spotted at many high-stakes tables in Las Vegas and Atlantic City, where he has won millions of dollars. He even won the California State Poker Championship in 2004, earning a prize of $356,000 and a seat at the World Poker Tour.

Affleck is also known for his generosity and kindness, as he often tips the dealers and staff generously, and donates some of his winnings to charity. He once gave $150,000 to a waitress at the Hard Rock Casino in Las Vegas, after winning $800,000 in a single night.

Matt Damon

Matt Damon is another Hollywood star who loves betting, especially poker. He is a close friend of Ben Affleck, and they often play together at the same tables. Damon is also a fan of the World Series of Poker (WSOP), and he even played in the main event in 1998, as part of his preparation for his role in the film Rounders, where he played a poker prodigy.

Damon is not as successful as Affleck in poker, but he still enjoys the game and the challenge. He once said that poker is “a great way to socialize and have fun”. He also said that he likes to play online poker, as it is more convenient and accessible.

Charlie Sheen

Charlie Sheen is one of the most controversial and notorious celebrities in Hollywood, who has been involved in many scandals and controversies. He is also a known gamer, who has been in love with betting since he was a teenager. He has bet on various sports, such as baseball, basketball, football, horse racing, and boxing.


It is fascinating to see how even some of the biggest names in Hollywood have a penchant for betting on their favorite sports and events. From the thrill of the game to the camaraderie that comes with it, these celebrities share a common passion with many others. As we’ve explored the world of celebrity betting enthusiasts, it is important to remember that responsible gambling is key. Just like anyone else, they enjoy a bit of excitement, but they also understand the importance of doing so in a controlled and mindful manner.