The appeal of casino games just isn’t lost on Hollywood, in truth, many well-known stars enjoy a superb game of blackjack or slots just as much as the following person. The grand palatial casino resorts of Las Vegas have attracted celebs because the days of Sinatra and Dean Martin, they usually proceed to accomplish that today.
It just isn’t just the glitz and glamour of the Vegas Strip where gamblers in Hollywood place their high-stakes bets and test their luck. They’ve also jumped into the world of online casino and sports betting, accessing the identical platforms that players from all around the US play at. On this page, we’ll take a look at a few of their biggest wins and triumphs.
Poker and blackjack are two of Hollywood’s hottest games of likelihood, but to diversify the list, we’ve got also included major slots wins and jackpot prizes Below is a smattering of the largest wins by among the most famous people on the planet.
Drake’s $38-40 Million in Roulette
The rapper has a passion for sports betting, and is thought for making high-stakes bets on major sports events. He also plays casino games like roulette, and in 2024 Drake won around $40 million in a single night.
Ben Affleck: $800,000 in Blackjack
Affleck is a respected blackjack player who has been embroiled in scandals and large wins alike. He won $800,000 playing blackjack at a Las Vegas Casino before being asked to go away, on suspicion of card counting. Later, Affleck confirmed he had been counting cards.
Dana White: $7 Million in Blackjack
The UFC founder is just as famous for his gambling antics, with each staggering wins and losses. He has made loads of daring claims about his abilities and wins, but the largest win he had was in Vegas in 2022.
Tobey Maguire: $2 Million in Poker
Maguire was one in all the largest poker players in Hollywood, but he became a part of an underground high-stakes poker scene within the 2000s that ruined his status in Hollywood.
Pamela Anderson: $1 Million in Slots
When she was on a promo tour in Las Vegas, Pamela Anderson hit a $1 million jackpot on slots. It was one in all the largest ever by a star, and helped her get beneficial partnerships with casino brands later.
Charlie Sheen: $250,000 in Table Games
At the peak of his fame, Sheen was rumored to gamble as much as $200,000 every week, and reportedly scored a $250,000 win during a Las Vegas trip within the mid 2000s.
Not All Glitz and Glory
It just isn’t all plain sailing for celebrity gamblers; just as there are stories of great fortune, there are many stars who’ve made bad bets and ended up losing immeasurable sums of cash. Probably the most notable of that are Michael Jordan, Nicolas Cage, Allen Iverson, and Drake. In some cases, these were one-off losses that made the tabloids after which quietly disappeared. But for others, they became financially crippling moments of realization of the risks of gambling.
For it doesn’t matter how much a player has, they need to at all times be mindful of the risks and never spend greater than they will afford to lose. Tiger Woods can have played blackjack for $25,000 per round, but on the time, his profession earnings were just shy of $2 billion. Crucial aspect of gambling is for players to play inside their means, create budgets, and avoid getting emotionally charged by losses. Learning to quit when you’re ahead is basically the most effective skill you possibly can develop when gambling, and taking regular breaks helps keep you fresh and focused.

