Luck or Strategy? How Celebrities Won Big in Casinos

13.03.2025
Showbiz and sports stars are well-known for their love of gambling. Sometimes luck is on their side, leading to massive wins, while other times, high stakes result in shocking losses. Let’s take a look at some of the most intriguing cases of celebrities winning big in casinos!
Ben Affleck and His Blackjack Mastery ♠️🃏

Ben Affleck is not just a successful actor and director but also a skilled blackjack player. In 2014, he was asked to leave a Las Vegas casino after winning large sums multiple times in a row. It turned out Affleck was using the card-counting technique—completely legal but not welcomed by casinos.

Floyd Mayweather’s Crazy Sports Bets 🥊⚽️

Legendary boxer Floyd Mayweather is famous for placing enormous sports bets. In 2014, he won around $800,000 by betting on a World Cup match. However, his gambling isn’t always profitable—sometimes, he loses millions in just one night.

Matt Damon and Poker Tournaments ♣️

Matt Damon is a passionate poker player, a love that started during the filming of «Rounders» and «Ocean’s Eleven.» He frequently competes in poker tournaments, showcasing impressive skills. Damon has won six-figure sums multiple times, though he claims he plays more for the thrill than for the money.

Paris Hilton Hits the Slot Machine Jackpot 🎉

Socialite Paris Hilton once hit a $30,000 jackpot on a slot machine in Las Vegas. The next day, she excitedly shared the news with her followers on social media, admitting she spent all the winnings on… parties and new accessories.

Michael Jordan and His Betting Addiction 🏀💵

Basketball legend Michael Jordan is well known for his gambling habits. In the ’90s, he lost millions in casinos, betting on everything from poker to golf. Despite his losses, Jordan insists that his competitive spirit in gambling has helped him achieve success both in sports and life.