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What is the biggest blackjack win ever?

The Biggest Blackjack Wins in History Shoeless Joe – $1.5 million. The story of the mystery man “Shoeless Joe” is one of rags to riches, literally. ... Dana W – $2 million. ... Ken U – $4.5 million. ... Don J – $15.1 million. ... 2. Kerry P – $40 million. ... The MIT Blackjack Team – $50–$100 million.

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Blackjack is the king of casino table games. The widely popular game is loved for its easily understood gameplay and low house edge. Plus, if you play blackjack in an online casino, many blackjack tables offer high RTPs (return to player). Just so this doesn’t sound too good to be true, we’ve rounded up six of the biggest blackjack wins in history, so you can see for yourself. And we’re not lowballing either; all our entries crossed the $1 million mark.

6. Shoeless Joe – $1.5 million

The story of the mystery man “Shoeless Joe” is one of rags to riches, literally. He got his nickname after entering a casino barefoot in 1995. The story is that Joe was homeless after his wife kicked him out. All he had left was a $300 security check, which he decided to use towards a game of blackjack. Facing homelessness and possible starvation, the stakes couldn’t have been higher. Even though his strategy was questionable, he managed to win $1.5 million on a single day. But don’t be too inspired by Joe’s strategy; his clumsy playing style involving reckless splitting and doubling also meant he ended up losing most of his winnings soon after. However, he is still in the blackjack history books for having tasted such success. Anyone can get lucky and win at blackjack, which is why it’s one of the best casino games. Still, we’d advise making sure that you have a solid game strategy before betting big at an online casino in the USA.

5. Dana W – $2 million

Dana White would probably be higher on this list, with a much bigger win, if the casino hadn’t capped him at $2 million. White is no stranger to incredible blackjack wins and controversy. In the past, he’s been denied his winnings and banned with accusations of card counting. After his ban, Dana was allowed to return in 2014 by a new casino manager. Over just three months, Dana managed to win $2 million from blackjack. His history-making win could have been even larger if the casino hadn’t lowered his bets from $25,000 to $5,000. This is understandable due to his reputation and the fact that the UFC president’s net worth is $500 million. Dana has denied card counting allegations, claiming that he uses a mathematical blackjack strategy. This explanation didn’t prevent another casino ban, though. Whatever your take is on his reputation, Dana is undoubtedly generous. He tipped dealers with $200,000 after winning his $2 million.

4. Ken U – $4.5 million

If you’re an advantage blackjack player who loves multi-hand blackjack, then there’s a chance you have Ken Uston to thank for that. Ken is often referred to as the King of Blackjack Strategy, and he earned that title. He not only created the first-ever blackjack team, but he also mastered mathematical strategies that helped him win the game consistently. Ken practically elevated blackjack card counting into an art form. It was his formidable card counting skills that forced casinos to adopt multi-hand blackjack and several card deck shoes. In the 70s and 80s, Uston led his own team around various casinos where they bet as high as $12,000 per hand. His team is believed to have won around $4.5 million, one of the first big blackjack wins. The success of his team of card counting professionals inspired the MIT team that takes the number one spot on our list.

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