Largest Casino Victories: A Look at Some of the Biggest Wins in Casino History

Anna Wright
2 min readFeb 28, 2023

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For many people, the allure of the casino is the possibility of winning big. While the odds may be against you, there have been some incredible wins throughout casino history. Here’s a look at some of the largest casino victories in history.

Archie Karas — $40 million

Archie Karas is known as one of the greatest gamblers of all time. In the early 1990s, he traveled to Las Vegas with only $50 in his pocket but managed to turn that into $40 million over the course of three years. He won his fortune playing a variety of games, including poker and baccarat.

Kerry Packer — $33 million

Kerry Packer, an Australian media tycoon, was known for his love of gambling. In 1995, he won $33 million playing baccarat at the MGM Grand in Las Vegas. He reportedly tipped his waitress $1 million after his win.

Elmer Sherwin — $21 million

Elmer Sherwin is the only person to win two Megabucks slot machine jackpots in his lifetime. He won his first jackpot of $4.6 million in 1989 at the Mirage in Las Vegas and then won another jackpot of $21 million at the same casino 16 years later, at the age of 92.

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Cynthia Jay-Brennan — $34.9 million

In 2000, Cynthia Jay-Brennan won $34.9 million playing Megabucks at the Desert Inn in Las Vegas. She was a cocktail waitress at the casino at the time and had only been playing for about 20 minutes when she hit the jackpot. Unfortunately, a few weeks later, she was in a car accident that left her paralyzed and killed her sister.

Mike Ashley — $1.6 million

Mike Ashley, a British billionaire, is known for his love of high-stakes gambling. In 2008, he won $1.6 million playing roulette at the Fifty London casino. He placed his bets on the number 17 and was lucky enough to hit it twice in a row.

In conclusion, these largest casino victories are a testament to the allure of the casino and the possibility of winning big. While the odds may be against you, these wins show that it’s possible to strike it lucky and win a life-changing sum of money. However, it’s important to remember that gambling should be done responsibly and within your means.

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