The Biggest Wins and Losses in Casino History


For centuries, casinos have been popular destinations for entertainment, gambling, and the pursuit of fortune. While the vast majority of players end up losing money in the long run, there have been some remarkable wins and losses in casino history that have captured the imagination of the public. In this article, we will explore some of the biggest wins and losses in casino history.

Biggest Wins:

  1. Archie Karas – $40 million

Archie Karas is perhaps one of the most legendary high rollers in the history of gambling. In the early 1990s, he turned $50 into $40 million over a period of three years, primarily by playing poker, pool, and baccarat in Las Vegas. However, he also lost all of his winnings in a matter of weeks, demonstrating the volatile nature of high-stakes gambling.

  1. Kerry Packer – $33 million

Australian media tycoon Kerry Packer was known for his love of gambling and his willingness to bet big. In 1995, he won $33 million playing blackjack at the MGM Grand in Las Vegas, reportedly tipping the dealers $1 million in the process. Packer was a regular at high-stakes tables and is rumored to have won and lost millions of dollars over the years.

  1. Cynthia Jay-Brennan – $34.9 million

In 2000, cocktail waitress Cynthia Jay-Brennan won nearly $35 million playing the Megabucks slot machine at the Desert Inn in Las Vegas. She had been playing for only a few minutes when she hit the jackpot, which at the time was the largest in casino history. Unfortunately, just six weeks later, Jay-Brennan was involved in a car accident that left her paralyzed and killed her sister.

Biggest Losses:

  1. Harry Kakavas – $164 million

Australian real estate tycoon Harry Kakavas is one of the biggest high-rollers to have ever walked into a casino. Between 2005 and 2006, he lost an estimated $164 million playing baccarat at the Crown Casino in Melbourne. Kakavas claimed that the casino had exploited his gambling addiction, but the courts ruled against him, stating that he was a willing participant in the gambling activities.

  1. Terrance Watanabe – $204 million

In 2007, Terrance Watanabe, a wealthy businessman from Nebraska, lost $204 million playing blackjack and other games at the Caesars Palace and Rio casinos in Las Vegas. Watanabe was a frequent gambler who was reportedly given special perks and privileges by the casinos in order to keep him playing. He later sued the casinos for allowing him to gamble while he was intoxicated, but the case was dismissed.

  1. Charles Barkley – $30 million

NBA legend Charles Barkley is known for his love of gambling and his willingness to bet big. Between 2006 and 2008, he reportedly lost $30 million playing blackjack and other games at various casinos in Las Vegas. Barkley has since admitted that he has a gambling problem and has sought help for his addiction.

These stories of big wins and losses in casino history serve as cautionary tales for anyone thinking of gambling at high stakes. While the allure of hitting it big can be tempting, the odds are always against the player, and most will end up losing in the long run. As always, it’s important to gamble responsibly and to set strict limits on your spending before entering the casino.

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