Top 5 Biggest Casino Winners Ever: Where Are They Now?

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Posted: October 15, 2019

Updated: December 17, 2019

  • Most of the millionaires have spent their money on family and well-being
  • Not all of the casino biggest winners live happily ever after

These people topped the world headlines as the wealthiest winners in casinos of all time. It has been years since their victory has taken place, so where are they now? We have discovered today’s lifestyle of the 5 biggest casino winners ever and how hitting a jackpot changed their life.

Having won millions of dollars either in land-based or online casinos in the US, five lucky people changed significantly. They quit their jobs, bought all the things they needed, traveled across the globe.

Biggest casino winners ever #5: Elmer Sherwin, $21 million

The WWII veteran and experienced gambler from the US, Elmer Sherwin was lucky enough to win in a casino twice. One of the oldest casino winners ever was 76 when he hit his first jackpot of $4.6 million in Megabucks. Then, at the age of 92, he managed to win another $21.147.947 at Las Vegas Cannery Casino & Hotel.

Sherwin spent both his jackpots on traveling, supporting his family and charity. One of his last donations was given to the victims of the Katrina hurricane in 2005. Two years later, Elmer Sherwin died at the age of 94.

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Calder Casino (calder casino [CC BY-SA 4.0], via Wikimedia Commons)

Biggest casino winners ever #4: an old lady, $27 million

An anonymous 60-years-old lady from the US hit a jackpot of $27,582,539.48 million in Las Vegas casino. The woman won her money at Palace Station Hotel & Casino after years of trying, as report its staff. The old lady once won a smaller jackpot of $680.000 at the same casino but didn’t stop at this achievement.

The lady had been coming to casino for 22 years since her first victory and her efforts were praised in 1998. When she won more than $27 million, she revealed her plans to share money with her family and to invest in the future of her grandchildren.

You can also try luck at Bovada Casino

Biggest casino winners ever #3: Kerry Packer, $33 million

According to online casino news in the US, a billionaire from Australia hit one of the biggest Vegas jackpots. At the beginning of 2000-s, Kerry Packer won $33 million at the MGM Grand Casino in Las Vegas.

As an avid gambler, Packer often went to casino but was mostly losing than winning. Once, he lost almost $28 million in the UK casino, which is the biggest gambling loss in the country’s history. Surely, as Australia’s superior media tycoon, he could afford to lose some money without any troubles.

However, neither hitting the jackpot nor his billions didn’t save Packer from kidney failure. He died at the age of 68 in his house in the Australian capital, Sydney.

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Casino in Macau (David [Public domain], via Wikimedia Commons)

Biggest casino winners ever #2: Cynthia Jay Brennan, $34 million

Cynthia Jay Brennan from California worked as a barista in a local Las Vegas casino when her life changed in 2000. Having tried her luck in slots, the woman managed to win amazing $34,959,458 in a Megabucks machine.

Despite hitting a jackpot, Cynthia didn’t quit her job immediately. She decided to stay for another week to find and train a replacement for her position. Then she got married and went to Fiji with her husband, as finally, they could afford an expensive honeymoon trip. Also, the woman paid her family’s debts and planned to build a new house but the things changed suddenly.

Nine weeks after her victory in the casino, Jay Brennan survived a car accident that took her sister’s life. As a result, she became paralyzed from the chest to legs and she’s unlikely to walk again ever. But Cynthia is happy that her jackpot allows her to pay for her medicine and physical therapy. Also, the woman gives money to people who suffer from the same problem and to charities.

Online gambling can be profitable too – especially at Bovada

Biggest casino winners ever #1: a young engineer, $39 million

An anonymous software engineer from LA won $39,713 982.25 in Excalibur casino in Vegas in 2003. The 25-years-old man preferred to stay away from publicity and wished to be known as “a young engineer” who was lucky enough to change his life.

The man didn’t take all his money at once but decided to receive it in parts. He asked casino management to transfer him $1.5 million annually, which he would spend with a cold mind. This year, Excalibur casino sent the lucky man his 16th part of the jackpot out of 26. It means that “a young engineer” keeps his word and is happily living somewhere on this planet.

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