The World’s Biggest Gamblers of All Time

Biggest Gamblers of All Time

Many gamblers in the world grew their big names for various reasons.  Gamblers all over the world keep an eye on their ways to know what tricks they used to grow their audience as well as following. But wait! We are not saying you follow what they did. Some of them became popular through cheating while others hustled their way up.

Below is a list of the world biggest gamblers of all time.

Archie Karas

Among the greatest and most famous gamblers in the world, Archie Karas appears in the top List. It’s no doubt that Archie has been a lucky winner of huge amounts of dollars. Of course, he has also lost millions of dollars that many people will never see in their lives.

Surprisingly, Archie is a Greek-American who fled his home country to America when he was only 15. In America, he devoted himself by working on odd jobs such as a waiter in restaurants. From there, he used the few bucks he earned in developing his gambling skills.

In 1995, he won 40 million USD using 50 USD- the longest and the largest winning streak that has been ever recorded.

Kerry Packer

Kerry Packer was a successful Australian businessman who loved to gamble. However, many people don’t remember him for being a credited business; they remember his love for gambling. Unfortunately, he died when he was 68 in 2005.

Kerry loved horse racing gambling where he could place the largest bets from all over the world. You won’t believe that he risked for the highest possible stakes. Not to mention that he incurred great losses and also won big millions of dollars now and then.

His greatness in gambling made a dealer smash a lock to where the mogul seat was reserved to allow him in after one of the staff misplaced the keys.

Nick Dandolos

Nick Dandolos was brought up in Greece hence the name Nick the Greek. He was also known as the king of gamblers, born in 1983 and raised in a wealthy family. He left his country and settled in Chicago, USA. His parents offered him hefty allowances.

After Chicago, he moved to Montreal where started horse racing bets. Fortunately, he succeeded in that field where he won large sums of money. However, he returned to Chicago where he lost all his money through playing cards and dice games.

He recovered from his big loss by winning gameplay. He said that he continuously lost and won, moving from rags to riches severally.

Zhenli Ye Gon

Here comes a Chinese-Mexican businessman, Zhenli Ye Gon, who was born in Shanghai. He holds a great reputation of the Mexican meth trade. Back in 2007, the police stormed into his mansion in Mexico City and found whooping 200 million dollars lying there.

Though Zhenli’s gambling days are now gone, he didn’t hesitate to leave a stunning and sizeable $120 million “donation.”

It was reported that Zhenlin was such a generous and esteemed Venetian Resort Hotel Casino’s client that he received a consolation fee of a Rolls Royce.

Wild Bill Hickok

Many people knew him as Wild Bill, but his original name was James Butler Hickok. He was a gambler as well as lawman and gunfighter. He is one of the famous gamblers that ever lived from America Old West era.

Wild Bill loved playing pokers and he was an expert until he was recorded into the Hall of Fame after he died.

He was shot in the head at his favorite saloon bar while playing poker with his opponent, Jack McCall, who was said he had lost lots of dollars to Hickok. He died while holding a two pair- aces and eights.

Billy Walters

Billy Walters is a US gambling legend who started his gambling journey when he was nine years. Surprisingly, he placed a bet on 1995 World Series using his paper round money. His betting skills grew continuously day after day until he could wager millions every week.

Besides his skills, Billy could hire industry insiders and math experts to help him in staking thousands of dollars each year. That explains why he always succeeded in each bet that he could place on an account. And for that reasons, he is entitled as the US gambling legend.

Brian Molony

Brain Molony is one of the gamblers who became popular for the wrong reasons. In fact, he frequently made headlines because of his poor gambling practices. You won’t believe that he once misappropriated more than 10 million dollars to fund his Atlantic City casino trips. Unluckily, he could lose the money quickly.

He continued to plunder money till he was exposed in April 1982. He was arrested. Crazily, he lost approximately $1 million a day before his arrest at Caesars. He was entitled to two and a half years’ imprisonment. His story was spectacular that a book-Stung- was written about him. Also, a movie called Owning Mahowny was developed from his story.

Jon Heywood

Unlike any of the previously mentioned gambler Jon Heywood made his fortune online. He was lucky enough to hit the crazy jackpot filled with 17,879,645.12 EUROS at Betway Casino in 2015 at the young age of 26. This incredible number had never been won before and Jon became a true legend. Curious to know on which game you can make this insane fortune? It’s Mega Moolah progressive jackpot pokie game with a wild African Safari theme that has been the most successful game produced by the one and only Microgaming casino software provider. Jon is a modest guy and invested his fortune wisely and carefully without any scandals. Well done and may we all be lucky like Jon!


If you are a gambling enthusiast, then you should have heard about the above individuals. And if you feel that gambling flows in your bloodstream, then you can read further on their stories and see what you can learn from them. Maybe you can be the next maestro in gambling, whether you like to go out to actual casinos or prefer playing at worldwide and NZ online casinos from the comfort of your home.

Last Updated: April 26, 2022