Best Gambler Of All Time

Top 7 Most Famous US Gamblers Of All Time Amarillo Slim. Amarillo Slim is the best gambler ever. No one else comes close. Slim was a professional poker player. One of the biggest pulls of gambling is the classic ‘“rags to riches” story. No one more than. Roberts rivals Fats as the most charismatic and entertaining pool shark of all time, except that Fats was, well fat, while Roberts looked and acted like the young, hip Elvis. Pool legend Willie 'Mr. Pocket Billiards' Mosconi had a cameo in the 1961 movie The Hustler, one of the best sports movies of all time. It starred Paul Newman as a young. His net worth is estimated at $200 million. He has Hollywood celebrities like Bruce Willis and Ashton Kutcher running his errands. Billy has been winning sports bets consistently for 30+ years and thus he is among the best gamblers of all time.

Over the years, gambling has become glamorized on the silver screen. Hollywood has captivated audiences by crafting characters who play big hands and routinely fritter away millions of pounds.

Whether it is roulette, blackjack, or poker, the stakes usually couldn’t be much higher. More often than not, there is a twist in the tale and things aren’t always as straightforward as they should be. In this article, we look back at some of the most iconic fictional gamblers of all time.

Le Chiffre in Casino Royale (2006)

James Bond takes centre stage in Casino Royale, but the man with the gambling prowess is the villain of the piece, Le Chiffre. Translating as ‘The Cypher’, Le Chiffre specializes in poker.

In the film, Le Chiffre, played by Mads Mikkelsen, decides to invest huge sums of money in a plot to short the stock of an airline company. However, 007 is determined to do everything in his power to prevent Le Chiffre from getting away with it.

Bret Maverick in Maverick (1994)

Typically, Western films involve shoot-ups and cowboys playing card games with accusations of cheating being thrown about. In Maverick, Bret Maverick, who is played by Mel Gibson, is a card-playing conman who does everything he can to enter a high-stakes poker tournament.

Together with his fellow con artist Anabelle, he travels across the US to make enough money to pay for the tournament’s entrance fee. His aim isn’t just to win, but to prove that he is the best poker player of all time.

Best Gamblers In The World

Jim Bennett in The Gambler (2014)

Played by Mark Wahlberg, Jim Bennett is a professor of literature who follows an intriguing life philosophy that has seen him become addicted to gambling. He believes that you either have everything or nothing at all, and this leads him to a slippery slope betting ridiculously at casinos.

In the end, Bennett finds himself mired in debt and he owes money to a lot of people. He is faced with a week’s deadline to pay up – or else he risks losing his life.

Alan Garner in The Hangover (2009)

The Hangover series provides a lot of hilarity, and essentially nothing could be truer than the saying: “What happens in Vegas stays in Vegas!” Of all the characters, Alan Garner, played by Zach Galifianakis, is perhaps the most hapless.

Revolving around three friends battling a hangover to overcome memory loss, there is one scene in which the gang have to get their hands on $80,000, and this quickly leads them to the blackjack table in Vegas. Alan proves to be rather canny at blackjack and he helps his wayward friends settle their debts.

Dan Mahowny in Owning Mahowny (2003)

Another gambling film based loosely on real events, this sees a Canadian bank employee embezzle over $10m to gamble with. As Dan Mahowny (Philip Seymour Hoffman) begins to steal larger and larger amounts, people quickly begin to get very suspicious.

Best Sports Gambler Of All Time

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Life itself is a gamble, but only a few people turn gambling into a career. Well, taking gambling as a career is a serious and dangerous decision as most people don’t make it. You have to be prepared for big losses, some, too big to recover from. However, if lady luck looks nicely on you, you may just become the next billionaire. Some people take these big risks, but out of the thousands that win and lose big in casinos every year, only a few become popular because they just don’t seem to care about their losses. Here is a look at 10 people that changed the gambling industry forever.

Bill Benter

Benter is considered the richest Gambler in the world with an estimated net worth of $1 billion, although there are claims that he may be worth way more than that. He studied physics in Pennsylvania, but instead of pursuing conventional physics-related careers, he decided to use mathematics to beat the house in poker.

He became a Blackjack Hall of Famer and won almost every blackjack table in Vegas, which led to his being banned from Vegas Casinos. He switched to horse racing in Hong Kong and even created software used in predicting the result of horse races. His software is rated one of the best analytical software in the world, and it has since earned him billions in winnings. He now focuses on his foundation, which is focused on charity.

Kerry Packer

Most Australians knew Packer as the media mogul and the father of the World Cricket Series, but Packer was a very different man when you ask London Casino owners. He expanded his $100 million inheritance by investing and gambling, although he tried hard to keep the media off his gambling affairs.

He is reported to have lost an estimated $25 million in a week in London casinos, making it the biggest loss ever made in London. He also won $7 and $33 million in the same week in London, crippling casino profits by a huge margin. The most famous loss he made was $15 million on consecutive bets at Roulette tables.

King Henry VII

Yes, this ancient name also went into history as England’s Number One Gambler. It is said that Henry preferred staying his nights with gamblers in the casinos rather than the royal palace. He liked playing dice, some form of checkers gambling, and Bragg, which later evolved into poker. The only problem with Henry’s gambling is that he became addicted, and it was the crown’s money he was using to bet.

The crown soon accumulated gambling debts, and the taxpayers had to pay, meaning his gambling hurt the whole nation. The cool thing about this king is that he didn’t discriminate against his opponents as he gambled with royals and commoners equally.

Phil Ivey

Now to the king of poker tournaments, casino gaming, and online gambling. He still holds the record of being the youngest person to win a WSOP bracelet, of which he currently holds 10. His winning streaks have earned him over $100 million in net worth, although not much is known about his revenue since he stepped back from the limelight in 2012 after he lost $11 million winnings after a casino accused him of edge sorting.

He started playing poker at age 8 and went pro before he even became an adult using a fake ID in Atlantic city. He held the record for the biggest winnings ever in online casinos at $19 million, although someone has since beat him to that. He is still believed to be the best online poker player in the world.

Edward Thorp

Mathematicians are some of the toughest opponents to go against when gambling and Edward Throp happens to be one of them. He wrote the book Beating The Dealer, still considered the bible of card counting. He took to gambling after leaving his career as a professor of mathematics and focused on using computers to tilt the odds in card counting against the house in the gambler’s favour. His speciality in gaining an advantage over the house has won him nearly $1B in net worth at age 87. His books and techniques continue to earn him money as he is now consulted by many gamblers and casinos on laying odds and investment banking.

Terrance Wanatabe

Gambling big doesn’t mean you always win; sometimes, you lose everything you have and become forgotten. Wanatabe was a millionaire from Omaha Neb, who contributed to nearly 6% of a casino company’s profits in 2009 after losing nearly $130 million. He is allegedly still battling in court with the same casino over an alleged $14 million debt, which the casino loaned him to continue gambling. His history with gambling is not very clear, but his losses point to addiction rather than being a good gambler. He is still known as the biggest loser ever in Vegas history. His gambling career also seems to have died with his losses since he is not linked to any big bets afterwards.

Richard Nixon

Richard Nixon makes it in this list because he is the only man that played his way into becoming the leader of the free world. Donald Trump owns the houses, which helped him raise funds for his campaign but not Nixon. The US’s most controversial president literally gambled his way into the white house. His winning streak is not exactly a public record, but he probably had some huge wins. One of his biggest winnings was an expensive sports car from President Ronald Reagan after he beat him in a poker game. He used his networks and winnings from gambling to fund his campaign.

Chris Moneymaker

Online poker is now the largest gambling industry in the world, which is why we can’t forget the father of the online poker boom Chris Moneymaker. He hasn’t exactly become a billionaire yet, but he is still the name every online casino doesn’t enjoy hosting. He became famous after signing up for the WSOP with $40 in 2003 and going ahead to win the bracelet and $2.5 million. He was probably the first poker amateur to win the bracelet. His win inspired millions of people to flood the online poker industry, although no one has ever become a legend like him.

Billy Walters

Billy’s story doesn’t end so well at the moment, but it is impossible to talk about sports betting without mentioning his name. His story now sounds more like, from rags to Las Vegas, to riches, then currently, to prison for insider trading. He developed his interest in sports betting at a young age as a boy growing up with his grandmother in Kentucky. He proceeded to bet at age 9 and open an illegal gambling business, from where he moved to Las Vegas after the authorities ordered him to close.

When he took up gambling as a career, he went on a nearly three-decades-long winning streak betting on different kinds of sports in Las Vegas, becoming a millionaire while at it. He was, however, arrested for insider trading after winning $40 million and sentenced to five years in prison, which he is yet to complete.

Zeljko Ranogajec

We close the list with one of Australia’s most secretive and equally controversial gamblers. His net worth is not really known, but some people say he may well be richer than Billy Benter. His gambling career started when he dropped out of college to pursue a career at blackjack tables. He had two great advantages that have seen him become the best; A photographic memory and a deep understanding of mathematics that always helps him find an edge against the house. His winnings got scary in the casinos leading to his being banned. He also resorted to horse racing and Keno, setting a world record of winning $7.5 million in Keno. He is still a big name in gambling, although he prefers a low profile.