In the small space of 18 seconds, Nakowa (gambling under the name Charlotte) won more than 1,000 bitcoins ( $123,000) in 10 rolls. To put that into some context, that’s about $6,833 per second. The world’s biggest known accumulator win came in March 2011 in the UK, when plumbing engineer Steve Whiteley managed to win a staggering £1.45 million from a noble £2 bet. 1. Cynthia Jay Brennan / $34,959,458.56 / Las Vegas, NV / 2000. In 2000, Cynthia Jay Brennan, a cocktail waitress, became one of the luckiest people in the world when she won the largest Megabucks... Top 5 Biggest Wins in Betting History From 50p bets to thousands in a leap of faith for their favourite teams. These betters had luck on their side when they decided to head to the bookies, resulting in five of the biggest wins in gambling history. Cynthia Jay was a cocktail waitress at the Monte Carlo casino in Las Vegas. On January 26, 2000, while celebrating her future mother-in-law’s birthday, Jay took a shot at the Megabucks slot machine, a state-wide lottery jackpot that had rolled over for quite a while. On her ninth pull, she won $34,959,458.56—at the time the largest Megabucks With 11-seed Loyola-Chicago just missing becoming the biggest NCAA Tournament longshot to win a title, it got us as TheLines thinking: “Well, who are the biggest longshots in sports betting history?”. Not all longshots are created equal. Some of these selections were no-brainers, etched in gambling lore forever. Others were a little more under-the-radar, but still bore note-worthy » Biggest Wins ; Gambling’s Biggest Betting Wins. Sitting down at a poker table or slot machine is exhilarating. Adrenaline is rushing and the hopes of hitting the big win are high. Some will walk away with an experience and no more than that. Others will not only have their experience, but through luck and skill, will have some new money in Just on the 9th try, she won $34.95 million, which is the biggest Megabucks Jackpot in history at that time. Cynthia happily quitted her job, married the love of her life, and decided to travel around the world. Gambling. Sport. The UK's biggest betting wins - and those who have come agonisingly close to making a fortune In one of the great moments in horse racing history Frankie Dettori defied odds Charles Barkley is a lot like Phil Mickelson, he is widely known for his success in his sport but they are popular amongst others for their gambling habits. Barkley talks a lot about his losses and wins but one of his biggest wins came when he placed $500,000 on the New England Patriots to win the Super Bowl in 2002.
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