In 1987, Walters stopped all gambling other than sports betting and returned to his roots in business. Walters (born July 15, 1946) is an American entrepreneur, philanthropist, and retired professional gambler widely regarded as among the most successful sports bettors in Las Vegas, having a winning streak which extended for over 30 years. He finally departed for England after the casino switched the wheels around overnight. Jagger used his insider knowledge to win £65,000 pounds over several days. In 2018 he was the subject of a biography by his great-great niece Anne Fletcher. He used his winnings to buy property in Bradford. Joseph Hobson Jagger (2 September 1830 – 25 April 1892) was an English textile industry businessman from Yorkshire, who in around 1881 is said to have “broken the bank at Monte Carlo” by identifying and exploiting biases in the wheels of the roulette tables there. Each of these players crushed casinos and became legends in the process. A few of these same players even mastered wheel bias en route to winning guaranteed profits.īelow, I’m going to discuss seven of the biggest roulette winners in history. In fact, some gamblers have won seven figures through this game. However, it has still made plenty of people rich. Roulette may not have the jackpot potential of slot machines or Caribbean stud.

Biggest roulette win