Roulette is incredibly exciting. Individuals, wagering on whether or little round ball will land on the number(s) they have chosen once the wheel stops, stand to win a lot of money. The opportunity to secure a big payout without having to go ‘head to head’ with an opponent or memorizing and utilizing some complicated strategy is part of what makes roulette so much fun. The fact that anyone can be successful creates a sense of “why not me” amongst players and generates a ton of excitement. Below, we will chronicle several people who have experienced big wins playing roulette. These individuals come from all walks of life. Some were betting in need of a big win, while others had money to spare and simply wanted to see what would become of their roulette wager. What each of these persons had in common was that they did win big and now have major bragging rights and a great story to share with their family and friends.

5 Best stories about roulette winning:

Story #1: English computer programmer wins big!

This is one of the most well known roulette winning stories. A man by the name of Chris Boyd was a computer programmer who hailed from England. Boyd saved up $220,000 for the sole purpose of betting it all in a single roulette game. His aim was to visit Las Vegas and risk it all on a single spin. It took him just three years to save the money (he must have been a very successful computer programmer!).

Once he had enough money saved, the next step was to find a casino that would be willing to accept his bet. Most casinos have limits to the amount of money a person can wager on a single bet. Binion Horseshoe was willing to take his bet. They also made a rather large concession. They agreed to use a single zero wheel since that was the version of the wheel used in his native

England. Boyd would wager on red. The ball landed on the number 7 and on the color red. He won $220,000. What happened next was shocking. He requested that the money be placed in the casino’s cage. He also gave up gambling.

Monte Carlo

This isn’t a story of a casino robbery but Joseph Jaggers won so much money in 1873, that he might as well have robbed a Monte Carlo casino. Jaggers took home $325,000. This is an incredible amount of money regardless of the time period, but especially so in 1873. Joseph Jaggers used a biased wheel strategy, watching the wheel, looking for consistencies. Back then, the wheels could very easily have biases based on how they were built and because of normal wear and tear. Because of this, certain numbers sometimes ended up being more favored by the wheel than others. Today, this scenario would be highly unlikely due to the technology used to craft roulette wheels.

Monte Carlo

Between 1904 and 1911, William Darnborough took on a casino in Monte Carlo. He would end up winning nearly $500,000. The money he used to challenge the casino in roulette was won by playing the game throughout the United States. Though his fortune won from playing the game may convince some that he was either a fortune teller or a cheat, he was neither (at least as far as anyone knows). He was very adept at being able to guess where the wheel would stop. He would study the wheel and then was able to make surprisingly accurate guesses. After winning the large sum of money at Monte Carlo, he would go on to marry, quit gambling and lived a charmed life in England.

Story #4: Billy Walter and Team Win Millions

Billy Walter and his roulette team won $5 million from various casinos in Las Vegas between the years 1986 and 1989.

Story #5: The “Bum” and the $100,000 Bet

As the story goes, a man dressed in clothes that would make most assume that he was a bum, walked into a casino and pulled out a bag. In it contained $100,000. He took it out and wagered it all on red, after watching the wheel for some time. He won and took home $200,000. A few years later he would again enter the casino, this time dressed nicely and with $600,000. He would wager it all on red and again won, never to enter the casino again.

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