Luckiest Roulette Winners of All Time: The Top 3 - The Stratford Observer
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16th Aug, 2022

Luckiest Roulette Winners of All Time: The Top 3

Editorial Correspondent 14th Feb, 2022 Updated: 14th Feb, 2022

There are some people who seem to have all the luck in the world. They always seem to be in the right place at the right time, and they always manage to come out on top. These people are often called “lucky,” but is there really such a thing as luck? Or is it just a matter of being in the right place at the right time? In this blog post, we will take a look at some of history’s luckiest roulette winners that will make you wonder how to get the biggest wins in roulette.

1. Chris Boyd – $440,000 (1994, Las Vegas)

Chris Boyd was simply an average guy who had won one of the most massive roulette payouts ever. He has a comparable tale to the individual below in that he too decided to go all out in Las Vegas – but it wasn’t quite like that.

Boyd wagered $220,000 that he was able to save over the course of three years. Most casinos refused to accept such a large single bet payment, but Binion’s Horseshoe Club accepted it. In typical situations, they would only take bets up to $100,000; however, this was no ordinary day. After all, who wouldn’t be suspicious if your average guy showed up to a casino wanted to blow that kind of money in one night?

At the time of this roulette spin, Boyd had placed all $220,000 on red. Much to his surprise, the result of that spin was 7 red, meaning he had just doubled his bet! After such a successful 90s night out in Las Vegas, Boyd cashed out and went home with a whopping $440,000.

2. Sir Philip Green – $3.6 million (2004, Mayfair, UK)

British billionaire Sir Philip Green is one of the wealthiest men in the United Kingdom, with a reported net worth of $2.4 billion as of 2021, as reported by Forbes. His fortune comes from multiple businesses that he owns or has an interest in, including Topshop and Arcadia Group. He also invests heavily in real estate around the world and is known as the “King of Retail.”

Green’s massive wealth gives him enough money to buy anything he wants – which explains why he was able to bet big when he visited the Mayfair Club in London for some roulette action. On one single spin, he wagered £500,000 (approximately $680,000 at the time) and walked away with a cool £2 million in profit within just a few hours!

While Green may have been celebrating his big win, the casino wasn’t so happy about it. In fact, Green’s big win hit the casino so hard that they issued a warning to all their customers that they would no longer be able to offer such high table limits. But wait, if you thought this roulette win was crazy, you are in for a surprise with the next one!

3. Charles Wells – $11 million (1892, Monte Carlo)

Unlike other winners on this list, Wells was a criminal, known for being a smart conman.

Charles Wells first got his start as a small-time thief in London during the 1860s. After getting caught and doing some time in jail, he moved to France. While many people would be inclined to believe that Wells scammed his way into this big winning, the casino claimed otherwise.

However, what is made clear from the evidence is that Charles Wells was a serial scammer and gambler who often paid off his debts with counterfeit money or by pretending he didn’t have any at all! He also had multiple aliases for different casinos throughout Europe so that when people saw him there would be no record of him playing before (or winning).

While Wells may have been lucky on this night, he found himself locked up in prison just 8 years later. Much like many big-time gamblers, Wells found himself broke before dying in poverty in 1922.

Although this story ends suddenly and in a less exciting way, there is no denying that Charles Wells is one of the biggest roulette winners ever recorded that deserves his place on our list.

Final Thoughts

As you can see, these three individuals have some pretty amazing stories (and luck) behind their big roulette payouts. Do any of them inspire you to try your hand at this exciting game? Who knows, we could be seeing your name in the Stratford news! But remember, play safe and know your limits!

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