There will always be those who want to take things to the next level in gambling. These people will bet on anything, no matter how ridiculous it appears.
While most of us believe that betting on the weather is too risky, some are more than willing to put their money where their mouth is. Here are some of the most outlandish wagers ever made:
All boxing Promotions vs. Golden Boy Promotions
Boxing promoters Oscar De La Hoya and Richard Schaefer bet on the outcome of the Mayweather-Cotto fight in 2012. The loser would be forced to wear the other person’s promotional T-shirt.
Mayweather won the fight, and Schaefer was forced to wear a Golden Boy Promotions T-shirt.
The giant poker pot in history
Tom Dwan and Paul Phua, two professional poker players, went heads-up in a $1 million pot in 2014. This is the giant poker pot in history.
During a high-stakes No-Limit Texas Hold ’em game, the wager was made at the Aria Resort & Casino in Las Vegas.
McIlroy, Magic
Rory McIlroy beat Lee Westwood in 2011, and he would win a major championship before the Englishman.
As it turns out, McIlroy won the US Open in 2012, while Westwood has yet to win a major championship. The wager was for $170,000, with all proceeds going to charity.
The Super Bowl
This one is a little more recent, but James Holzhauer bet on the outcome of the Super Bowl in 2018. He bet $5,000 on the Rams, scoring a touchdown in the first quarter.
Despite what appeared to be a long shot at the time, the Rams scored a touchdown in the first quarter, and Holzhauer won his bet.
Red or black?
Ashley Revell sold everything he owned in 2012 and staked it all on red at the roulette table. He eventually won his bet and walked away with $135,000.
While this isn’t the most insane bet ever made, it takes a lot of guts to bet everything you own on one spin of the wheel.
The $1,000,000 Tweet
Justin Bieber bet Twitter co-founder Biz Stone that he would reach one million followers on the social media platform in two weeks in 2013.
Bieber not only met his goal, but he did so in less than a week. As a result, Stone was forced to make a $10,000 donation to a charity of Bieber’s choosing.
Stunning Swiss
In 2006, Urs Weiss, a Swiss citizen, bet that the Swiss franc would rise against the euro. He was ultimately correct and won $1.1 million.
While most people would be happy with a few hundred dollars from a bet, Weissli turned his chance into a life-changing payday.
The Million-Dollar Gamble
In 2008, hedge fund manager John Paulson bet on the housing market collapse.
He was correct, and his bet resulted in a $1 billion profit. This shows that even the most insane bets can pay off big time.
The Canine Residence
Two British gamblers bet on which of their dogs would be the first to die in 2006. Unfortunately, one of the men’s dogs died only two days after making a bet.
He eventually won the bet, but it’s safe to say it wasn’t a comfortable victory.
The Forecaster
In 2003, a man in the United Kingdom wagered that it would snow on Christmas Day. When the weatherman predicted a 60% chance of snow, the man accepted his offer and put down £5,000 (approximately $7,500).
Fortunately, it snowed, and he won the bet.
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The Horse Who Was Disqualified
A man in the United Kingdom bet on a horse named “Rule the World” to win the Grand National in 2008. The horse eventually won the race but was disqualified due to technicality.
The man was eventually able to get his money back, but only after a lengthy legal battle.
The Lost Ring
In 2006, a woman in the United States bet her husband that he would be unable to locate their wedding ring. He eventually found it, but it cost him $5,000.
The ring was hidden in a jar of peanut butter by the woman.
The Gamble on the End of the World
A man in the United Kingdom bet in 2012 that the world would end before December 21st, 2012. He won the bet and received £120,000 (approximately $180,000) when the world did not end.
The man followed the Mayan calendar and was convinced that the world would end on that date.
Roger Federer’s Miracle
A man in the United Kingdom bet in 2005 that Roger Federer would win Wimbledon by the age of 25. Federer was 22 years old at the time and had never won Wimbledon.
When Federer won Wimbledon in 2009, the odds bet against him.
Champion Fate
In 2001, a woman in the United States wagered $5,000 on Tiger Woods winning the Masters. Woods was only 21 years old and had never won the Masters.
When Woods won the Masters in 2005, the woman beat her bet.
Final Thoughts
While most of us would consider these wagers too risky, some are willing to put their money where their mouth is. What do you think is the most insane bet you’ve ever heard of?