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Multi-Million Dollar Bets — The Biggest Sports Wagers Ever Made

While most of us are fine with a cheeky fiver on the races or the odd Saturday afternoon acca, certain people prefer to wager multi-mullion sums of money. Of course, these are extremely wealthy people who can afford to lose so much money in the first place, but it must be a daunting experience to put down such a large sum of money. In this post, we will talk about the largest bets we could discover, with a minimum wager amount of roughly $1,000,000. We will also show the faces of the people behind the bets. So keep reading before leading to the most online betting app in India. We have a lot of interesting facts to surprise you.

  1. Drake

  • Bet — $2,000,000

Most people know who Drake is. The Canadian is one of the world’s most successful rappers. However, apart from his career as a singer, Drake also enjoys betting large sums of money. He is well known for losing a lot of money, and the “curse of Drake” became somewhat of an industry joke for a time. It even led to sports teams/people being barred from seeing him before key events in case his curse influenced the outcome.

  1. Jim “Mattress Mack” McIngvale

  • Bet — $13,000,000

Jim “Mattress Mack” McIngvale is a furniture company owner in Texas, USA, who was formerly renowned for wacky TV commercials and catchphrases. However, he is now nearly as well known as a high-stakes sports betting. His massive wagers often generate headlines, yet he does not take the kind of risk you would expect. Mack hedges his bets with retail promotions, so that even if he fails, his business gains. He’s renowned for it. In 2022, he earned a record $75 million World Series reward, which has yet to be surpassed.

  1. Tony Bloom

  • Bet — £400,000

Tony Bloom is most known today as the owner of Brighton and Hove Albion Football Club, although his background is in the gambling business. He began in banking but was always a keen wager, so he rapidly transitioned into sports data analysis, providing consumers with detailed statistical prognostic information. He still makes his own bets, but most of them are kept under wraps by his high-stakes syndicate, Star Lizard. Bloom was an extremely successful poker player in his younger years and now owned racehorses.

  1. Billy Walters

  • Bet — $3,500,000

Billy Walters, a lifelong gambler, was born poor, made a fortune selling automobiles, and lost a fortune playing blackjack and roulette at casinos. Then he got his mind around sports betting and started wagering on a large basis.

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The guy has the resources to shift the line where he wants it with his own bets, and he understands how to capitalize on odds fluctuations as they occur. Billy Walters is so feared by the bookmakers that he needs to put bets via other persons in order for them to be made at all, which is why he is so secretive about his bets.

  1. Dave “Vegas Dave” Oancea

  • Bet — $305,000

Dave Oancea is not a popular figure in the betting industry, and many have accused him of being a liar and a fraudster, but whatever your opinion of him, he has been confirmed to have made some of the largest sports bets in history. He no longer bets himself but instead offers choices for hundreds of thousands of dollars to fresh punters who are all sold on the promise of earning a fortune with Vegas Dave’s guidance.

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Whether or not he is a smart sports bettor is debatable, the man has a lot of money, and therefore his marketing abilities are undeniably good.

  1. David Portnoy

  • Bet —  $1,000,000

Dave Portnoy is the creator and proprietor of perhaps the most popular online sports site in America. The man definitely knows a thing or two about sports. Being a betting specialist, he actively uses his knowledge to bet on various sports, such as basketball, football, golf, and ice hockey. He came to the limelight in 2024 after an incredible winning streak in which he was winning more than $1 million every month in the first three months of the year.

Portnoy enjoys betting large on favorites, particularly those he believes are just too excellent to lose, and he usually places such bets soon before the tournament starts, balancing timing to receive the greatest odds while still having enough time to analyze the chances himself.

Final Say!

These are just a few names of sports betting celebrities who were courageous enough to place multi-million bets and try their luck. This is not the best approach to follow. We recommend that you balance your wagers smartly.