All of us dream about it because we carefully pick the odds, select our staff, place wagers, and see bated breath. Since the final whistle blows, we fantasize it also signals the triumph of a lifetime. Wouldn’t that be something?
For some lucky bettors, it’s more than only a sweet sports betting dream. We have a look at a few of the most famous and greatest wins in sports gambling history.
Grandpa Makes a Potential Bet to Beat Them All
Football is the UK’s hottest sport by much, and if Harry Wilson was born, grandfather Peter Edward was sure the boy was destined for glory on the pitch.
So sure in fact that, in 2000 (when Harry was still a toddler), Mr. Edwards went to the bookmakers and put a #50 bet (roughly $67) the boy would play Wales, his national team. The chances were a small long shot at 2,500-1, but he was certain it would pay off.
Fast forward to October 15th, 2013, and 16-year-old Harry was sitting on the seat for Wales. In the 87th minute of this World Cup qualifier against Belgium, Harry was hauled in as a replacement for Hal Robson-Kanu.
Harry not only broke the record to become the youngest player to represent his country on the pitch, but he also left his grandfather a wealthy man. The 13-year-old wager won his grandfather a clear amount of #150,000.
A Fast and Furious Future Bet
In 1998 Richard Hopkins had a similar foresight when he was observing his son, Evan, race a young Lewis Hamilton at a go-karting track. Convinced the youthful Hamilton had a fast future ahead of him, Hopkins put three separate bets on the rising racing celebrity.
The first was a #200 ($270) bet that Hamilton would acquire the Formula 1 before he turned 23, and a further #100 bet he could be World Champion by 25. Hopkins was so certain of his predictions, he put an extra next bet of #50 which Hamilton could attain both.
Hamilton made Hopkins #40,000 richer when he won the Canadian Grand Prix in 2007 at the age of 22, and 50,000 wealthier when he clinched first place from the Brazilian Grand Prix in 2008, at 24. This meant that Hopkins’ third bet bagged him an additional #75,000.
All Mayweather’s Sports Bets
The most notorious sports bettor now is boxing legend Floyd Mayweather. Famous because of his massive sports bets, he’s been proven to reap hundreds of thousands (sometimes even millions of dollars) on single events. As the highest paid sports star of all time, he has plenty of spare cash to play .
At the end of the 4th quarter, Mayweather collected a cool $1.4 million!
His biggest bet so far was in 2014, when he bet a whopping $815,000 about the Denver Broncos to beat the New York Jets with a 7.5 point spread. A touchdown by the Broncos put them up by 14, clear of the necessary points. In the conclusion of the 4th quarter, Mayweather collected a cool $1.4 million!
The Legend That’s Billy Walters
No listing of extremes in sport gambling would be complete without mentioning Billy Walters. Before Billy Walters had been given his 5-year prison sentence and a $10 million fine to insider trading, Billy was the most infamous sports bettor of time. His big stakes were feared from the sportsbooks that he was actually banned from wagering.
One of his most remarkable bets was around the 2010 Super Bowl, when he put down $3.5million on New Orleans Saints to beat the Indianapolis Colts. The Saints were the underdogs entering the match with the Colts looking unbeatable, but Billy’s figures and stats all pointed to the Saints as the favorites. He travelled with it, and it paid off. Nobody knows just how much Walter raked in exactly, but we’re pretty sure it was a hefty sum!
Charles Barkley’s Super Bowl Win
Taking his seat in the game gambling hall of fame is the NBA legend turned into sports announcer, Charles Barkley. While he is best-known because of his gambling losses (reportedly totaling nearly $30 million), it had been his big win after the Super Bowl 36 that caused quite a stir.
By wagering half a million on the underdog New England Patriots to beat St. Louis Rams, and an additional $50,000 on the moneyline, Barkley won both stakes.
The controversy arose in the small fact that Barkley didn’t have enough credit at the Mandalay Bay sportsbook to cover the bet, and hadn’t signed a marker. Obviously, the sportsbook were loath to pay out, but finally gave in and Barkley banked his 800,000 win.
What is Your Biggest Win?
Ever make a bet that made you the protagonist (or the envy) of your betting buddies? Tell us all about it in the comments below!

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