All of us dream about it as we carefully pick the odds, select our team, place wagers, and watch with bated breath. As the final whistle blows, we fantasize that it also indicates the win 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 betting history.
Grandpa Makes a Bet to Beat Them All
Soccer is the UK’s most popular 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 into the bookmakers and put a #50 wager (roughly $67) that the boy could play for Wales, his national group. 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 the World Cup qualifier against Belgium, Harry was pulled in as a substitute 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 tidy sum of 150,000.
A Quick and Furious Future Bet
In 1998 Richard Hopkins had a similar foresight when he had been observing his son, Evan, race a young Lewis Hamilton at a go-karting track. Convinced the youthful Hamilton had a speedy future before him, Hopkins put three different bets on the rising racing celebrity.
The first was a #200 ($270) bet that Hamilton would win the Formula 1 before he turned 23, and an additional #100 bet that he could be World Champion by 25. Hopkins was so certain of his predictions, so he placed an additional 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 age 22, and #50,000 richer when he clinched first place in the Brazilian Grand Prix in 2008, at 24. This meant that Hopkins’ third wager bagged him an additional #75,000.
All of Mayweather’s Sports Bets
The most notorious sports bettor today is boxing legend Floyd Mayweather. Famous because of his massive sports bets, he has been known to reap hundreds of thousands (sometimes even millions of dollars) on single occasions. As the highest paid sports superstar 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 on the Denver Broncos to beat the New York Jets with a 7.5 point spread. A touchdown from the Broncos put them up by 14, clear of the necessary points. At the conclusion of the 4th quarter, Mayweather gathered a cool $1.4 million!
The Legend That’s Billy Walters
No listing of extremes in sport betting would be complete without mentioning Billy Walters. Before Billy Walters was awarded his 5-year prison sentence and a $10 million fine for insider trading, Billy was the most notorious sports bettor of all time. His enormous stakes were feared from the sportsbooks he was actually banned from wagering.
Among the most impressive 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 going into the game with the Colts looking unbeatable, but Billy’s stats and figures all pointed to the Saints as the favorites. He travelled with it, and it paid off. No one knows how much Walter raked in exactly, but we’re pretty sure that it was a hefty sum!
Charles Barkley’s Super Bowl Win
Taking his seat in the sport gambling hall of fame is that the NBA legend turned sports announcer, Charles Barkley. While he is best-known because of his betting 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 around the underdog New England Patriots to beat St. Louis Rams, plus an additional $50,000 on the moneyline, Barkley won both stakes.
The controversy arose from the little fact that Barkley did not have sufficient credit in the Mandalay Bay sportsbook to cover the bet, and had not signed a mark. Of course, that 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 that the protagonist (or even the envy) of your betting buddies? Tell us about it in the comments below!

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