Unforgettable Moments: The Most Remarkable Betting Records

Since the beginning of time, people have been making bets. They are a big part of many of our stories and myths. From its simple start when ancient people threw dice to the high-tech digital arenas of High Stakes Betting Sites – Top High Limit Bookies, betting has always been popular. Its heart is the ancient human desire to try to predict the future, make a bet, and eagerly wait for the result. The game is exciting because you could either lose everything or win a lot of money.

There are a lot of different ways to bet, and each one has its own story of luck, bravery, and the unexpected. Let’s get to the bottom of some of these colourful threads that have caught our attention over time.

Understanding Betting Records

For someone who has never bet before, words like “odds,” “bet,” and “payout” may sound strange. In a nutshell, odds are the chance that something will happen, a bet is the amount you are willing to risk, and the payoff is the amount you win, including the amount you bet. If you’re eager to learn more, check out The basics of ACCA betting: A beginner’s guide.

Records in the world of gaming are usually a mix of science and art. On the one hand, science is about figuring out how to beat the odds and make plans. On the other hand, art is based on feeling, which is often wrong and just plain luck. Keeping this in mind, let’s explore the world of betting records.

The Biggest Bets Ever Won

Here is a compilation of 14 of the biggest bets ever won, ranging from sports betting to casino games, demonstrating the audacity of bettors and the bountiful rewards that fortune can bestow.

1. Floyd Mayweather’s Winning Streak: 

The boxing legend has a knack for winning big outside the ring as well. In 2015, he bagged $827,272 betting on a string of NBA games, reminding us that it’s not just luck but also a deep understanding of the game that can result in huge betting wins.

2. Unknown Punter’s Grand National Win: 

In 1996, an anonymous bettor took a chance with 50 to 1 odds on a horse named Foinavon. Defying all expectations, Foinavon won, netting the bettor an astounding £250,000.

3. Nick Newlife’s Federer Bet: 

A bettor named Nick Newlife had an unshakeable belief in Roger Federer’s abilities. In 2003, he wagered £1,520 that Federer would win seven Wimbledon titles by 2019. Federer made the prediction come true in 2012, but Newlife didn’t live to see it. His winnings of £101,840 went to Oxfam.

4. Billy Walters’ Million-Dollar Win: 

A legendary figure in betting circles, Billy Walters won $3.5 million by betting on the underdog New Orleans Saints in Super Bowl XLIV.

5. Adrian Hayward’s Hunch: 

Hayward placed a bet on Liverpool’s Xabi Alonso scoring a goal from his own half of the field during the 2005-2006 season. This audacious bet won him £25,000 when Alonso scored such a goal!

6. Mike Futter’s Lucky Day: 

The owner of multiple bingo halls, Futter won £1.45 million by betting on the right horses during the 1991 Cheltenham Festival.

7. Mick Gibbs’ Monumental ACCA: 

Gibbs turned 30p into £500,000 when he correctly predicted the outcome of 15 football games in 2001, showcasing the potential returns of accumulator bets.

8. Richard Hopkins’ F1 Prediction: 

Hopkins wagered £200 in 1998 that Lewis Hamilton would win a Formula 1 race before turning 23, and another that Hamilton would secure a World Championship by 25. Hopkins won £165,000 from these two bets.

9. Frankie Dettori’s Magnificent Seven: 

Punter Darren Yeats placed a £59 bet on all seven of Dettori’s races at Ascot in 1996. When Dettori won all seven, Yeats walked away with £550,000.

10. Anonymous Leicester City Fan: 

In 2015, an unnamed Leicester City fan bet £50 on his team winning the Premier League at 5,000 to 1 odds. His belief earned him £250,000 the next year when Leicester City did the unthinkable and won.

11. Maurice “Mac” VerStandig’s World Series Bet: 

An expert poker player and gambling attorney, VerStandig demonstrated his betting prowess when he successfully predicted the Washington Nationals would win the 2019 World Series. His belief led to a massive payoff of over $700,000.

12. James Adducci’s Tiger Woods Bet: 

A novice bettor, Adducci wagered $85,000 that Tiger Woods would win the 2019 Masters. Against all odds, Woods did win, earning Adducci a whopping $1.19 million payout, the biggest win in history for a golf bet.

13. JP McManus’ Greyhound Bet: 

Famed Irish gambler McManus made a fortune betting on a greyhound named “Mister Donovan” to win the 1982 Irish Cup. McManus’s dog won, netting him a cool £1 million.

14. Peter Edward’s Football Bet: 

In 1999, Edwards wagered £50 that his then 3-year-old grandson, Harry Wilson, would play for Wales’ national football team. The bet had 2500 to 1 odds. In 2013, Wilson made his granddad proud (and richer by £125,000) by playing for Wales.

Unprecedented Betting Wins

Sometimes, betting wins aren’t just about the money; they are also about the incredible circumstances surrounding the win. Here are 14 such unprecedented betting wins.

1. Fred Craggs’ Birthday Present: 

Craggs placed an 8-horse accumulator bet on his 60th birthday, and each horse won, turning his 50p stake into £1 million.

2. The Blackjack Card Counter: 

In the 1990s, an MIT team used card-counting techniques in blackjack to win millions from casinos, a feat that inspired the movie “21.”

3. Sean Doyle’s Divine Fortune: 

Doyle placed a £8 bet on an online slot game called “Mars Attacks.” The game triggered a jackpot linked to another game, “Divine Fortune,” winning Doyle £4.2 million.

4. Gloria McKenzie’s Powerball Win: 

In 2013, 84-year-old McKenzie won the biggest Powerball jackpot ever at $590 million. She opted for a lump-sum pre-tax payment of $370 million.

5. Patricia Demauro’s Craps Run: 

Demauro, with little knowledge of craps, held the dice for over four hours at an Atlantic City casino in 2009, breaking a world record and winning an undisclosed sum.

6. Kerry Packer’s Blackjack Streak: 

The late Australian media mogul won between $20 and $40 million in blackjack and baccarat during a 1997 trip to Las Vegas.

7. Elmer Sherwin’s Double Win: 

Sherwin won two Megabucks jackpots. His first win of $4.6 million came in 1989, and he repeated his success in 2005, winning a whopping $21 million.

8. Ashley Revell’s All-In Bet: 

In 2004, Revell sold all his possessions to bet $136,000 on a single spin of a roulette wheel. Luckily, the ball landed on Red, and he doubled his money.

9. Jon Heywood’s Microgaming Win: 

Heywood won £13.2 million in 2015 from a 25p bet on the Mega Moolah slot game, setting a world record.

10. Archie Karas’ Winning Streak: 

Karas turned $50 into $40 million during a three-year gambling spree from 1992 to 1995, a feat known as “The Run.”

11. Richard Hopkins’ F1 Bet: 

Richard Hopkins, a big Formula 1 fan, saw potential in a young Lewis Hamilton when Hamilton was just a go-kart racer. He placed £200 on Hamilton winning a F1 race before he turned 23 and another £50 on Hamilton winning the World Championship before 25. Hamilton did both, netting Hopkins a sum of £165,000.

12. Nick Newlife’s Federer Bet: 

In 2003, Newlife bet £1520 that Roger Federer, who had just won his first Wimbledon, would win six more by 2019. Federer did just that, netting the late Newlife’s estate (he died in 2009, and Oxfam was the benefactor) £101,840.

13. Mike Futter’s Grand National Bet: 

Mike Futter, the owner of the horse Monty’s Pass, bet on his own horse to win the 2003 Grand National. The horse did just that, making Futter £800,000 richer.

14. Billy Walters’ Super Bowl Bet: 

Walters, one of the most successful sports bettors in Las Vegas, bet $3.5 million on the New Orleans Saints to win the 2010 Super Bowl. The Saints won, and Walters pocketed a tidy sum.

The Biggest Bet Win in History

When we talk about the biggest winnings in betting history, the name that comes to the fore is Kerry Packer, a media mogul from Australia. Packer was known for his fearless betting and his habit of big winnings. During a trip to Las Vegas in the mid-1990s, he hit a legendary streak, winning a total of $20 million to $40 million in blackjack and baccarat. This astounding win is considered one of the most significant winnings in betting history.

The Longest Odds

Real life and fantasy come together in the realm of longest chances, where things that are very unlikely to happen do happen and amaze us. Such thrilling episodes are an integral part of the lore that comprises the largest sports betting wins in history. One such tale hails from the 1996 Grand National horse race, an event notorious for its unpredictability. 

An anonymous bettor took a leap of faith on Foinavon, a horse dismissed with 100 to 1 odds. In a turn of events that no one could have foreseen, a loose horse caused a pile-up, paving the way for Foinavon to surge ahead and claim the race. The bettor’s payday was a phenomenal £250,000, a testimony to the adage, “Fortune favours the brave.”


Betting has given us many unforgettable moments. We love the game, the risk and the huge rewards. Let’s not forget that the biggest betting wins and the biggest odds are the exceptions rather than the rule.

These amazing stories show that despite the riskiness of betting, a combination of intelligence, courage and chance can lead to extraordinary results that inspire admiration and excitement. Betting continues to intrigue us, promising amazing moments, outstanding records, and stories that will be remembered for decades.

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