Top 10 Biggest Sports Betting Wins of All-Time

Betting is sure but a game of luck. However, this game of luck has benefited tons of sports gamblers worldwide.

Please take a look as we tour the top 10 biggest sports betting wins of all time. To try your luck, visit, created by experts in sports betting.

Tiger Woods $85,000 Masters Bet

Tiger Woods is undoubtedly the most successful golf player ever. However, in recent times, his performance is not as encouraging as you would expect.

Even with Tiger Woods’s recent bad performance, a bettor named James Adducci still placed a whopping $85,000 bet on Tiger Woods to emerge winner of the 2019 Masters at the William Hill sportsbook with 14/1 odds.

The bet was successful, and Adducci won $1.2 million. In fact, the famous bettor also claimed that wagering on Tiger Woods was his first sports bet. James Adducci’s bet win surpassed William Hill’s record for the most payout future bet.

“Vegas Dave” Kansas City Royals Future

A vast majority of people are aware of “Vegas Dave” from his intolerable betting record, but the truth remains that he has won some large bets. The bet that made “Vegas Dave” very popular was the one he had on the Kansas City Royals. The bet was that the Kansas City Royals would win the World Series at 30/1.

Sportsbook did not want to claim his entire cash, so he shared it with 15 different casinos. Fortunately, his bet paid off, and Kansas City Royals won the World Series, and he cashed out $2.5 million.

15-Leg NFL Parlay

Most times, Parlays are very difficult, but the cash reward is always enticing. Tayla Polia chose to try her lock on a 15-leg parlay in the NFL. Luckily, the bet resulted in a win, and the stake was 20,000/1. It was also her 2nd bet, with this one having the biggest risk. Tayla Polia’s parlay had 5 underdogs, 9 favorites, and 1 under/over.
She placed $5 on the game and ended up cashing out $105,000.

Leicester City Premier League Future

The Foxes emerging winner of the Premier League in 2015 was another fairytale win that shocked the footballing world. Before their success that season, Leicester City were 5000/1 underdogs. However, a lucky individual was prepared and eager to take that huge chance.

Someone had a bet of 100 pounds on the foxes to win the EPL in 2015, and it paid off with 200,000 Pounds. The bet was not the only surprising thing but the ability of Leicester City to beat Man United, Man City, Chelsea, Arsenal, and others to the Premier League title.

“Vegas Dave” Holly Holm vs. Ronda Rousey

The Kansas City Royals future bet was not the only surprising win that Vegas Dave recorded in his lifetime. Most people knew that Ronda Rousey was a top UFC fighter, and no one could defeat her.

However, Vegas Dave took a bet that Ronda Rousey will be defeated when she faces Holly Holm. Dave placed a $20,000 bet on Holly Holm to defeat Ronda Rousey, and it happened. Vegas Dave ended up taking home about $200,000. You may have your criticisms against Dave, but the fact is that he has won some major and unpredictable bets.

Phil Mickelson Baltimore Ravens Future

Phil Mickelson is also regarded as one of the leading golf players alongside Tiger Woods. This was known before the start of the 2000/2001 NFL season when he chose to bet on the Baltimore Ravens to win the Super Bowl at 22/1 odds. The bet resulted in a win for Phil Mickelson, and he took home $560,000.

Billy Walters New Orleans Saints $3.5 Million bet

Billy Walters recently had some issues with the law because of insider trading. However, before that incident, Walters was known to be one of the leading sports gamblers.

In 2010, Billy Walters gambled with $3.5 million, a bet hoping that the New Orleans Saints would defeat the Indianapolis Colts. After the game, the Saints defeated the Indianapolis Colts 31-18 in Super Bowl XLIV. Before his prison sentence in 2017, Billy Waters had won between $50-$60 million on only sports betting. Walters has since been released to home confinement. It is still not sure if Billy Walters will keep on his journey gambling on sports events.

Charles Barkley $800,000 Patriots Super Bowl

According to many, Charles Barkley has some similarities with Phil Mickelson. Asides from being popular in sports, they are both known for their involvement in gambling.

While gambling, Charles Barkley’s major win came when he wagered $500,000 on the New England Patriots to defeat everyone and emerge the Super Bowl winner in 2002.

Although the New England Patriots were 14 point underdogs against the Rams, it didn’t stop Barkley from cashing out $800,000.

Richard Hopkins Lewis Hamilton Futures

In 1998, Richard Hopkins got to know Lewis Hamilton when he went with his son to visit a go-kart. After their meeting, Richard Hopkins chose to bet 200 pounds that Lewis Hamilton would beat his colleagues to win a Grand Prix at age 23.

The odds of 300/1 were clearly against him, but he decided to gamble. Hopkins also had another bet of 500/1 for Lewis Hamilton to become a world champion.

The two bets resulted in a total of 165,000. Lewis Hamilton is presently regarded as one of the best Formula 1 drivers since its existence.

5-Leg NFL Parlay for $250,000

Sometime in 2017, an MGM gambler in Las Vegas chose to place a bet on a 5-leg parlay with 4 favorites, including Raiders, Ravens, Chiefs, Patriots, and finished off with the Detroit Lions.

In contrast with the former parlay, there was a large sum of money placed on this bet (about $8,500). What prompted the MGM gambler to place this bet was because the payout was mouth-watering.

Going forward, the Detroit Lions won the parlay with a 24-10 victory against the Giants. The MGM bettor cashed out a whopping $250,000 after the results were announced.

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