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Parlays, or accumulators, are big business for sportsbooks, with an occasional bettor defying the odds and landing themselves with substantial cash prizes.
Accumulator, or parlay bets, consist of wagers that are made up of several selections across different sporting events. For your bet to win and the parlay to land, all legs must be the winners.
The advantage of parlay betting is that you can score a big prize off small stakes, which makes this type of betting that much more appealing. Here is the list of the largest parlay wins ever and the lucky winners who scored them:
1. Won US$250,000 (US$8,500 on 29/1 Odds)
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Las Vegas is the gambling centre of America and has seen some huge wins over the years. One unnamed MGM bettor staked a massive US$8,500 parlay bet on five NFL teams, during the 2017 season.
He first selected his four favourites – New England Patriots, Kansas City Chiefs, Oakland Raiders and Baltimore Ravens – and then predicted Detroit Lions beating New York Giants in the end. When all five parlay legs came up, the man increased his US$8,500 to a massive US$250,000, which he can thank his confidence and his football skill predictions.
2. Won US$305,000 (US$5 on 61,000/1 Odds)
One anonymous resident of Las Vegas bet on 15 basketball selections in March of 2016, resulting in one of the biggest wins ever in the history of basketball betting. What made this win even more impressive was that, apart from two selections, none of the others were NBA picks.
In fact, most of the US$5 progressive parlay wager consisted of NCCA college basketball teams. In the end, all 15 legs came in, resulting in a more than impressive US$305,375 win being scooped up.
3. Won £500,000 (30p on 1,666,667/1 Odds)
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Most parlay bettors stick to one sport, but an unnamed punter from Lichfield in the West Midlands decided to include a bouquet of sporting selections in 2000. In the end, he betted 16 events on the same 30p slip.
Ultimately, the lucky bettor predicted the winners of English football’s top five leagues, the bottom three leagues in Scotland, the rugby union premiership winner, as well as the victor of the cricket Country Championship.
4. Won £574,287 (£1 on 573,286/1 Odds)
A housewife from the UK, fed up with her son and husband’s obsession with soccer, decided to bet £1 on 12 teams winning in the English Football League 2017 season. And, her predictions came full circle when all 12 results came off, winning her a massive £574,287.
5. Won £823,000 (£19 on 181,015/1 Odds)
The Punchestown Festival is the closing act of the Irish horse jumping season, with some of Ireland’s top racehorses on show. One brave bettor put parlays on the Friday of the 2017 meeting, which was the Punchestown Festival hurdle day.
The finish line saw Canardier (33/1), Bacardys (10/1), Definite Rugby (7/1), Woodland Opera (9/2) and Das Mooser (10/1) coming in, forcing the Coral bookmakers to fork out the largest sum ever on horseracing in their history. The £4 fivefold and the five £3 fourfolds increased the £19 to just under £823,000. Talk about a bookie pummelling!
6. Won £1 million (50p on 2 million/1 Odds)
In 2008, a fertilizer salesman, Fred Craggs, scored an incredible eightfold at the horseraces. The Yorkshire local placed a 50p parlay bet at his local William Hill betting outlet, in the town of Thirsk.
The bet was struck at a colossal odds of 2 million/1. In the end, all eight of Craggs’s preferred runners came in. However, the lucky punter didn’t know that his parlay had come off until he revisited the betting shop branch. Ultimately, the £1 million prize came in as a perfect 60th birthday gift and one that Craggs will remember forever.
7. Won £1,4 million (£2 on 725,335/1 Odds)
The biggest parlay bet winner reported to date has been Steve Whiteley, an engineer from North Tawton in Devon. Whiteley’s £2 winning combination contained six selections: Lupita (12/1), Lundy Sky (5/1), Mr Bennett (16/1), Ammunition (16/1), Black Phantom (12/1) and Semi Colon (2/1). The resultant prize amounted to an incredible £1,450,671.71, the largest in the history of Tote Jackpot.
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While parlay bets might not be as targeted as single-bet wagers, they offer a great winning potential. The ability to spreads your bet over several races allows for some pretty sizeable prizes resulting from small stakes. Why not give parlay betting a shot and see where your luck takes you.
The seasoned experts might advise against it, but multiple-leg parlays are one of the most exciting ways to bet on sports. It’s not often that you can turn $100 into $1,000 or more with just a few wins. The catch? It’s hard winning more than half of the games on your ticket, let alone all of them. In fact, the pros only win 52% to 53%. With that being said, when you read about these parlay winners you might think the risk is worth the reward.
1 – Beginner’s Luck
An admittedly novice gambler, Tayla Polia would quickly get her name in the record books with an NFL parlay that changed her life. In week 15 of the 2015 season, she decided to wager a modest $5 as a parlay on 15 separate bets (14 against the spread, one over/under). The odds for the particular bet were a long shot at 20,000 to 1.
Come Monday, she was $100,000 richer when all 15 games hit.
2 – Odd Parlay Prop
The Super Bowl is known for being a holiday for sports bettors, but for one unnamed gambler, Super Bowl LII was more like all the holidays rolled into one. Betting $15 on a nine-leg parlay full of prop bets, there was minimal risk, but winning was unlikely.
The odds were 400-1, but “odd” was the key to the winner’s night. He accurately predicted a high-scoring affair that was filled with odd numbers. The parlay was fulfilled as the game ended 41-33, and the odd numbered scores made for an even $6,000 payday.
3 – College Pays
Winning one parlay is hard enough, but one high-roller cashed in on an eight-teamer and a 10-teamer on the same weekend.
The New Jersey bettor wagered $1,200 across the two plays, which were comprised of mostly NCAA football games. Two NBA games were also snuck in at the end of the 10-team parlay. The odds for the two separate bets? 90 to 1 and 233 to 1.
When the weekend was over, the book had paid out more than $300,000. Some questionable play calling led to a push in one of the games on the ticket, so the lucky winner missed out on even more cash. We can only hope he didn’t complain too much.
4 – A Nice Ring to It
Love, March Madness, gambling…few combinations could create a better story. Kevin Maselli of New Jersey had been in the process of saving up for a ring as a proposal to his girlfriend, Leah. The engagement loomed imminent. With the cost of rings soaring, $0.14 would soon go a long way in making the purchase.
Maselli had an interesting strategy when it came to sports gambling. He would make long parlay bets but would only wager 10 or 20 cents on each. He said they would hit occasionally, but with such a small amount wagered, the payouts weren’t huge.
During the 2019 NCAA Tournament, he bet a 14-leg parlay, choosing the winner against the spread and the over/under in seven separate games. When Auburn came back to win against Kansas, Charles Barkley wasn’t the only one yelling.
His unlikely $0.14 bet netted Maselli more than $1,300. Of course, he said he would put the money toward a ring.
5 – First Ever
On this list we’ve covered some unlikely wins with parlays up to 15 legs. This next winner took it to another level and completed the first 20-legger in the Vicksburg, Mississippi sportsbook’s history.
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How rare was the win? BetAmerica VP Alan Stremel said that it was the first 20-game parlay winner he’d ever seen. Other books said that they typically wouldn’t even offer the bet.
Now, the big reveal of how much the bet paid out on the initial $25—$104,400.
6 – The Favorite
The crazy thing about this particular win is that the lucky bettor only took favorites en route to an eight-leg parlay win. The wager encompassed eight college football NCAA games with lines ranging from -2 ½ to -37 ½.
After hitting on the first seven legs of the parlay, a series of miraculous events in the Stanford vs. Oregon game ensued. The Cardinal rallied from a 17-point deficit, helped in large part by an Oregon fumble as the clock winded down. Cardinal kicker Jet Toner (it just keeps getting better) sent the game to overtime with a field goal.
The rest is gambling history. Stanford managed to score a touchdown then forced an interception from Oregon’s Justin Herbert. Stanford wasn’t the only winner that night. A $366 bet cashed out at a little more than $61,000.
7 – Wrong Is Right
Sometimes, you just get lucky. One man placed a five-leg parlay bet at a Jamaican sportsbook on a series of soccer matches when he noticed something was off on his card. He had accidentally selected Roma over Barcelona in the last game of the day.
Upon recognizing his mistake, he attempted to cancel the bet but he didn’t make it in time and the card remained unchanged. This “mishap” ended up being rewarded with a more than $52,000 payout. As revered painter Bob Ross would say, “There are no mistakes, just happy accidents.”
8 – Wait, I Did What?
For some of us, when waking up after a long night of drinking, the money in our wallets disappear. Quite the opposite happened to one extremely lucky man on a visit to Las Vegas.
The story goes like this… Derek Bergee, after presumably several cocktails, wandered into a casino around 3:30 AM. A friendly visitor from Minnesota started chatting up Bergee and, as one thing led to another, Bergee ended up placing $100 on a four-leg parlay that was centered on Minnesota sports, including a college hockey matchup where he took a huge underdog over a traditional power.
The hangover the next morning was undoubtedly eased, as all four parts of the reckless parlay hit, and the initial $100 was turned into $26,000 overnight. I’d be remiss if I failed to say that gambling at 3:30 AM while drinking heavily usually ends poorly. Proceed with caution.
Conclusion
While parlays, especially those with more than five or six games, are typically a long shot, this article proves that they can pay off. Some gamblers see great value in a bet where mere dollars can turn into thousands, but for most bettors it’s wasted cash.
While I would contest that sports betting involves more skill than luck, there’s no question that these winners were lucky more than anything else. If the math adds up, and you’re looking to roll the dice, pick out your 10 favorite games and let the chips fall where they may. As the New York lottery slogan says, “You just never know!”