Lottery Winners: The Stories and Circumstances Behind the Big Wins

Winning the lottery is a life-changing event and a compelling story in its own right. However, some lottery winners’ stories are even more interesting, whether it’s because of their prize, their age, or what they did with their winnings. In this article, we’re sharing some of the most interesting lottery winners we’ve heard of through the years.

Biggest Lottery Winners

Playing the lottery is fun and entertaining any day, but it’s even more exciting when there’s a record-breaking jackpot at stake. In the U.S., the entire country gets lottery fever any time there’s a big Powerball or Mega Millions draw—and we can’t blame them. Heck, when those jackpots get big enough, it seems the whole world gets lottery fever!

US Powerball Winner Manuel FrancoImagine how your life would change if you were the single winner of a $1.537 billion prize, like the anonymous South Carolina woman who won the second-largest lottery prize in U.S. history in October 2018 and became the world’s biggest individual lottery winner. Or the now-famous Manuel Franco and Mavis Wanczyk, whose respective Powerball wins of $768.4 million and $758.7 million also made international headlines.

Taking home any amount is a thrill, and we bet the three families who split the largest prize in U.S. history—a whopping $1.586 billion—were feeling pretty good about the $528.8 million they took home from the draw. The three winning tickets of that Powerball draw were purchased in California, Florida, and Tennessee by Marvin and Mae Acosta, Maureen Smith and David Kaltschmidt, and John and Lisa Robinson. The Robinsons made the win a family affair, showing up with the family dog to claim their prize. The Acostas chose to remain anonymous when they first claimed the money, perhaps a good decision based on the many horror stories of past winners whose lives are derailed by winning the lottery.

Youngest Lottery Winners

Coming into a large sum of money at a young age seems like the perfect way to kick-start your adult life, or so you’d think. Unfortunately, that’s not the case for many high-profile young lottery winners. Some lotteries, like those in the UK, allow players as young as 16 to participate, and sometimes those young players win big.

One infamous case of a young winner is Jane Park, a British woman who won a £1 million EuroMillions jackpot when she was only 17. Unfortunately, it didn’t take long for the teen to start spending her money on luxury cars, plastic surgery, designer clothes, and extravagant holidays. By the time she was 21, just four years after winning, she was warning the public of the dangers of letting people play the lottery at such a young age. At one point, she even said she was considering suing EuroMillions in an attempt to bring attention to the idea of raising the minimum ticket purchasing age from 16 to 18.

Fortunately, not all young lottery winners spend so recklessly, and perhaps no one is better proof of that than Shane Missler. Missler was only 20 when he won an incredible $451-million Mega Millions jackpot in January 2018. He was living in Massachusetts at the time of his win and working on completing a business management degree. He must have learned something from those classes, as he told media at the time of his win that his plan was to use the money to build a foundation for long-term financial stability. Missler also stated his intention to give back, saying he’d use some of his fortune to take care of his family and to create positive change in the world. So far, it seems that Missler has been true to his word.Young Mega Millions Jackpot Winner Shane Missler

Multiple Lottery Winners

Multiple Lottery Winners Calvin and Zatera SpencerYou have to beat pretty extreme odds to win the lottery, with most big draws having odds that are at least one in a few million and big games like Powerball having astronomical odds of 1 in 292,201,338. The steep chances of winning even once make it seem like chances of winning more than once are practically impossible—but that’s not the case at all. The lottery is a game of chance, and every person has an equal chance of winning regardless of what has happened in their past, and that includes already winning a jackpot.

Although repeat winners aren't exactly common, quite a few people have experienced the indescribable thrill of winning several times. Some people, like married couple Calvin and Zatera Spencer, win numerous times in the span of a few weeks. The Spencers won three times, starting with a $1 million Powerball prize. The next win came two weeks later when they took home $50,000 from a Virginia Lottery Pick 4 ticket. The very next day, the Spencers won their second $1 million prize on a scratch ticket. Some people have all the luck!

Lottery Winners Who Gamed the System

Jerry Selbee the Man Who Cracked the LotterySomewhat related to the previous types of winners are those who gamed the system. These are usually masterminds who either found legal loopholes that allowed them to win over and over again or people who engaged in fraud to earn themselves a big chunk of change. Some, like the Chung family who ran a convenience store, go so low as to downright steal a winning ticket from a customer!

On the legal loophole side of things is Jerry Selbee, a retiree from Michigan who tapped into his knowledge of mathematics to realize that a new lottery game called Winfall essentially guaranteed substantial returns if one bought enough at least $1,100 in tickets. And since the game's jackpots would roll down to the second-prize-tier winners once it hit $5 million, the chances of winning big were entirely within reach—provided one bought enough tickets. With the help of his wife, family, and friends, Jerry and co. would go on to make approximately $26 million using his technique.

Another man who realized the immense value of buying in bulk was Stefan Mandel, a Romanian economist who worked out a mathematical formula that won him a very respectable jackpot in the 1960s. He used the money to bribe his way out of the communist country and started seeking lottery opportunities in other countries, including Australia, the UK, and America, shortly after. Buying practically every number combination possible—a logistical nightmare—for certain worthwhile draws, his ingenuity earned him at least $28 million.

On the illegal side we have lottery mastermind Eddie Tipton, a man who worked as the director of information for the Multi-State Lottery Association (MUSL). Being a programmer, Tipton was able to write software that allowed him to fix lotteries in multiple states and win as much as $24 million over approximately 10 years. Tipton was eventually caught and sentenced to 25 years in prison.

Another man worth mentioning here is Howard Walmsley—although he didn't exactly win the lottery per se. Nevertheless, Walmsley did manage to fool just about everybody when he lied to not just his wife but also banks and businesses about winning a £8.4 million jackpot. It didn't take long for his cheques to start bouncing and his lies to catch up with him, and he was eventually sentenced to three years in jail.

Online Lottery Winners

theLotter Iraqi WinnerOnline lottery betting sites and lotto agents might still struggle for credibility with some members of the public, but the many stories of online winners should go a long way toward dispelling any doubts. Though many online lottery operators protect their winners’ identity by not publishing their personal details—including their names—there are some big winners whose good fortunes have made headlines.

One example is Bill Laharty, a Canadian man who won an enormous $21 million jackpot from the national Canada Lotto 6/49 draw. Laharty used the website, the official site for Western Canada’s lotteries, to purchase his tickets.

Popular lottery website also made headlines with a big winner in 2015, when an Iraqi man who’d never been to the U.S. won $6.4 million from the Oregon State Megabucks Lottery. The Internet is capable of incredible things!

Lottery Syndicate Winners

Lottery players who are looking to increase their odds of winning have probably come across all kinds of scams or disreputable lottery systems online. Fortunately, there are some lottery strategies that can increase your chances of winning big, and joining a lottery syndicate is definitely one of the best.

Three Amigos Mega Millions SyndicateLottery syndicates, also known as lottery pools, refer to groups of people who pool their money to buy large quantities of tickets, thus dramatically improving their odds of a win. Unsurprisingly, there are many examples of lottery syndicates winning prizes of all amounts. However, there are a few stand-outs that had incredible results.

The current title of biggest lottery syndicate winner goes to a group called the Three Amigos Syndicate, which won an incredible $218.6 million from Mega Millions in 2012. Though the identities of the group members remain anonymous, we do know the syndicate comprised three education workers from Milford Mill, Maryland. Each member contributed $20 for a total of 60 tickets at a cost of $60—not a bad return on investment considering each walked away with $35 million after taking the cash lump-sum option and paying taxes!

Another syndicate, dubbed “Oceans 16” because the 16 members all worked at New Jersey’s Ocean County Department of Vehicle Services, won a third of the $448 million Powerball jackpot in August 2017. After opting for the lump sum, each member walked away with approximately $3.8 million after taxes.

Lottery Winners Who Lost It All

Unfortunate Powerball Winner David Lee EdwardsIf you think that winning the lottery guarantees you’ll live out the rest of your days in happiness, then you might need to hear a few cautionary tales about lotto winners who lost it all. There’s a reason that some people think that there’s a lottery curse, and that’s because so many big winners go on to live tragic lives.

Some of the misfortune comes from winners not being able to rein in their spending, which was the case with David Lee Edwards. An ex-convict at the time of his big Powerball win, Edwards said in a press conference that he was determined to spend wisely and make the most of this second chance at life. However, he went on to spend $3 million of his $27 million jackpot within just three months. Within five years, Edwards was penniless and living in a storage unit. His story isn't that far off from that of Willie Hurt, although the latter's ended in even more tragedy.

Other winners who lost it all did so by trusting the wrong people. One example is Abraham Shakespeare, an honest but naive Florida man who won a $30 million jackpot and was murdered by a greedy woman who only wanted his fortune. Unfortunately, some lottery winners’ luck runs out real quick.

Generous Lottery Winners

Lottery Philanthropist Tom CristIn our daydreams, we probably all imagine ourselves as responsible lottery winners. However, as some of these stories show, it’s not always so simple. That’s why it’s so inspirational—admirable, even—when we hear of stories about winners who are using their prizes to improve not only their lives but also the lives of others.

A great example of a generous winner is Tom Crist, a Canadian who decided to give his entire $40 million jackpot win to charity. The retiree, who had been the CEO of EECOL Electric, set up a family trust fund in his deceased wife’s honour. In the years since his win in 2013, the trust has made donations to many worthy causes, including the Canadian Cancer Society, Ronald McDonald House, Big Brothers and Big Sisters, and many more.

Of course, not all winners are fortunate enough to be able to give away all of their winnings. However, ambitious winners like Brad Duke, who aims to turn his $220 million Powerball jackpot into $1 billion, still put a lot of their money to good use. Along with his personal finance goals, Duke also spends a large chunk of his money on charity through his Duke Foundation organization.

Lottery Winners Whose Tickets Were Gifted

$4 Million Scratch Card Winner Deise Ocampo Holding Big ChequeMost of us have at one point or another received lottery tickets and/or scratch and win tickets as a gift. Whether it is from our significant other as a stocking stuffer or a generous gesture from our mortgage broker for our birthdays, these kinds of gifts are always appreciated—even if we don't win anything. But imagine the thrill you would feel if you not only won something, but won a huge prize worth millions? Believe it or not, but this has happened to quite a few lucky people over the years, changing the course of their lives forever.

Among these people are Melissa Spagnola, who randomly received a scratcher from her dad one day that happened to be worth $2 million, and Deise Ocampo, who won $4 million on a scratch ticket her father bought for her on 19th birthday. But perhaps the biggest—and most infamous—winner who was gifted a ticket is Tonda Lynn Dickerson. Tonda was working as a waitress at Waffle House when a regular customer gave her and four other waitresses a lottery ticket each. Though they had agreed to split the money if any of them won, Tonda got greedy and decided to keep it all to herself—not even sharing any of it with the customer who bought it for her in the first place!

Would-Be Winners

Would-Be Lottery Winner Martyn TottImagine being in possession of a winning ticket and either losing it or finding out it had already expired. Unfortunately, with billions of dollars in lottery winnings going unclaimed every year, this happens to people on a regular basis.

One of these people is Martyn Tott, who back in 2001 had a winning ticket for a £3,011,065 jackpot—and was never able to find it. Despite having electronic proof that he had bought it and the support of Sir Richard Branson and Tony Blair, the Camelot lottery organization refused to make any allowances. The resulting devastation ruined his marriage, and his attempts to fight the matter in court were ultimately unfruitful.

Another would-be winner is Natalia Escudero, a Spanish television reporter who was covering the country's popular El Gordo Christmas lottery on live TV when she found out that her numbers had won. In an extremely enthusiastic reaction comprising screaming and jumping around, she quit her job right then and there. Unfortunately, she didn't realize until later that the type of entry she bought had been a share of a full ticket—meaning she only won a tiny fraction (about $5,500) of what she thought she had won. Whoops.


Though it may seem like a rare event, there are actually many lottery winners out there. Each one of them has an interesting story to tell, whether it’s how they won their fortune or what they did with it in the years that followed. While we daydream and make our own plans for what we’d do if we ever won the lottery, we can look at these stories with either inspiration or caution.

FAQ - frequently asked questions

  • What is the biggest lottery jackpot ever won?

    The biggest lottery jackpot ever was a $1.586 billion Powerball prize won by Marvin and Mae Acosta, Maureen Smith and David Kaltschmidt, and John and Lisa Robinson in January 2016. However, the biggest lottery jackpot won by a single player is not far behind at $1.537 billion, and this was won by an anonymous South Carolina woman in October 2018.

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