Lottery Curse Victims: 7 People Who Won Big & Lost Bigger

Riches-to-Rags Stories of 'Cursed' Lottery Winners

Many people think winning the lottery would be a dream come true, the answer to their prayers, the solution to all of their problems. But some people have been phenomenally lucky enough to win the lottery, and then wished that they had torn up their ticket rather than redeeming it.

It may seem impossible that you could win millions of dollars, then wish you hadn't. But it has happened often enough that the phenomenon has been dubbed the "lottery curse."

Don't believe it? Here are seven victims of the lottery curse—people whose "lucky" win turned sour, leading to divorce, bankruptcy, or even death.

Jack Whittaker: "Since I Won the Lottery, There's No Control for Greed"

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Unlike many winners, Andrew "Jack" Whittaker was already wealthy when he won the largest jackpot ever awarded to a single Powerball ticket up to that point, on Christmas morning in 2002.

However, Jack Whittaker found the $90-some million that he took home from his $314.9 million lottery ticket after taxes (he chose a lump sum payment instead of an annuity) to be different from the $17 million he had earned himself, working his way up from poverty to the owner of a West Virginia contracting company.

Jack Whittaker did a lot of good with the money he won, setting up a charitable foundation, donating money to build churches in West Virginia, and even giving the woman who sold him the winning ticket a new house, a new car, and a pile of cash. Nevertheless, the lottery curse found him.

Jack Whittaker's win was widely publicized, and he was deluged with tens of thousands of people asking for money and favors. He had a habit of leaving large amounts of money in his car, which resulted in him being robbed of more than half a million dollars while he was in a strip club. His company was hit with millions of dollars worth of frivolous lawsuits from people who wanted to get into his deep pockets. He started drinking hard and getting into fights.

He enjoyed spoiling his granddaughter, Brandi, giving her a huge allowance and four cars, but her wealth attracted a bad crowd. His granddaughter's boyfriend died of an overdose in his house. A year later, Brandi was found dead under suspicious circumstances, though the case was never solved. And his daughter, Brandi's mother, was found dead seven years after the jackpot was won. Whittaker's wife filed for divorce.

Whittaker lost the people he loved and the money that he won.

"Since I won the lottery, I think there is no control for greed," Jack Whittaker said. "I think if you have something, there's always someone else that wants it. I wish I'd torn that ticket up."

You can read more about Jack Whittaker's story here: Powerball Winner Says He's Cursed.

Curtis Sharp, Lottery's $5 Million Man

Photo of a bowler hat filled with money.
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When Curtis Sharp, Jr. won a $5 million jackpot in 1982, he was a dream come true for the lottery's public relations department. The lottery was facing an image problem, and Curtis Sharp, Jr. was just what they needed to spread the word that everyday people could turn their lives around by buying a ticket.

Curtis Sharp, Jr., who had been a dishwasher before he struck it rich, became known as the "Five Million Dollar Man". He was a walking advertisement for the lottery with his larger-than-life personality, and he loved to flash his new-won money around. Parties, women, new houses, flashy cars, and his ever-present bowler hat... he lived big and became one of the lottery's best-known winners because of it.

Unfortunately, Curtis Sharp, Jr.'s lifestyle wasn't sustainable. He was spending more than his big yearly checks covered, and his party-hard attitude was wearing on him, too. The lottery curse had hit.

The year after he won the lottery, he left his wife for his lover and had a huge wedding. Five years later, his second wife had divorced him, too. He was drinking hard, to the point where he'd pass out outside of his new girlfriend's house. And the money had run out. He had to borrow money from his first wife. 

Luckily, his story has a happy ending. After a drunk driving incident, Curtis Sharp, Jr. found God. He stopped drinking, stopped partying, cleaned up his act, and became a minister.

But he still buys lottery tickets.

You can read more about Curtis Sharp, Jr. in Matthew Sweeney's book, "The Lottery Wars" or online here: Country's Most Famous Lottery Winner Is Now Living Off His Pension, Social Security Checks.

William Post III: "Nobody Realizes the Nightmares"

Picture of a Pennsylvania Lottery sign.
Image (c) William Thomas Cain / Getty Images

If you had less than $3 in your bank account, would you buy a lottery ticket? Maybe not, but William Post, III (better known to his friends as Bud) went a step further than that. He pawned one of his few possessions for $40, then spent the entire amount on lottery tickets.

Foolish or not, his gamble paid off. One of those tickets won him $16.2 million from the Pennsylvania lottery.

You might think that was the answer to all of Bud Post's problems, and that the man who was little more than a drifter would have an easy life from then on. But the fact was, Post's life had taken a sharp turn for the worse.

"Everybody dreams of winning money, but nobody realizes the nightmares that come out of the woodwork, or the problems," he said.

How could that be? Post spent his money wildly. The majority of his first yearly installment of his winnings, over $400,000, were spent in the first two weeks after he received it. In a year, he was $500,000 in debt.

His girlfriend sued him, claiming they had agreed to share the money if he won. When she won her court claim, he couldn't pay, so his lottery payments were frozen.

He had to declare bankruptcy, and he only managed to hold onto about $2.6 million, which he immediately spent.

He was arrested for assault after firing a shotgun at a man who was pestering him for money, and his brother hired a hitman to kill him and his wife so that he would inherit the money (he was on wife number six at that point).

Thirteen years later, this lottery curse victim died alone and penniless, living off of welfare payments.

You can read the whole story here: William 'Bud' Post III; Unhappy Lottery Winner.

Powerball Winner Willie Seeley: 'The Drama Is Nonstop'

Image of grim-looking lottery balls.
Image (c) Montaplex

When "Wild" Willie Seeley and 15 of his co-workers formed a lottery pool that won a big jackpot in August 2013, it seemed like a blessing. But it only took a few weeks for Willie Seeley to feel he had been hit by the lottery curse.

The lottery pool known as Oceans 16 bought a lottery ticket that was one of three to win a $450 million Powerball jackpot. At a press conference, Willie Seeley said that he and his wife were, "happy, happy, happy" and planning to spend their days fishing, hunting, and relaxing.

But it didn't take long for the downside to winning a lottery jackpot to appear. It's hard to go fishing when you are being followed by reporters and camera crews clamoring for an interview or an appearance on a reality TV show. And distant relatives and complete strangers coming to your house to ask for handouts made it hard to relax.

Plus, it was a shock to realize that after splitting the jackpot three ways (three winning tickets were sold), then splitting that third of the jackpot an additional 16 ways (for each member of the lottery pool), not even $4 million was left over after taxes. Enough for the couples to buy new vehicles, help their families, and quit their jobs, but not the never-worry-about-money-again windfall it had seemed at first.

Only weeks after their initial exuberance, Willie Seeley and his wife were bemoaning the lottery curse. "There are days I wish we were back to just getting paid every two weeks. You have to change your whole way of life, but we didn’t want to change the way we lived."

Read Willie Seeley's full story here: Powerball Winner 'Wild' Willie Wants His Old Life Back.

Lottery Winner Abraham Shakespeare: Murdered for His Money

Image of a lottery ticket being filled out.
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After winning $40 million from the Florida Lottery in 2006, Abraham Shakespeare was more than generous with his money. He was giving it away at a rapid pace to nearly anyone who asked, but his generosity didn't give him immunity to the lottery curse.

Abraham, a high-school dropout and convict who couldn't even read, won the lottery when he stopped at a convenience store with a co-worker, and gave the co-worker a couple of bucks to buy tickets.

His troubles started almost immediately. His co-worker said that Shakespeare had stolen the tickets and the jackpot from him, and took him to court. Shakespeare won the suit, but his troubles didn't end.

So many people were asking Abraham Shakespeare for money that he said, "I'd have been better off broke," and "I thought all these people were my friends, but then I realized all they want is just money."

Then he met Dee Dee Moore, who said she wanted to write about his experiences. She also said she'd help manage his money, though she immediately started spending it on herself (buying a Hummer and a Corvette, for example). She even took possession of his home.

But apparently, that wasn't enough for her. Moore killed Shakespeare and buried his body under concrete slabs at her boyfriend's house. She took extreme lengths to try to make it seem as if Shakespeare were still alive, sending fake texts and attempting to bribe his family to say they had seen him.

Moore was sentenced to first-degree murder, and Shakespeare probably would have been better off sticking to the $5 he had in his pocket when he bought his winning lottery ticket.

You can read more about Abraham Shakespeare's life and death here: Abraham Shakespeare, Wikipedia.

Billy Bob Harrell Jr.: Committed Suicide Only 2 Years After $30 Million Win

Image of a snake wrapped around a dollar sign.
Image (c) Michael Melford / Getty Images

Billy Bob Harrell, Jr. had fallen on hard straits after an unsuccessful attempt to become a minister, so when he won $31 million from the Texas Jackpot, it seemed he had finally found a way to support his family and put his money troubles behind him.

He was very generous with his winnings, helping his family, his church, and needy parishioners. But the requests for money didn't stop coming.

His bad investments and the constant demand for more, more, more put a strain on his family. His marriage ended and other family members were at odds with each other. He said, "Winning the lottery was the worst thing that ever happened to me."

On a day when he was scheduled to go to dinner with his ex-wife, Billie Bob Harrell, Jr. decided he'd had enough. He put a shotgun to his chest, pulled the trigger, and killed himself, less than two years after his miraculous lottery win.

You can read Billie Bob Harrell, Jr.'s full story here: Billie Bob's (Mis) Fortune.

Jeffrey Dampier, Jr.'s $20 Million Lottery Win Led to His Murder

Image of a Man Made of Money
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Many lottery curse victims fall on hard times because they overspend or flaunt their money, but Jeffrey Dampier, Jr. seemed to be doing everything right after winning $20 million from the Illinois lottery. 

Dampier moved to Tampa Bay along with his parents, his second wife, and her family. He invested in a popcorn business that he named after his daughter, and the business thrived.

But despite paying for an apartment, a car, holidays, and more for his sister-in-law Victoria and her boyfriend, the two of them hatched a scheme to get even more of his money. Victoria asked Dampier to come to her apartment to help her with car trouble. When Dampier arrived, her boyfriend tied him up and they stole thousands of dollars in cash from him.

The couple then took Dampier into an alley and shot him in the back of the head with a shotgun. Victoria and her boyfriend are each serving life sentences for murder, kidnapping, and other charges.

You can read about the case here: Sister-in-Law, Boyfriend Arrested in Businessman's Slaying.

You Don't Have to Be a Lottery Curse Victim!

Although these lottery curse stories make it seem like winning money is the worst thing that could happen to you, remember that the media loves a riches-to-rags story. These stories are often blown out of proportion.

There are ​many more big lottery winners who treat their money responsibly and have a wonderful experience after winning. For some examples, see my interviews with PCH Winner Natalie Bostelman and HGTV Dream Home Winner Don Cruz.

Don Cruz is sometimes cited in news articles as a big winner who lost it all, but he had a great time with his huge prize ​and cherishes the memories that he has.

Remember that most lottery winners don't make big news because they handle their money responsibly and use it to enjoy an easier life.

Want to know what steps to take to avoid becoming a victim of the lottery curse, should you ever win big? Check out my article, How to Win the Lottery Without Losing Your Shirt.