The Dumbest Lottery Winners Ever!

The Dumbest Lottery Winners Ever!

Here are the dumbest lottery winners in history! 6- Abraham Shakespeare The fact that someone with the last name Shakespeare
would live a modern day tragedy, is perhaps, one of the best ironies imaginable, however
unfortunate. Unlike the more famous Shakespeare, Abraham
was toiling as a truck driver’s assistant. But when he won a THIRTY MILLION DOLLAR Florida
jackpot in 2006, his life actually got even worse. Rather than doing the math and deep diving
into discounted cash flows, Shakespeare decided he was smart and could beat the guaranteed
rate presented to him and instead opted for a lump sum of $16.9 million, significantly
less than the $30 million annuity he was entitled to. Never mind the fact that he’s a truck driver
and if he was actually good at finance he’d be in the industry. ANYWAYS, after buying a Rolex and making major
mistake #1 with $1 million home, Shakespeare didn’t seem to go on any drug binges, or
spending sprees. But like many before him, he had tons of people
coming around asking for money. In particular, he started a business with
a woman named Dee Dee Morgan called Abraham Shakespeare LLC, with the goal of writing
his life story…or something vague like that. Just a tip guys, you have to have accomplished
something in life to sell an interesting story……not just win the lottery. What ended up happening was that Moore took
full control of the firm’s money, withdrawing $1 million from the bank, buying cars and
may have even managed to buy Shakespeare’s home for something like $665,000…which is
less than he paid for it. A later investigation suggested she didn’t
even pay anything for the house…which is way more of a ripoff! Oh yeah, tip #2. Never ever ever ever let someone else control
your actual money! I don’t care if it’s your wife or husband. Unsecured liabilities, such as a company credit
card with a fixed limit? Sure. But not your actual cash money. By April of 2009 he went missing, with his
friends and family unable to find any trace of him. Investigators were soon able to locate him
at one of Moore’s homes…sadly he was bread and buried under a concrete slab. Moore was arrested and charged with the killing,
though she offered up a few different defenses. It was drug dealers…no wait she killed him
in self defense…she even went so far as to blame her 14-year old son. Investigators didn’t buy any of that, and
she was charged with the crime. She’s currently serving a life sentence. His story was featured on E!’s “The Curse
of the Lottery” as well as an episode of American Greed. In the end, Abraham Shakespeare will be a
tragedy that will hopefully serve as a cautionary tale for those who happen upon a great fortune
in the future. 5 – Vivian Nicholson In 1961, a British woman named Vivian Nicholson
was given the opportunity of a lifetime. Her husband Keith managed to win more than
3.5 million pounds, a pretty big amount back then factoring in inflation. Her husband won the money off football pools….pretty
much another popular form of gambling. She told the press that her plans were to
“spend spend spend.” And she wasn’t kidding. For the next few years she bought all kinds
of stuff. Expensive cars, fur coats, lavish vacations,
a huge ranch style home and a spectacular lifestyle that quickly caused their fortune
to dwindle. When Keith flied in car crash in 1965 she
was left with an enormous tax bill. On the top of that, the banks determined that
what remained of Keith’s winnings belonged to his estate…not Viv! She ended up bankrupt. After the loss of her husband, Viv allegedly
became depressed and started to drink a lot of booze, though she later became sober. She would go on to marry three more times,
work a short stint in a strip club, become a Jehovah’s witness, and write an Autobiography
entitled Spend Spend Spend, which was later adapted into a musical. After seeing it, she gave it a rather neutral
review, stating the musical score and actors were great, but that it didn’t reflect her
life all that well. When she passed away in 2015, there were many
things one could say about her 79 years on earth. That she had a boring life wasn’t one of
them. Hey, you know what, I bet there was never
a dull moment with her, no matter how bad her life decision were. 4 – Willie Hurt There’s a number of ways to blow through
a massive fortune. One of the most popular being, quite literally
“blowing” through it…if you catch my drift. In 1989, the family man from Lansing, Michigan
won $3.1 million from the lottery. The next two years however, proved be a nightmare
for Hurt and those close to him. Before he could even collect all of his winnings,
he was filing for divorce, separated from his kids, and spending all of his money on
crack cocaine. By 1991 he was charged for murder when he
allegedly shot his girlfriend in the head during a 48-hour drug binge, which is exactly
what you’re not supposed to do to someone, regardless of how much money you have. Money doesn’t change people, which is something
I’ll agree with, but it certainly enables them to scale up their terrible life decisions! 3 – Billy Bob Harrell Jr. It took Texas native Billie Bob Harrell Jr.
less than two years to undo the good fortune that winning 31 million dollars from the Texas
jackpot bestowed upon him. In his case, he was just way too damn nice. After taking his family on vacation, he quit
his job, gave money to his church, bought cars and homes for his friends and family,
and gave away lots of money to charities. For example, he once donated close to 500
turkeys for poor families. However big his heart was, his ability to
manage his wealth wasn’t all that great. Notice a theme here? Here’s a tip: if you ever win the lottery,
and have never handled large sums of money before, hire a real, LICENSED professional
for financial advice! Don’t let that person be some quote, family
friend! Anyways, after good ol’ Billy Bob brokered
a deal with a company who paid him a lump sum in exchange for his annual payouts from
the lottery, he was left with far less than he actually won. After a divorce left him basically broke,
he tragically committed suicide in 1999. According to TIME magazine, he once told a
financial adviser that winning the lottery was the worst thing that ever happened to
him. What’s the lesson here? It’s better to have a recurring cash flow,
than a lump sum. Never forget that! 2 – Michael Carroll In 2002, when 19-year old Michael Carroll
won the U.K National Lottery, he garnered something of a celebrity status. Carroll won close to 10 million pounds, or
just over 14 million US dollars. His antics garnered him nicknames such as
the “lotto lout” or the “King of Chavs” which he actually had engraved into a black
Mercedes. After a troubled youth, Carroll found work
as a garbage man and was just collecting trash for a living. When he won his massive fortune, Carroll didn’t
even have a bank account, so obviously he had no clue about handling any sort of finance
whatsoever. Carroll claimed he planned to spend his money
frugally and save much of his money. Ummm……are we supposed to laugh now or
later? Spoiler alert, obviously that didn’t happen
or else he wouldn’t be on this list, now would he? Instead Carroll became renowned for his partying
and gambling habits. Now it’s worth noting that he already had
a petty criminal record when he won and was wearing a nice little fashion accessory known
as an ankle monitor when he arrived to collect his winnings. I’m just trying to give you a point of reference
here on the type of dude we’re talking about here. Carroll went and bought a mansion, one he
named “The Grange,” where he threw legendary parties, complete with booze, drugs and prostitutes
galore! Oh yeah, he would also hold amatuer demolition
derbies in his backyard. Yeah, what the f*ck ran through my mind as
well. Believe it or not, throwing the types of parties
that would shock even The Wolf of Wall Street or Jay Gatsby tends to attract some pretty
nefarious characters. By 2012 he had spent all of his money, was
broke as hell, and camping out in the woods! If there’s some sort of a silver lining
to somehow blowing through a $14 million fortune, it’s that according to the Huffington Post,
he was able to kick his drug habit after losing all of his money. For example, he once claimed that when he
was rich, he’d wake up and do a line of coke and wash it down with some beer…the
breakfast of champions. The last we hear, he was working at a cookie
factory making 300 bucks a week. He told the BBC that he appreciates those
wages much more than the fortune he fell a** backwards in. To be honest, I don’t think he’s being
real and I think he’s just saying that so people don’t call him dumb, so I call bullsh*t. But in case he WAS sincere, this dude lost
all his money, but gained some perspective…that counts for something…..I guess…………psyche!! Last time I checked, perspective doesn’t
pay any bills!! Stay savage my friends. 1 – Andrew Jackson Whittaker Jr. Many of the stories we’ve shared with you
here are surprising to say the very least, and on some level, they seem believable. But for someone to lose around THREE HUNDRED
AND FIFTEEN million DOLLARS seems next to impossible!! But “next to” is they key word here. Because that’s basically what happened. Let’s go through the insanely stupid steps
of blowing 315 million dollars shall we? In 2002, Andrew Jackson Whittaker Jr, who
I can only assume is named after the colorful seventh President, won the multi-state powerball
worth an ungodly amount of money. In fact, Whittaker’s ticket was the largest
single winner in the history of the U.S lottery. His first mistake was turning down the annuity
that was worth the $315 million and opting for a cash buyout of $170.5 million. After taxes that was worth about $113 million. Good God people PLEASE DO THE MATH!! He then tried to be pretty generous. After he pledged 10 percent of his winnings
to Christian charities, he also set up the Jack Whittaker Foundation, using $14 million
of his winnings. The foundation benefited food, clothing and
shelter to low income families in rural West Virginia. Okay, so Andrew’s a pretty nice fella, huh? No doubt. But was he smart? Welllllll, that’s a different story. While visiting a strip club, he left $545,000
worth of cash in his car. Who are you, Floyd Mayweather?! At least Mayweather has recurring cash flows!! Obviously his car got broken into, and the
money was gone. So that’s over half a milly gone right there. Apparently he didn’t learn his lesson because
months later, his car was broken into again and thieves made off with $200,000 in cash. Dude, come on, how dumb ARE you? Sadly things only got worse. His granddaughter’s 18-year old boyfriend
lied when he OD’d at Whittaker’s house in 2004. A few months later the granddaughter also
lied under mysterious circumstances at a friend’s house. The case was never solved. He would go on to be charged with a DUI in
2005, and developed a bit of a gambling habit. He bounced a 1.5 million check at a casino
in Atlantic City. And just as icing on the cake, his home caught
fire in December of 2016. It turned out that he had never insured the
home…so it was a total loss. Seriously? No Insurance? I think my head just exploded. No matter how well intended he might have
been, Whittaker didn’t manage his winnings very well,and whatever may be leftover will
soon be gone if he doesn’t get it together! Now if I had to bet half my net worth on what’s
gonna happen, it’s for sure on him back to being broke. Here’s what’s next!

About the Author: Michael Flood


  1. Poor people are poor because they can't manage money. God's honest truth. If you hangout with wealthy people, they are surprisingly stingy with money. Remember Obama's federal stimulus when every American got a couple grand? Every big screen TV was sold out at Walmart and lottery sales were at record numbers…

  2. Some basic rules when you come into a large (in the millions or 10's of thousands) sum of money:

    1. Do nothing. I mean it…INITIALLY – DO NOTHING.
    2. Just put it all in the bank OR better yet, several banks.
    3. Find out the tax implications FIRST!
    4.Do not quit your job….YET.
    5.Wait at least one year…by then you will know your tax liabilities and can get that settled and then research IF you can quit your job.
    6. Learn HOW to handle money – do research while waiting for that year to pass.
    7.Don't take the lump sum UNLESS you know you're going to be dying soon.
    8. It is okay if you pay all your debts…that is one thing you probably don't need to wait to do. Don't acquire NEW debt either.
    9. Never trust a family member, stranger , or friend. Trust no one.
    10. Invest in mutual funds – NOT WITH A SINGLE broker….ie. Bernie Madoff.
    11. Do NOT put all your "eggs" in one basket (see number 10 above). Diversify!

    Good luck!

  3. Andrew Jackson Whitaker……from West Virginia……..highlights Virginia in video……you know, this crazy thing happened in 1863

  4. It's pretty obvious people win the lottery. At least now I don't want to commit suicide till I win. After I achieve the only goal I want in this journey, if I don't break anytime soon, then I'll off myself. Or just go shoot myself in the T spot once I save enough; that's if I don't get this second job just to have a home to barely afford. American life as a Man everyone.

  5. If you win the lottery and you take it over the 20 years or so if you died the very next day it goes back to the lottery and not the family because Lottery is not transferable. So if you take the lump sum you get all that money and then it can be passed on to your family if you die.

  6. If I won the lottery, I'd share it with my boyfriend. I'd also put some of it in a trust fund for my daughter. I would save most of it, give some to charity and invest some. I would give some to friends and family.


  8. Whomever made this video didn't do much research. Abraham was mentally disabled and taken advantage of. And that state highlighted was VIRGINIA not West Virginia. And over 100 million is STILL a lot of money. I would have done the same with that amount (lump sum). You're gonna pay a lot in taxes over the years regardless with the annuity.

  9. If i ever win i want it to be in my old and wise age n have a deep knowledge of how paper money works… to win in your 19 without realizing the truth behind monetary system will definitely end up in this list…

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