Andrew Jackson Whittaker, Jr. also known as Jack Whittaker, has become one of the best-known lottery winning stories. Sadly the story of Jack Whittaker isn't a very positive one, although he was fortunate to make the list of jackpot winners.
On Christmas day in December 2002 he won $314.9 million (the largest jackpot ever won at the time by a single winning ticket) and at the time, he was also known as the wealthiest man to ever win the lottery.
Sadly, the saying "the root of all evil is money", isn't too far off in Jacks case. After winning the jackpot, his personal problems and legal challenges got the better of him and he started drinking heavily, frequently visiting strip clubs.
On the 5th of August 2003, nearly a year after he won the jackpot, thieves broke into his car and stole $545,000 whilst he was visiting a West Virginia strip club. In January in 2004, his car was once again broken into and thieves stole another $200,000, but this was later recovered. In 2004 his granddaughter's boyfriend died of an overdose and a few months later his granddaughter was found dead, wrapped in plastic and dumped behind an old van.
Jack turned to alcohol and gambling and was sued by the Caesars Atlantic City casino for bouncing $1.5 million worth of cheques to cover gambling losses.
On 2 December 2016, almost 14 years after winning the jackpot, Jacks home in Bland County, Virginia burnt to the ground. Fortunately, although his wife was home, no one was injured. Sadly, Whittaker stated that the house was not insured.
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