Pursuits

Lottery Winner Jack Whittaker's Losing Ticket

Ten years ago, Jack Whittaker, a self-made businessman, became the biggest single winner in lottery history. And that’s when his luck ran out

Jack Whittaker, a 55-year-old contractor from Scott Depot, W. Va., had worked his way up from backcountry poverty to build a water-and-sewer-pipe business that employed over 100 people. He was a millionaire several times over. But when he awoke at 5:45 a.m. on Christmas morning in 2002, everything he’d built in his life held only passing significance next to a scrap of paper in his worn leather wallet—a $1 Powerball lottery ticket bearing the numbers 5, 14, 16, 29, 53, and 7.

Whittaker had purchased his lucky ticket, along with two bacon-stuffed biscuits, at the C&L Super Serve convenience store in the town of Hurricane on Dec. 24, 2002. That night, Whittaker went to bed thinking he’d missed winning the lottery by one digit—only to wake up on Christmas Day to find that the number had been broadcast incorrectly and the winning ticket was in his hand. “I got sick at my stomach, and I just was [at] a loss for words and advice,” he later remembered. When he returned to the convenience store on Monday, he quietly told the woman at the cash register he’d won. “No you didn’t,” she replied. “You’re not excited enough to win the lottery.”