Whittaker was already a successful businessman when he won $314.9 million in 2002. Tragic events, however, soon followed. His cars were often broken into. Two club employees tried to spike his drink to rob him. His granddaughter’s boyfriend died from some overdose in Whittaker’s home, then later his granddaughter similarly died. A casino sued him for $1.5 million in bounced checks. He got a DUI. And then his daughter was found dead as well.
“I wish I’d torn that ticket up”, Whittaker once said.