Mark Kon, a professor of math and statistics at Boston University, calculated that a bettor buying even $10,000 worth of tickets would run a significant risk of losing more than they won during the July rolldown week. But someone who invested $100,000 in Cash WinFall tickets had a 72 percent chance of winning. Bettors like the Selbees, who spent at least $500,000 on the game, had almost no risk of losing money, Kon said.
Only once in the history of Cash WinFall did Kon’s calculations not apply. During a rolldown in 2008, Wenxu Tong, who earned a doctorate at Northeastern and now works in California, won the nearly $2.5 million jackpot, leaving no jackpot to spread among the lesser prizes.So if you have half a milly lying around, get in there!
Update 8/2: It looks like they've decided to crack down a bit on the high rollers:
Under the new rules, no store will be allowed to sell more than $5,000 worth of Cash WinFall tickets in a single day, making it much harder for the gamblers to continue their high-volume purchases.
Grossman also said that Cash WinFall, which has seen declining sales since it was introduced in 2004, will be phased out next spring as part of the normal rotation of games.