In 1993, Janite Lee won $18 million and went with the lump sum option. She took the rare route and spent most of her winnings on charity organizations and philanthropic endeavors. Her political contributions allowed her to dine with Bill Clinton and Al Gore, and she even has her name in the reading room of the Washington University School of Law. However, she blew most of it in under eight years with less than $700 in her bank account and $2.3 million in debt. Naturally, she declared bankruptcy.