10. Evelyn Basehore Evelyn Basehore hit a $3.9 million Pick Six jackpot in 1985 and then won $1.4 million in the same game just five months later, beating odds set at 1 in 15 trillion. But she couldn't rein in her spending habits. She gave away much of it to friends; much of the rest went to support her hefty gambling habit at the slot machines in Atlantic City.