Leona Helmsley has been played on 33 lists, including 3 lists in The 2004 Lee Atwater Invitational Dead Pool.
Pick some famous people you think are going to die soon. Whoever gets the most right wins.
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She was on Howard Stern to try and jumpstart her career, and then ODed about 12 hours later, which seems somewhat counter-productive.
(d) May 8th, 1999