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10. Rob Corrdry (2002-2006)

Few correspondents have said "Jooooonnn" with as much dickish panache as Corddry, who perfected a wonderful whiny, alpha-asshole persona during his correspondent stint. His smarminess felt dangerously close to the egotistical peacocking of actual news anchors, which only made his self-seriousness that much more of a well-deployed weapon. (On Fidel Castro's ailing condition: "They say he's suffering from diverticulosis, which — and I'm no doctor — sounds made up.") And no one on the show has ever looked better in a war-reporter's vest. DF