This study shows how the Grotesque Hero evolves from the grotesque victim in selected American novels from 1919 to 1972. In these novels, contradictory forces create a cultural dilemma. When a character is especially vulnerable to that dilemma, he becomes caught and twisted into a grotesque victim. The Grotesque Hero finds a solution to the dilemma, not by escaping his grotesque victimization, but by accepting it and making it work for him. The novels paired according to a particular contradictory dilemma include: Winesburg, Ohio and The Crying of Lot 49, As I Lay Dying and Wise Blood, Miss Lonelyhearts and The Dick Gibson Show, Cabot Wright Begins and Second Skin, The Day of the Locust and The Lime Twig, and Expensive People and The Sunlight Dialogues.