During Demara's "careers", he was, among other things, a ship's doctor, a civil engineer, a sheriff's deputy, an assistant prison warden, a doctor of applied psychology, a hospital orderly, a lawyer, a child-care expert, a Benedictine monk, a Trappist monk, an editor, a cancer researcher, and a teacher. One teaching job led to six months in prison. He never seemed to get (or seek) much monetary gain in what he was doing – just temporary respectability.
Many of Demara's unsuspecting employers, under other circumstances, would have been satisfied with Demara as an employee. Demara was said to possess a true photographic memory and was widely reputed to have an extraordinary IQ. He was apparently able to memorize necessary techniques from textbooks and worked on two cardinal rules: The burden of proof is on the accuser and When in danger, attack. He described his own motivation as "Rascality, pure rascality".
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