Oscar Zeta Acosta, best known as the inspiration for "Dr. Gonzo" in Hunter S. Thompson's Fear and Loathing in Las Vegas, was a California-based Chicano novelist and Civil Rights lawyer. In 1967, he abandoned his position as a federally-funded antipoverty lawyer in order to become a Brown Power militant. This paper explores Acosta's changing novelistic aesthetic and legal practice in the late 1960s; Acosta's novels and controversial defenses, I argue, highlight contradictions in the Democratic Party's efforts to appeal to minority communities through Great Society programs like the War on Poverty.