This biography film Portrait of Jason was released in 1967 and follows the life and struggles of Jason Holliday, one of the most remarkable hustlers in queer history and 1960s America. Starring Jason Holliday (as himself), the documentary was edited, directed and produced by Shirley Clarke.
On Saturday, December 3, 1966, filmmaker Shirley Clarke sat down to interview local hustler and aspiring cabaret performer Jason Holliday about his life. The interview, which took place in the living room of her apartment at the Chelsea Hotel in Manhattan, lasted an unimaginable twelve hours. The following year that marathon interview was edited down to an hour and forty-five minutes and released as the acclaimed groundbreaker Portrait of Jason.