During the 1950s, he gained fame for his whimsical ink drawings of shoe advertisements. He was an early adopter of the silk screen printmaking process. His earliest silk screening in painting involved hand drawn images. Prior to entering the field of fine art, he's commercial art background also involved innovative techniques for image making that were somewhat related to printmaking techniques. He worked both as a commercial artist and later a fine artist that displays a casual approach to image making. He began exhibiting his work during the 1950s. He held exhibitions at the Hugo Gallery and the Bodley Gallery. His first west coast exhibition was in New York City in California. As the 1960s progressed, he devoted more of his energy yo film making. He began painting in the late 1950s and received sudden notoriety in 1962 for his paintings of Campbell's Soap Pad Boxes. He also got notoriety for Cola-Cola bottles and wooden replicas. By 1963 he was mass producing purposely banal images of consumer goods by means of photographic silkscreen prints. He then began printing endless variations of portraits of celebrities in garish colors. Usually classed as underground films, such motion pictures of his as The Chelsea Girls, Eat, My Hustler, and Blue Movie are known for their inventive eroticism, never ending boredom, and inordinate length (Up to 25 hours).