During the late 1950s and early 1960s, he was active in politically edged humor and satire. Krassner was a founder of the Youth International Party (Yippies) in 1967, even credited with coining the word "Yippie," and a member of Ken Kesey's Merry Pranksters, famous for prankster activism. He was a close protégé of the controversial comedian Lenny Bruce, and the editor of Bruce's autobiography, "How to Talk Dirty and Influence People". With the encouragement of Bruce, Krassner started to perform standup comedy in 1961 at the Village Gate in New York.