ST. LOUIS – Dick Gregory used comedy to address racial tensions in the 1950s and 60s, becoming a pioneer in social satire.

Gregory’s journey into activism began at Sumner High School, where he led a march protesting segregated schools. His involvement in the civil rights movement continued as he participated in the 1963 Birmingham demonstration and worked with the Chicago Congress on Racial Equality.

Gregory’s career in comedy took off when he performed at the Playboy Club in the early 1960s. Hugh Hefner, impressed by his ability to connect with diverse audiences, hired him, which marked a significant turning point in his career.

He became known for his sophisticated humor that tackled the racial issues of his time, paving the way for other African American comedians. In addition to his comedy career, Gregory authored a biography that sold over seven million copies, further cementing his influence and reach.

Gregory’s contributions to comedy and activism were recognized with a place on Comedy Central’s list of the 100 greatest stand-up comedians and a star on the St. Louis Walk of Fame.

Through his unique blend of comedy and activism, Dick Gregory left a lasting impact on both the entertainment industry and the civil rights movement.

All facts from this article were gathered by KTVI journalists. This article was converted into this format with assistance from artificial intelligence.  It has been edited and approved by KTVI staff.