Born in 1932 in St. Louis, Richard Claxton Gregory transformed his experiences as a comedic performer into a sustained career as a prominent activist and entrepreneur. By leveraging the national profile gained through his stand-up performances, he transitioned into a multifaceted professional role, challenging existing social structures while navigating the complexities of the American media landscape.
Early Development and Athletics
During his time at Sumner High School, Gregory received academic support from teachers like Warren St. James and excelled as a track athlete, eventually winning the state cross-country championship in 1950. He attended Southern Illinois University Carbondale on a track scholarship, where he set school records in the half-mile and mile, and was named the university's outstanding student athlete of the year in 1953. His education was interrupted in 1954 when he was drafted into the United States Army. While serving at installations including Fort Cavazos, Fort Lee, and Fort Smith, he discovered his talent for comedy by winning various military talent shows.
Professional Comedy and Media Impact
After his discharge in 1956, Gregory moved to Chicago to pursue comedy professionally. He performed within the Chitlin' Circuit while maintaining daytime employment with the United States Postal Service. His career gained significant momentum in 1961 when he was observed at the Roberts Show Bar in Chicago by Hugh Hefner. This led to an engagement at the Chicago Playboy Club, which expanded from one night to a six-week residency. His work brought him national attention, including a feature in Time magazine and guest appearances on television programs such as the Jack Paar show. He also contributed to the literary market; his autobiography, published in 1964, sold over one million copies and remained in print for decades.
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Gregory expanded his public platform by engaging in political campaigns and social justice causes. In 1967, he entered the race for Mayor of Chicago, running against Richard J. Daley. By 1968, he pursued national office as a presidential candidate. After failing to secure the Peace and Freedom Party nomination, he ran as a write-in candidate for the Freedom and Peace Party, receiving 47,097 votes. Throughout the 1960s, he remained a vocal participant in civil rights advocacy, protesting against the Vietnam War and racial injustice while frequently experiencing arrest and participating in various hunger strikes.
Legacy and Final Years
Over the course of his career, Gregory received several honors, including the Thomas Merton Award in 1974 and the Phoenix Award in 1993, as well as a star on the Hollywood Walk of Fame. His commitment to social and political activism defined his later years. In August 2017, he died of heart failure at the age of 84 in a Washington, D.C. hospital. He was interred at the Fort Lincoln Cemetery, leaving behind an extensive history of work as a comedian, writer, and activist.
Fast facts
- Born: 1932, St. Louis
- Died: 2017, Washington, D.C.
- Education: Sumner High School, Southern Illinois University Carbondale
- Military service: Drafted 1954, served in the United States Army
- Notable publication: Nigger (1964)
- Political campaigns: Chicago mayoral candidate (1967), U.S. presidential candidate (1968)
- Awards: Thomas Merton Award (1974), Phoenix Award (1993)
- Burial site: Fort Lincoln Cemetery
Questions readers ask
What was Dick Gregory's formal education?
He attended Sumner High School and Southern Illinois University Carbondale, though he did not graduate from the university.
How did Dick Gregory enter the field of comedy?
He began performing while serving in the United States Army, where he entered and won multiple talent shows.
What was the outcome of his 1968 presidential campaign?
He ran as a write-in candidate for the Freedom and Peace Party and received 47,097 votes.
Achievements
- Educated at Southern Illinois University Carbondale and Sumner High School

