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Harold L. Holliday, Sr. (June 28, 1918 – March 21, 1985) was a civil rights activist, economist, army officer, judge, and Democratic politician who served in the Missouri House of Representatives. Born in Muskogee, Oklahoma, he was first elected to the Missouri House of Representatives in 1964. He served in the U.S. Army Corps of Engineers from September 26, 1942, until November 1945, as a second lieutenant in the European theater. In 1941, Holliday earned a master's degree in economics from the University of Michigan. In 1952, he was the first African-American to receive a law degree from the school which would become the University of Missouri-Kansas City. Holliday died of prostate cancer in 1985 and was buried at Leavenworth National Cemetery.