John W. Freeman moved to the Richmond Community in 1940 to teach at Richmond High School. Mr. Freeman discusses his family background, education, and the black community in Richmond, KY. He recalls the numerous black businesses that existed in Richmond and how the residents reacted to desegregation. Mr. Freeman provides information about the different social organizations he belongs to such as the NAACP and the Telford Y.M.C.A. The interview concludes with him discussing being an African American teacher and his career at Madison High after integration.