From 1953 to 1961, Harold was elected and served as Prosecuting Attorney for Lawrence County. After a successful campaign as prosecutor against gambling, vice and activities of the Syndicate (mafia), he was elected as Lawrence Countys Probate Juvenile Judge. Harold served as Probate Juvenile Judge from 1961 until 1964.
Harold returned to private practice in 1964, forming Curry, Spears and Moore, but later established his own private practice. Harold remained in solo practice until his son, David R. Spears, returned to Ironton in1978. Harold and David then formed Spears and Spears. In 1981, Harold, David, and James C. Riley, formed Riley, Spears and Associates, Co., L.P.A. After the retirement of James C. Riley, the firm was renamed Spears and Associates Co., L.P.A. In 2010, Davids son, D. Matthew Spears, joined the firm.