A good-fielding shortstop, Glasscock played for Central High School from 1968 to 1971, and Harris-Stowe College from 1972 to 1975. In 1974, he was named an All-American by the National Association of Intercollegiate Athletics. Glasscock was a shortstop for the Mathews-Dickey Knights for over ten years, playing in the Tandy League and the CYC Major League. He also coached the Mathews-Dickey Knights. Glasscock coached at several St. Louis area high schools. He was the Athletic Director at Metro High School for four years, creating a solid baseball program.