During his over 40-year career in broadcasting, Leonard worked virtually every shift and played all styles of music at stations including WWRL, WABC, WXLO, WRKS, WBLS, WQEW, WNSW-AM and WJUX.

[1] Leonard began his broadcasting career at the University of Illinois at Urbana-Champaign, as program director of college radio WPGU, while majoring in journalism.

Leonard began at ABC's flagship New York radio station, Musicradio 77 WABC (AM), under program director Rick Sklar in 1965.

Leonard began in the 11 p.m. to midnight slot, and continued working late nights and Sundays at the station until November 27, 1979.

Leonard was the host of "Sneak Preview," a five-minute Monday-through-Saturday evening program on ABC's American Contemporary Radio Network, which featured newly released songs.

Leonard played popular standards from the American songbook prior to the station flipping to Radio Disney.