Schools: Madison High School
| Year | Conductor | Students |
|---|---|---|
| 2018 | Dr. Christopher B. Thomas | 1 |
| 2017 | Mr. Patrick Hachey | 2 |
| 2015 | Dr. Anthony Leach | 2 |
| 2013 | Mr. Art McKenzie | 2 |
| 2010 | Dr. Heather Buchanan | 1 |
| 2009 | Mr. Tom Voorhis | 5 |
| 2008 | Dr. Z. Randall Stroope | 1 |
| 2007 | Dr. Fred Ford | 2 |
| 2006 | Dr. Hugh Floyd | 6 |
| 2004 | Dr. Anton Armstrong | 3 |
| 2003 | Dr. Allen Crowell | 1 |
| 2002 | Mrs. Christine Bass | 2 |
| 1996 | Dr. Patrick Gardner | 1 |
| 1995 | Ms. Helen Stanley | 1 |
| 1993 | Mr. Joseph Mello | 1 |
| 1992 | Mr. Peter Bagley | 1 |
| 1991 | Mrs. Barbara Retzko | 3 |
| 1989 | Ms. Jeanette T. Hile | 1 |
| 1983 | Dr. Joseph Flummerfelt | 5 |
| 1982 | Mr. Gordon L. Wilson | 3 |
| 1981 | Dr. Gerald Luongo | 4 |
| 1980 | Ms. Anne Hannah | 8 |
| 1978 | Mr. Gerald Mack | 5 |
| 1977 | Mr. Winston Hughes | 5 |
| 1976 | Mr. Ernest T. Brahm | 7 |
| 1975 | Mr. Donald E. Covert | 8 |
| 1974 | Mr. George Strauser | 14 |
| 1973 | Mr. David Latto | 4 |
| 1972 | Dr. Stephen J. Kramer | 1 |
| 1971 | Mr. Albert Dorhout | 3 |
| 1970 | Mr. Richard M. Smith | 4 |
| 1968 | Mr. Gail Poch | 1 |
| 1966 | Mr. Robert Whittemore | 1 |
| 1961 | Ms. Dorothy I. Schneider | 1 |
| 1960 | Mr. Bernard R. Johnson | 3 |
| 1959 | Mr. William L. Pickett | 1 |
| 1955 | Mr. Harry A. Mulder | 1 |
| 1949 | No conductor found | 4 |