Prior to 1928, the UM Band was a small organization under the leadership of a selected student Director. In 1928, Chancellor Alfred Hume appointed Roy Coats as the first Director of Bands with faculty status at the University. Coats' initial marching band used instruments, uniforms and equipment donated by the National Guard. Not until 1934 did the Rebel Band own full dress uniforms, purchased by funds solicited by the general student body.
The UM Rebel Band performed at the 1958 World Music Festival in Kerkrade, Holland; where they won first place with distinction in both concert and marching competition. That same year, the Rebel Band was invited by Jules Farber, U.S. Representative of the World's Fair in Brussels, Belgium. The band traveled to Europe again in the summer of 1966 with the Concert Singers and selected theatre students. While on the Music Theatre Abroad program, they studied and performed at some of the world's leading cultural centers.
The Rebel Band has performed numerous times on Regional and National Television and has officially represented the University of Mississippi at Gubernatorial and Presidential Inaugurations. The University's Wind Ensemble has performed on tour throughout Mississippi and were the guest performers of the Mississippi Bandmaster Association Clinics in 1988, 2002 and 2010. The Ole Miss Wind Ensemble was invited to perform at the College Band Directors National Association Southern Regional Conference in 1988.
In 2010 Ole Miss hosted the College Band Directors National Association Southern Regional Conference, where both the Wind Ensemble and Symphonic Bands performed.
| Roy Coats | 1928-1936 |
| Michael Whitfield | 1936-1946 |
| Paul Page | 1946-1949 |
| E.F. Yerby | 1949-1950 |
| Charles V. Mangurean | 1950-1952 |
| Lyle Babcock | 1950-1966 (Includes a two-year military leave of absence from 1950 to 1952) |
| Jim Ferguson | 1966-1971 |
| Luther Snavely | 1971- 1987 |
| Tom Waggoner | 1987- 1991 |
| David Willson | 1991- Present |
| Bill DeJournett | 2010- Present |
(Bill DeJournett became the Director of the Pride of the South in 2010. David Willson currently remains Director of Bands and Conductor of the Wind Ensemble).