John Jessup recalls his experiences as a black principal and public school administrator. He entered the teaching profession in 1964 as a high school English teacher in Virginia, became a principal of a North Carolina high school in the late 1970s, and moved into the Winston-Salem public schools personnel department by 1991. Diversity within courses became a major goal in the mid-1980s public school system. As a black administrator, Jessup discovered that discipline played a large role in his relationship to students and teachers. He had to demand the students' obedience to school policy, and likewise he had to make sure teachers applied school policy fairly. Some teachers resented Jessup's encroachment on their previous authority over students. Black students, on the other hand, appreciated Jessup's attempts to establish trust between students and the administration. Jessup also describes the advancements that occurred during his academic tenure as principal. He discusses his role in introducing walkie-talkies to the administrative staff as well as hiring an athletic director. Jessup explains that school desegregation posed problems for black teachers and students. The students felt ostracized from extracurricular activities in integrated settings, while the teachers lost prestige (and some lost their jobs) during the desegregation process. Jessup contends that black students require more attention because of their minority status within the school.