In this article, we present findings from a review and synthesis of historical and contemporary research to examine the concept of diversity leadership in higher education as it pertains to African American administrators at predominantly White colleges and universities. Through the use of critical race theory, we first argue that to understand the leadership disparity of African Americans and other administrators of color in higher education, one must begin by examining the cultural context in which predominantly White institutions originate, exist, and operate through the intersection of group relations. Second, we argue that due to a historical pattern of exclusivity, the title of administrator is considered whiteness property in higher education. As a consequence, the disparity between African American administrators and their White counterparts has become an organizational norm in higher education. Last, we posit that if true diversity leadership is to exist within the administrative rankings at predominantly White institutions, the conceptualization and inclusion of minority experiences must not only inform stakeholders but also shape the recruitment, retention, and assessment of minority representation at the university administrative level.