This commentary brings together the topics of geographically-oriented diversity, minority-serving institutions, and educational leadership programs. The geospatial context for this discussion about school administrator quality focuses on Hispanic-serving institutions (HSIs) and historically Black colleges and universities (HBCUs) in the United States. The authors from representative minority-serving institutions (MSIs) and a predominately White institution focus on the changing demographics in school communities and how this trend can be constructively addressed within public school systems to offer more equitable learning experiences to diverse students. Regarding nationwide demographic shifts, the very real challenge for superintendents is to lead by working constructively with changing student populations and rapid generational fluxes more generally.