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In this paper a group of Black educational leaders—with expertise in independent schools; university research and scholarship; professional practice; professional development facilitation; and education leadership – community partnerships & collaboration share their strategies and approach to the formation of KESA (Knowing and Enduring through Service and Action), a group dedicated to supporting the leadership, and leadership development of current and aspiring Black male independent school leaders and heads of school. The presenters share more on KESA’s efforts to create, build momentum for regional and national leadership consortia for Black male school leaders. The research and work provide opportunity for deep, thoughtful, intentional collective dialogue and community, and to [re]visualize the essence of Black male school leader[ship], leadership development, and support.