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Research that examines Black principals' experiences beyond an urban school context is limited. In response to this absence of scholarship, this autoethnographic research study served three purposes: (a) to understand my experiences as a rural principal in a predominantly white school, (b) to understand how those experiences informed my leadership practices and self-view, and (c) to explore how autoethnography is used to examine leadership practices in educational settings. Through personal vignettes, I provide a glimpse into and an examination of pivotal moments of how I experienced rural principalship. From this (re)examination, I illuminate how those experiences created a template for my work as a principal beyond a rural context and discuss how autoethnography could be used to improve educational leadership.