The Black Appalachian educational experience during the civil rights era has largely been obscured by mythologies of invisibility and regional racial innocence. The narrative in this article counters these myths through the stories of Black Appalachians who came of age during the 1950s and 1960s in Jenkins, a southeastern Kentucky coal town. It explores the nuances and complexities of Jim Crow in this Appalachian community and demonstrates the various ways in which the Black community navigated segregation and inequality through its commitment to education as freedom. The belief in the liberatory potential of education fostered different forms of activism, from direct-action protest to more subtle acts of resistance. This article uses oral histories to reconstruct the educational experiences of Black Appalachians during a particular transformative moment in history. Prioritizing the voices of those who lived this history not only highlights the agency of Black Appalachians, but also assigns subjectivity and agency in constructing the narrative itself.