Since the genesis of the long experimental project known as the United States of America, the country has invested in the creation, implementation and maintenance of exclusionary policies and practices which have effectually denied whole and equitable access to educational spaces for Black children. These conventions have presented in a myriad of ways from: ignorance compulsory laws, segregation, disparate rates of school suspensions and expulsions, school closures, school funding inequities, denial of access to rigorous classes, burdensome school admissions policies and the disproportionate funneling of Black children into disabled and low-track class designations. Throughout this constant contortion of approaches to educational exclusion, Black mothers have had to guide, cover and encourage their children as they navigate these barriers and dodge the pitfalls of educational removal. This critical ethnographic oral history seeks to investigate the ways that a grassroots community organizing group led by a cadre of Black othermothers, known as the Aurora Coalition of Black Mothers, strategize to challenge the educational structures that support pushout and the continued exclusion of Black children from schools. Employing the frames of Critical Race Theory, BlackCrit and Black Feminist Thought, this study seeks to interrogate the following overarching concerns: 1) How does the mothers’ standpoint affect their response to school system inequities. 2)What is the influence of their efforts towards school equity? What is revealed is the mothers’ ability to employ a strategic wisdom that acknowledges the limits of systems change, perseveres against the intractability of White supremacy and works towards a freer Black education future for their children.