This article reports on experiences and perspectives of Black teachers (current and former) within the School District of Philadelphia. Findings are based on interviews and focus groups with 30 educators who shared their thoughts related to Black teacher attrition and retention in the district. Their perspectives deepen our understandings of Black teachers’ experiences of different forms of racism in schools—interpersonal and systemic forms of racism that must be abolished to support these educators and sustain them in their careers. Recommendations are drawn from the expertise of participants who shared their storied experiences with researchers in the hopes of systemic changes that will do better by Black teachers and other educators of color, honoring their deep expertise and sustaining them at this critical time characterized by racially disproportionate attrition within the field.