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Given systemic anti-Blackness, quality education for Black youth requires resources beyond traditional schools. Community-based spaces can provide liberatory alternatives. More research on Black male adolescents in community programs is needed to address systemic anti-Blackness and racial trauma. This qualitative case study examines a local community-based education program to understand healing and empowerment among Black male youth. Data collection included artifact analysis, participant-observations over two years, and interviews with 21 participants, including alumni, mentors, staff, instructors, and a guest speaker. Findings highlight the importance of fulfilling relationships, community engagement, and cultural affirmation. The study demonstrates how bespoke frameworks can inform the co-creation of culturally sustaining programs that enhance Black male youth well-being.