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Chronic absenteeism is a growing problem in the United States and is associated with poor educational and health outcomes including high school dropout, criminal justice system involvement, chronic disease, mental health concerns and early death. African American children in low income, urban areas are at elevated risk for chronic absenteeism based on factors at all levels of the social ecological model including mental health concerns, systemic and individual racism, parental, peer, and teacher relationships, school and neighborhood climate. The transition to high school is a critical moment when absenteeism rates increase dramatically. This study used a mixed method approach to better understand chronic absenteeism in urban high school settings. A survey gathered data from a cohort of ninth grade students transitioning into high school and regression analysis was used to identify risk and protective factors that may explain chronic absenteeism (n=216). A total of 30 in-depth qualitative interviews were conducted with five chronically absent and five regularly attending ninth grade students from a predominately Black school. Critical Race Theory was used as an analytic lens for the thematic analysis of the semi-structured interviews. Participants discussed challenges and opportunities that arise when transitioning to high school including finding a friend group, coping with anxiety, planning for the future, navigating a new school environment and maintaining ties to rapidly changing communities. Findings suggest that African American students possess many strengths including skilled navigation of social situations, adaptive coping strategies for emotional distress, creating a team of adults and peers for motivation and support, aspirational planning for future goals, and vocal resistance to oppression that can be further developed or cultivated to support positive attendance behaviors and contend with the impact of systemic racism that can sometimes be disregarded in predominately Black schools. Implications include the increased need for student voice in decision making processes, enhanced curriculum that addresses social emotional learning and gives students agency in determining individualized learning plans, school discipline reform, and community engagement. These findings are critical to transforming dominant narratives about chronic absenteeism in low income, African-American communities and providing feasible recommendations to improve educational and health outcomes.