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The purpose of this qualitative study was to understand how beliefs about disability, race, and culture influence the retention of special education teachers in an urban school district. Using a multiple case study methodology, five special education teachers currently working in an urban school district were selected to participate in a series of interviews, and to compose bi-weekly journal reflections on their beliefs and rationales for continuing to teach in an urban district. Implications for teacher education programs, systems of teacher support, and professional development are discussed.