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As anti-oppressive pedagogies gain increasing prominence in teacher education, there is a need to examine how preservice teachers understand and implement anti-oppressive frameworks. The role of the university supervisor is uniquely well-positioned to allow for insight into preservice teacher pedagogical practices; however, this role is grossly understudied. This study explores how the university supervisor fosters preservice teachers’ theoretical and historical understandings of oppression as well as the implementation of anti-oppressive pedagogies in the classroom. This study utilizes data from 32 preservice teachers’ observations and reflections while positioning the university supervisor as an autoethnographic educator-researcher. Drawing on frameworks of Critical Whiteness Studies and intersectionality, we present two vignettes that illuminate the interplay between identity, anti-oppressive teaching, and the university supervisor.