Despite post-racial rhetoric, stereotypes remain salient for American youth. We surveyed 150 elementary and middle schoolers in Northern California and conducted case studies of 12 students. Findings showed that (a) students hold school-related stereotypes that get stronger in middle school, (b) African American and Latino students experience greater divergence between stereotype awareness about their group and endorsement than other students, and (c) students who eschewed the applicability of stereotypes to them demonstrated higher engagement and achievement in math. This study has implications for studying race in schools and mathematics, and the need for urban educators to facilitate racialized counter-narratives.