Applying culturally relevant and social justice-oriented notions of teaching and learning and a critical race theory (CRT) analysis of teacher preparation in the United States, this study examines the oral life histories of two Black male teachers recognized for their successful teaching of Black students. These histories provide us with a venue for identifying thematic patterns across the two teachers' educational philosophies and pedagogical practices and for analyzing how these teachers' respective personal and professional experiences have influenced their individual and collective approaches to teaching and learning.