This article chronicles the contributions of Enrique (Henry) Trueba to the field of educational anthropology, highlighting his emergence as one of the foremost critical ethnographers of his time, his collaborative manner of working, mentorship of colleagues, and "pedagogy of hope." Trueba skillfully combined ideas from Vygotsky, the Spindlers, and Freire into a perspective that seeks to build culturally and linguistically relevant learning contexts for Latino/a immigrant children. His many publications address issues of inequality and ways to empower students, parents, and communities.