This article explores how the role of educational leadership can significantly enhance adult Jewish learning experiences through an in-depth examination of the position of site director at the Florence Melton Adult Mini-School, a two-year program of adult Jewish learning operating at more than sixty sites across North America. Applying the literature on moral leadership that is shaped by an ethic of caring, the author shows how these site directors care for their learners and build learning communities. The article explores how the site directors shape, support, and sustain the learning process at this particular program and considers how the role of educational leadership can enhance and enrich adult Jewish learning in other venues.