Homelessness remains a persistent problem in the United States, calling for continuing engagement to address this issue across the micro-macro social work practice continuum. Social work educators have an imperative to expose the next generation of practitioners to this complex social issue and provide opportunities for students to develop knowledge, values, and skills to tackle what the academy has identified as one of the grand challenges of our profession. This study offers a curriculum road map for a service learning opportunity, Homeless Connect, that is integrated into the BSW program at a private southern California university. Using qualitative survey data of undergraduate students who participated in Homeless Connect, the study explores how participation influenced student perceptions of homelessness and supports emerging practitioner development.