The Common Ground Multicultural Dialogue program in the Department of Resident Life at the University of Maryland is an innovative peer education program designed to teach skills for engagement through exploration of contemporary multicultural societal dilemmas. The Common Ground Dialogue Program was launched in 2000 to provide undergraduate students structured opportunities to engage in peer-led dialogues about compelling topics that have important implications for a twenty-first century U.S. multicultural society. A primary goal of the program is to equip students with the skills, experiences, and confidence to become more comfortable engaging with others, especially on provocative and divisive issues for which there are multiple and competing perspectives. In this chapter, the authors describe their work with the program and lessons learned about strategies for effective peer leadership.