In 2001, Boston’s Mattapan Community Partnership sought help from Philadelphia‘s Germantown Settlement in launching a Community Ambassadors Program. The exchange centered on the development of the Germantown Settlement’s Community Collaboration Board, a 47-member, resident-led governing board that oversees the Settlement’s work. This report describes the exchange and lessons learned by Germantown Settlement. It includes the importance of board elections, resident leadership skills, youth involvement, organizational development and neighborhood capacity to develop a shared agenda, use data and raise funds. The peer match was arranged by Casey’s Making Connections Technical Assistance Resource Center when the Foundation’s initiative was in full swing.