Transitioning to new leadership raises a range of issues that boards and leaders must address in order to safeguard the founder’s legacy, maintain the organization’s ability to serve its constituents, and enable it to evolve as needs change. Two CAE organizations offer examples of successful transitions handled in different ways. Community Music Center (CMC), San Francisco, CA, conducted a search for a new executive director after Stephen R. Shapiro informed the board that he planned to retire in just under two years. At the Philadelphia Folklore Project (PFP), Selina Morales became director in 2014, four years after being hired as program associate.