Some of the key elements that have brought success in Community College of Philadelphia's first 4 decades may not be as effective in the coming 40 years. Due to substantial funding decreases and changes in enrollment patterns, the college's operating context has fundamentally changed. This is so even as the institutional leadership holds fast to a mission of providing accessibility to an affordable, quality education for all who may benefit. These issues, coupled with the anticipated retirement in the coming decade of leaders at the institution, drove the 2002 creation of the Leadership Institute (LI). The plan is to develop and sustain leaders who will meet new challenges in this era of rapid change. This article describes the Leadership Institute, whose goals include understanding critical regional and national trends that impact community colleges, and developing skills such as team building, conflict resolution, grant writing, and decision making in an institutional context.