Now more than ever, leading community colleges is a complicated and challenging endeavor. According to the American Council on Education's (ACE) American College President Study of 2017, 33.9% of community college presidents planned to retire from their positions within three to five years. Consequently, this gap in community college leadership demands a need for the emergence of competent, qualified leaders to offer intellectual leadership, embody institutional values, and shape institutional practice and policy. Building upon the research of Forthun and Freeman (2017), this paper seeks to identify and analyze the effectiveness of historical and modern-day community college leadership programs geared toward preparing the next generation of community college leaders.