This article examines the particular personality traits associated with effective, active and former educational leaders, using a sample set of Myers-Briggs personality types of educational leaders from the Southeastern and Midwestern areas of the United States who attended a conference on Educational Leadership in the fall of 2017 (N=19). It was anticipated that the characteristics of this unique set of individuals, who have elected to work for the benefit of children through the challenging aspects of administrative constraints and oversight, will emerge as having a unique personality density, separate from that of the normal population. It is further posited that understanding how select leaders to go into fields where academic integrity, fiscal responsibility, and "in loco parentis" standing attract a "de minimus" and group of individuals, focused on improving society for the next generation. It is these characteristics, which will be fully examined and explored in order to enhance the clarity of challenges and opportunities which future generations of educational leaders can expect to encounter on their journey toward facilitating academic efficacy.