This paper discusses the interrelated components of institutional structure and administrative leadership within colleges and universities, focusing on the relationship between presidential qualifications and institutional structure. It examines the differing characteristics and qualifications of presidents of institutions that are members of the Association of American Universities (AAU), the National Association of State Universities and Landgrant Colleges (NASULGC), the American Association of Colleges (AAC), and the American Association of State Colleges and Universities (AASCU). These organizations represent, respectively, large private research universities, large public research universities, smaller private comprehensive universities, and smaller public comprehensive universities. By reviewing presidential biographies in various national directories, it was found that presidents at AAU institutions earned their highest degrees from more prestigious universities while presidents of AASCU institutions were least likely to earn their highest degree from prestigious universities. The paper concludes that while institutional prestige remains an appreciable factor in the appointment of presidents, the academic discipline or scholarly productivity of candidates is much less relevant. It also points to the need to streamline the presidential selection process, reduce the turnover of institutional leadership, and avoid perpetuating stereotypical profiles of suitable presidents. (Contains 11 references.) (MDM)