The purpose of this monograph is to examine the career of LTG Robert L. Bullard. Bullard served during a seminal period in United States history. Often overlooked as one of the nation's more progressive and ambitious leaders, largely because of the time he served and biases he held, Bullard's memoirs and papers offer a valuable perspective to examine this era. Bullard's experiences during his initial assignments as a junior officer, the Philippine Insurrection, and the Spanish-American War prepared him for his later career when he commanded at the most senior levels during World War I. A comprehensive examination of these experiences demonstrates Bullard's candid understanding of culture and its significance as it relates to conflict, views on military education and leadership (preparedness), and ability (mental aptitude) to see the operational environment during small and large conflicts. These attributes contributed to and shaped his operational approach to achieve strategic objectives throughout his distinguished professional life.