The United States Military, the ultimate Instrument of national resolve, is centered on servicemen and women. Without effective leadership these men and women are ill equipped to succeed in combat and are unjustly put in harm’s way. The commander at the operational level is the link between national policy and action. His actions, character and decisions are of historical importance. While this paper will not cover the full spectrum of operational leadership; the most important traits of operational leadership will be explored. Additionally, this paper will highlight recent failures in operational leadership and compare and contrast them with lessons learned from two diametrically opposed operational leaders of World War II, General Dwight Eisenhower and Field Marshall Erich von Manstein. Analysis will concentrate on the specific operations of the Normandy invasion and Kharkov. The analysis will not deconstruct the operations but rather center on the operational leadership traits each commander displayed and their importance to the operation. Finally the paper will show how the lessons of sixty-five years ago are applicable today and for the future.