At the Casablanca Conference in January 1943, World War II Allied leaders decided to follow the success of the campaign in North Africa by invading Sicily. Success in Sicily led to landings in Italy and eventually the liberation of Rome. Hillen previously served as the U.S. Assistant Secretary of State for Political-Military Affairs and is a longstanding member of the Council on Foreign Relations. His seasoned perspective often shaped entire discussions on the trip. Hillen reflected on the historic decision to invade Sicily: “At the highest level of diplomatic action and strategic design, it represented a somewhat controversial strategic choice for the allies that was debated between them for years.”
The first stop on the trip was to the Sicily-Rome American Cemetery and Memorial, where students were moved to somber reflection as they walked past 7,860 headstones on their way to the map room for the first round of presentations.
“As a freshman on the staff ride with no experience studying grand strategy,” Riya Sharma recalled, “I went into the trip completely unsure of what to expect.” She walked through a bronze gate with students and alumni who she had just recently met, and they gathered around an octagonal table inset with a circular relief map of marble mosaic tile depicting the Italian peninsula and Sicily during American military operations. Hillen was the first to present. “Delving into the allied campaign to liberate Rome allows us to look at every aspect of war and grand strategy. To track the actions of leaders in coming to the compromise that led to these campaigns is a case study in leading a diverse coalition.”
The mosaic map on the ground, the large fresco maps painted on the walls, and introductory remarks by eminent mid-century historian Sir Michael Howard, as portrayed by Hillen, set an immersive depth that establishes the context for the Italian campaign and the tone of the characterizations. Sharma remembered, “Facing the unknowns of a staff ride in a foreign country with a group of strangers made for some of the most exciting memories and important relationships.”