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This collection consists of letters that Ensign Willis V. Daugherty wrote to his mother while studying at Harvard University and serving as a United States Naval Air Corps pilot during the First World War. At Harvard, Daugherty wrote of his financial difficulties, coursework, and social life. While in the Navy, he described his training at naval air stations in Key West and Pensacola, Florida, including details of his flight maneuvers and life in the military.

This collection contains 110 letters that Ensign Willis V. Daugherty wrote to his mother, Louella Daugherty, while studying at Harvard University and serving as a United States Naval Air Corps pilot during the First World War. The collection also contains one additional letter that Louella Daugherty received from her friend "Emma" (June 4, 1918).

Willis Daugherty wrote 2 letters while traveling from his home in Wichita, Kansas, to Cambridge, Massachusetts, in September 1917, and frequently told his mother about his life at Harvard, detailing his financial difficulties and campus activities. In one letter, he anticipated attending a speech by Franklin Delano Roosevelt (January 13, 1918). After receiving an application from the United States Signal Corps in early January 1918, he began to contemplate joining the military and became a member of an "aero club."

Daugherty was formally called to join the Navy on May 7, 1918; in June, he became a member of the naval air corps. Two months later, he was stationed at the naval air station in Key West, Florida, where he trained as a pilot. In his letters home, he discussed training exercises, camp life, and fellow trainees; on August 8, 1918, he diagrammed sample maneuvers. After transferring to Pensacola in September 1918, where he flew less often, Daugherty reflected on the station's more relaxed attitude, due in part to expectations of an armistice. Pilots were placed on quarantine in October to prevent the spread of influenza, and Daugherty concentrated more on his daily work and gunnery training than on flying. On December 22, 1918, despite reporting that he had been recently promoted to ensign, he anticipated being released from the service. During this period, he often discussed the future of the aviation industry, including the impossibility of selling used naval aircraft to civilians (January 30, 1919) and his expectation that the industry would grow similarly to the automobile industry (February 6, 1919).

On his return to Boston, Daugherty wrote of resuming his life at Harvard, describing his coursework and Harvard's 1919 Class Day, which featured opposition to Prohibition (June 18, 1919). Daugherty also wrote 2 letters in May 1920 about his plans for commencement and the financial success of former military pilots.