In the second interview session, conducted on January 28, 1998, Gilkey shares his experiences in New York City from 1936 to 1939, and speaks further about his work on the official book for the 1939 New York World's Fair. He discusses the development of his taste in art while in New York, shares anecdotes about Salvador Dali, and talks about the type of art he worked on. He shares his experience as an art professor at Stephens College in Columbia, Missouri, and talks about some of his students. He then talks about his service in the U.S. Army Air Corps during World War II, including his training in Texas, and writing to President Franklin D. Roosevelt to suggest forming a unit to protect art in the European theater.