Rupert Henry Whitcomb was born on August 3, 1879, in Winchendon, Massachusetts. He graduated from Dartmouth College with a BA in 1901, and an MA in 1909. Before joining the Norwich University faculty in 1926, Whitcomb taught at St. Paul's School, St. Luke's Academy and in Garden City, NY. At Norwich he was an associate professor of languages and also coached the school's band, glee club and dramatic club. He retired from Norwich in 1940. Whitcomb was also an accomplished painter, composer and playwright. He died on December 12, 1971.