Ham Coolidge and Quentin Roosevelt attended Groton School together, attended Harvard together, and served together in the U.S. Army Air Service First Pursuit Group in France.
He is an honors graduate of Groton School and Yale, where he received prizes for history and debate.
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On September 15, 1917, the Reverend Angus Dun and the Reverend Dr. Endicott Peabody, headmaster at Groton School, conducted the first services, sponsored by the Young Men's Christian Association (YMCA), for the newly arrived men.
A short list of the best-known rivalries among American boarding schools would include Andover–Exeter, Groton–St. Mark's, Lawrenceville–Hill, and, perhaps tops for fierce observance, Deerfield–Choate.