Career
He was the founding editor of Rudder, a monthly magazine about boats. The T. F. Day Trophy is named for him. In 1890, he founded Rudder, "A monthly journal devoted to aquatic sport and trade," which he edited until April 1916.
In 1911 he and Frederick B. Thurber and Theodore R. Goodwin sailed the Atlantic Ocean in Seabird (ship).
In 1918 he designed the Islander that Harry Pidgeon built and sailed to become the second person to sail around the world. He died on August 19, 1927 in Harlem, New New York