 Arriving in New York, Maeder soon obtained a position as the director of the boys' division of a YMCA in Williamsburg, Brooklyn.In September 1944, Maeder took a teaching job for a year at Windsor Mountain School in Lenox, Massachusetts, several miles from the site of the future Stockbridge School.Maeder then moved to the Walden School, a private day school in Manhattan, teaching German and the history of languages and briefly serving as the school's director in 1947 and 1948.