Maynard W. Linn was born and educated in Minnesota and began his career in 1927 teaching science at a high school in Cambridge, Minnesota. Two years later, he became an elementary school principal there and by 1931 he had completed his Master's Degree at a Teacher's College there. In 1933 he moved to Greenwich to become the principal of the new Riverside School and lived with his wife on Riverside Avenue. He was deeply involved in the Greenwich community and was instrumental in guiding it through the demands of the WWII years. He was the first principal of Riverside School when it opened in 1933 and he held that position until 1937 when he became the Asistant Superintendent of Greenwich Public Schools. By 1940, he was the Superintendent of Greenwich Public Schools and shepherded the school system through the WWII years until his resignation in June of 1946. While working with the school system, he also served on numerous state and local committees, including the Greenwich Safety Council, the Advisory Committee of the Greenwich Recreation Board, the Greenwich Council of the Boys Scouts of America, and the Evacuation Committee of the Connecticut Department of Education, Wartime Activities Division.