He had his primary education at the Chauncy Hall school in Boston then, in 1886, enrolled at the Boston Museum School, where he studied with Emil Otto Grundmann, Joseph DeCamp and Edmund C. Tarbell, who had the most influence on his style.
During his stay he was introduced to the work of James McNeill Whistler and absorbed elements of the Aesthetic style.
Two years later, he and his wife Caroline Bowles, returned to the United States and settled in Winchester, Massachusetts.
[2] In 1903, he and Charles Prendergast opened the "Carrig-Rohane" (Red Cliff) frame shop in Winchester.
[1] By 1915, the level of business had grown to the point where he asked his friend, the art dealer Robert Vose (1873–1964), to take over its day-to-day management.