In 1914 he was appointed to South Boston Municipal Court by Governor David I. Walsh in 1914 and served as its presiding justice while Edward Lawrence Logan was serving in the military during World War I.
Day also maintained an extensive law practice and his clients included First National Stores, Union Savings Bank, Mt.
His daughter, Louise Day Hicks, was also associated with the firm.
[5] With his wife, Anna F. McCarron, Day was the father of five children.
[1] He is buried at Old Calvary Cemetery in West Roxbury, Massachusetts.