Roland D. Haven was born the son of a carpenter on October 17, 1866 in Sudbury, Vermont. In 1883 he moved to Minnesota and worked as a carpenter in Northfield, St. Paul, and Minneapolis before reolcating to Duluth in 1889 and becoming a factory foreman. From 1894 to 1908 he worked with several companies in the manufacturing, tug, real estate, and farm implement businesses. He served two terms as alderman (and council president) beginning in 1902, and in 1908 was elected mayor. He served two fairly unremarkable terms, and shortly after leaving office he moved with his wife Belle to Silver City, New Mexico, where he died on April 21, 1930.
Captain Ray T. Lewis, born in 1940 in Brunswick, Maine, was a man of the sea. He sailed around the world several times before eventually moving to Duluth in 1886, where he became a successful real estate businessman. In 1894 he was elected mayor, and he is reported to have been a very strict mayor. After his tenure as mayor, Lewis served in the state legislature twice. On a trip to his hometown he was involved in a carriage accident, and he died of his injuries on July 21, 1912.