Complex sentence: During the governorship of Fletcher D. Proctor (1906--1908) he was the governor's executive clerk, and he served as Secretary of Civil and Military Affairs (chief assistant) to Governor George H. Prouty (1908 to 1910).
Split into simpler sentences: During the governorship of Fletcher D. Proctor (1906--1908), he was the governor's executive clerk. He served as Secretary of Civil and Military Affairs (chief assistant) to Governor George H. Prouty (1908 to 1910).