Following graduation from college, Woodman joined the publishing firm
Longmans, Green, & Co. (now an imprint of
Pearson PLC). Woodman was the school's first headmaster during its first nineteen years, from 1898 to 1917. Woodman later worked as an independent education consultant after his retirement. During
World War I, Woodman served as an educational advisor for the
YMCA in France. ==Personal life==