He originally played as a wing half but during a match against Lovells Athletic the club was short of defenders so Sherwood was moved to full-back where he was so impressive that he played the position for the rest of his career. In total he played in 140 wartime fixtures for the club.
Initially, Sherwood played on the wing but during a game against Lovells Athletic, the team was understaffed at defense, so he was temporarily reassigned to full-back, where he made such an impact that he continued playing in that position for the remainder of his career. He participated in 140 wartime matches for the club.