During his tenure, Richard Montgomery compiled an 86–10–1 record, which included six undefeated seasons. In a time before Maryland hosted high school football playoffs, Lester's teams were considered some of the best in the state.
Richard Montgomery's performance during his tenure was characterized by a remarkable 86–10–1 record, including six undefeated seasons. In an era before Maryland hosted high school football playoffs, Lester's teams were viewed as among the best in the state.