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.
During his tenure, Richard Montgomery compiled an impressive 86–10–1 record, which included six unbeaten seasons. At that time, before Maryland hosted high school football tournaments, Lester's teams were considered some of the top-ranked in the state.