Usui was born in Fujieda on August 4, 1953. After graduating from Waseda University, he joined Hitachi in 1976. The club won 1976 JSL Cup. He became a top scorer and was elected Best Eleven in 1980 and 1982. He retired in 1988. He played 200 games and scored 85 goals in the Division 1.
After retirement, Usui became a manager for Hitachi in 1989. Although the club finished at the bottom place in 1989–90 season and was relegated to Division 2, the club won the champions in Division 2 in 1990–91 season and was promoted to Division 1. He resigned in 1992.