In 1990, the Gatemen reached the CCBL finals, but were ousted by the Yarmouth-Dennis Red Sox. Wareham was led by the league's Outstanding Pro Prospect, Doug Glanville, and CCBL Hall of Famer Mark Smith, who led the league with a .408 average and hit six homers on his way to being named league MVP. For the Red Sox, it was their second consecutive title under CCBL Hall of Fame manager Don Reed. After defeating the Gatemen for the 1990 title, Reed switched sides and became Wareham's field boss in 1991. Reed would continue to pilot the Gatemen through 1999, winning another pair of league titles to match his two with Y-D.