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James "Jimmy" Calderwood (born 28 February 1955) is a Scottish former footballer and was most recently the manager of Go Ahead Eagles. Calderwood played for English clubs Birmingham City and Cambridge United (on loan) and Dutch clubs Sparta Rotterdam, Willem II Tilburg, Roda JC and Heracles Almelo. After retiring as a player, Calderwood stayed in the Netherlands and became a coach, becoming a manager of Willem II Tilburg and NEC Nijmegen.