Playing Career
Born in Govan, Glasgow, Calderwood started his professional career with Birmingham City as an apprentice in 1971, making his first team debut against Stoke City in 1972. He made 159 appearances for the club before spending a short time on loan at Cambridge United in 1979. His contract with Birmingham was cancelled at the end of the 1979–80 season, and he accepted an offer to move to the Netherlands, where he spent almost 10 years playing for Sparta Rotterdam, Willem II Tilburg, Roda JC and Heracles Almelo before retiring in 1989.
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