Career
He was 6 foot 3 in. tall and had a venomous punch, winning many of his fights by knockouts. His career was cut short when he was killed in an automobile accident. He compiled an amateur boxing record of 64 wins and 6 defeats.
He had his first professional fight in September 1957 when he fought Jimmy Teasdale in Falkirk, winning by a knockout in the second round.
Over the next two years he built up a record of 23 straight wins, 17 of them by knockout. In January 1960 he fought for the vacant British light-heavyweight title, vacated by Randolph Turpin.
He was the first Scottish boxer to hold the British light-heavyweight title. In his next fight, in June 1960, he met the Tongan, John Halafihi at Firhill Park, Glasgow, for the Commonwealth light-heavyweight title.
The fight, over ten rounds was at the Kelvin Hall, Glasgow.
After building up a record of 29 straight wins, he lost his first fight in March 1961 when he was beaten on points over ten rounds by the American, Von Clay, at the Empire Pool, Wembley. In December 1961, he suffered a second points defeat, against the American, Henry Hank, in Detroit. In June 1962 he had a re-match against John Halafihi for his Commonwealth title, beating him on points over fifteen rounds at Newcastle-upon-Tyne.
In his next fight, in September 1962, he fought for the European light-heavyweight title, against the holder Giulio Rinaldi.
The fight was held in Rome and ended with a fifteen-round points victory for the Italian. Calderwood retained his tiles when Redrup retired at the end of the eleventh round with a badly cut eye.
Later in 1963, Calderwood was charged with assaulting a labourer from Selkirk and was sentenced to three months" imprisonment. As a result, he was stripped of his titles in November 1963.
In November 1964, he regained his British title in Paisley by beating Bob Nicholson, by a knockout in the seventh round.
In August 1966, he again challenged for the European light-heavyweight title, this time against another Italian, Piero Delegate Papa. The fight was held in Lignano, Italy, and was declared no contest after six rounds because of heavy rain. Unfortunately Calderwood was knocked out in the second round of, what proved to be, his last fight.
A month later, on 12 November 1966, he was killed in an automobile accident in Scotland.
