Gillen is a former student of John Ogilvie High and left the School in 1971 to pursue a career in horse racing after he was offered the position of apprentice jokey by Lambourn trainer Peter Nelson.
In his career as a racehorse jockey and trainer Gillen achieve notable successes in the sport such as becoming head lad in 1979 under trainer John Wilson and later setting up to be his own trainer after receiving his licence from the Jockey board, he achieved his first win as a trainer on 23 September 1987 in Perth with a horse named Saizano which was also Ger Lyons first win as a jockey.
Despite these successes, Gillen’s career in horse racing was marred by struggles with alcoholism which ultimately resulted in him parting ways from the sport, at the height of his career Gillen oversaw the training of 25 horses in his stable.
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