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Given the fact that he played during an era replete with champion full forwards Jack Regan's consistent success as a 'goalkeeper' lends a fair amount of credence to claims that he was the greatest ever custodian of that position. The main secret of his success was his uncanny aerial judgement which enabled him repeatedly to out mark - often from seemingly outlandish positions behind his man - even the Pratts, Mohrs and Vallences of this world. As his career went on and his confidence grew Regan's repertoire expanded to include strong rebounding skills, vigorous - but always scrupulously fair - close checking, and an accurate, penetrating kick.
Arguably Regan's most memorable performance in a glittering career came in the 1935 VFL grand final when his containment of star South Melbourne goalsneak Laurie Nash (who managed just a single goal for the game) was instrumental in securing the Magpies' 11.12 (78) to 7.16 (58) victory.
In 1947, Jack Regan was appointed captain-coach of GNFL club Kalgoorlie City, whom he steered to a flag in the second season of his three season stint.