He was then promoted to first-team trainer when Syd King, the previous holder of the position, was appointed as the first team manager.
He had signed for West Ham following a personal request by Charlie Paynter to turn out in a match against Preston North End.
Born in Stratford, London, Gregory played for West Ham Boys, and was noticed by Charlie Paynter during an English Trophy Final against Preston North End at Upton Park.
Signed after a months trial from Gainsborough by Charlie Paynter, Cockroft made his West Ham debut on April 14, 1933, having made just four reserve appearances for the club.
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