Regan was the prince of full-backs in an era of champion full-forwards. In fact, many fine judges regard Regan as the greatest full-back the game has seen. Yet, ironically, Regan had played very little football when he joined the Magpies from VFA club Northcote.
Regan struggled in his first couple of seasons and was tried almost everywhere without finding a niche, but then blossomed into a superb defender who outmarked even the best full-forwards. His duels with South Melbourne goalkicking machine Bob Pratt were legendary. Fast, dashing and a long kick, Regan set the standard for all full-backs until the modern era when marking from behind became a cardinal sin.
Regan, Collingwood’s best and fairest in 1936, was equal third in the 1934 Brownlow Medal and was a regular Victorian representative (he captained the State against New South Wales in 1941). He was Collingwood captain in 1940-41 and 1943 and played in the 1935-36 Magpie premiership sides.
Gordon Coventry said that the more he saw of Regan the gladder he was that he was on the same side.
Regan also gave Collingwood tremendous service as club secretary from 1969-77.