In 1933 the Sunday Mail newspaper decided to promote South Australian country football by awarding a medal to the best and fairest player in each of the country leagues.
John Miller won two medals with Penola, followed by two more with Bordertown.

Four players have won the Mail Medal seven times: Bohdan Cybulka for Tailem Bend and Rambler, Sam Jaeschke for Taylorville/Holder, Peter Kitschke for Jamestown, and Roger Williams playing for Kingscote, then Dudley United, in the Kangaroo Island League.

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