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Sadie Mildred Grimm (27 March 1895 – 8 February 1970) was the winner of the 1914 Manitoba Motorcycle Club’s Gold Medal. This is the first documented award in motorcycling by a woman in Canada in a competition open to men. It is also notable that unlike American Clara Wagner, she was not denied the award due to gender.

There was a significant political element to this competition. The Gold Medal was to be presented for the first person to ride the approximately fifty-five miles by motorcycle from Winnipeg to the popular resort town of Winnipeg Beach. The roads at that time, like many in the province, were poor to impassible to non-existent with stretches being nothing but swamps and pastures. With thousands flocking to Winnipeg Beach during the summer, the Canadian Pacific Railway had a de facto monopoly on what was claimed to be the most profitable stretch of track in Canada.

To underscore the difficulty of the task, there had been numerous failed attempts by other riders during the winter and early spring prior to Grimm’s accomplishment on June 14, 1914. Grimm actually completed the feat twice on the same day two by successfully returning to Winnipeg by a different route.

On May 30, 2017, it was announced that Sadie Grimm was to be inducted into the Canadian Motorcycle Hall of Fame.