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In 1926, a wealthy Toronto lawyer named Charles Vance Millar died, leaving behind him a will that amused and electrified the citizens of his Canadian province. Millar, a bachelor with a wicked sense of humour, stated clearly that he intended his last will and testament to be an “uncommon and capricious” document. Because he had no close heirs to inherit his fortune, he divided his money and properties in a way that amused him and aggravated his newly chosen heirs. Here are just a few examples of his strange bequests:

He left shares in the Ontario Jockey Club to two prominent men who were well known for their opposition to racetrack betting.

He bequeathed shares in the O’Keefe Brewery Company (a Catholic beer manufacturer) to every Protestant minister in Toronto.

But his most famous bequest was that he would leave the bulk of his fortune to the Toronto woman who gave birth to the most children in the ten years after his death.

This clause in his will caught the public imagination. The country was entering the Great Depression. As people struggled to meet even their most basic economic responsibilities, the prospect of an enormous windfall was naturally quite alluring. Newspaper reporters scoured the public records to find likely contenders for what became known as The Great Stork Derby. Nationwide excitement over the Stork Derby built quickly.

In 1936, four mothers, proud producers of nine children apiece in a ten...

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