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Memorable Manitobans: John William Willoughby Stewart (1868-1936)

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John William Willoughby Stewart
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Insurance executive.

Born in Simcoe County, Ontario on 29 July 1868, son of Robert and Ann Stewart, he was educated at the Collingwood Collegiate Institute. He began his career as a junior clerk with the Charles Stark Company of Toronto, in 1885. He came to Manitoba in 1897 and found work with the Imperial Life Assurance Company, working there from 1897 to 1906. In the latter, the Monarch Life Assurance Company was founded, and he became its Managing Director, as well as Vice-President of the Royal Canadian Securities Company.

He and wife Florence C. Fish, daughter of the Reverend Charles Fish of Toronto, had one daughter. He served with the Canadian Militia (Queen’s Own Rifles) and was a member of the Carleton Club, Auto Club, Elmhurst Golf and Country Club, Fort Rouge Bowling Club, Manitoba Club, St. Charles Country Club, Rotary Club, and the AF & AM (32nd degree). He was a member of the board for Wesley College.

He died at Toronto, Ontario on 1 November 1936.


Who’s Who in Western Canada: A Biographical Dictionary of Notable Living Men and Women of Western Canada, Volume 1, edited by C. W. Parker, Vancouver: Canadian Press Association, 1911.

Pioneers and Prominent People of Manitoba, Winnipeg: Canadian Publicity Company, 1925.

“J. W. W. Stewart, insurance head, dies in Toronto,” Winnipeg Free Press, 2 November 1936, page 4.

This page was prepared by Gordon Goldsborough.

Page revised: 6 September 2021

Memorable Manitobans

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