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Hooper was born in the village of Rat Portage, later renamed Kenora, in north-western Ontario, Canada.
He first played organized hockey for a local high school.
The high school team was very talented, good enough to defeat Rat Portage's senior ice hockey team.
In 1896, at the age of thirteen, Hooper joined the Rat Portage senior hockey team where he would play until 1908.
During his years with the club, the Thistles won three league titles and challenged for the Stanley Cup three times, in 1903 and 1905 against Ottawa, and 1907 against the Montreal Wanderers.
The team won the Cup in January 1907, largely in part due to Hooper's three goals in the second game of the two-game total-goals series.
The team went on to defend the Stanley Cup as league champions, but lost the title in March 1907 to the same Wanderers.
Hooper missed the March series rematch due to a fractured collarbone.

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