Loughlin played for the senior Winnipeg Monarchs and Winnipeg Strathconas from 1910–1916, winning the Allan Cup in 1915. He then turned pro with the Portland Rosebuds for two seasons (1916-17 & 1917-18). He then played with the Victoria Aristocrats and the Victoria Cougars for eight seasons. He was Captain when the Victoria Cougars won the Stanley Cup in 1925. When the Western Canada Hockey League folded in 1926, the Victoria Cougars were sold to Detroit and became the Detroit Cougars. Loughlin followed and became the first captain of the team.
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