From 1936 through to 1942 he was part of one of the National Hockey League (NHL)'s most prolific scoring lines as a member of the Toronto Maple Leafs.

A winger noted for his deadly accurate shot, he created a specific style of play that made him a leading scorer.

Future stars such as Phil Esposito, Dino Ciccarelli, and Dave Andreychuk emulated his innovative style with great success.

At season's end, Drillon cut short his hockey career and joined the Royal Canadian Air Force, serving for the remainder of World War II.

Drillon later returned to his native New Brunswick where he was employed as a scout for the Maple Leafs, covering the Maritime provinces.