He started out in Junior "B" with the Brantford Lions and in Junior "A" with the Galt Red Wings and the Galt Rockets. In 1948 Wylie went to the Quebec Aces (a Rangers' farm team) for two seasons. That earned him the one game callup to the Rangers in 1950-51. From 1952-53 to 1956-57 he was a regular on the Vancouver Canucks. He then joined the senior Kitchener-Waterloo Dutchmen for four seasons until 1959-60. He was named the player-coach of the Terriers for the 1962-63 season which was also his last year of play. Wylie won another Allan Cup in 1971 as he coached the Galt Terriers one more time.