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.
In 1960-61 Wylie joined his hometown Galt Terriers as they won the Allan Cup. That earned the team (and Wylie) a trip to the 1962 World Championship where, representing Canada, the Terriers won the silver medal.
He was named the player-coach of the Terriers for the 1962-63 season which was also his last year of play.