Kammala jumla mai zuwa: Bayan nasarar kakar wasa tare da Kamloops Blazers na Yammacin Hockey League, an ga Wilkie a matsayin daya daga cikin manyan masu kare kariya masu zuwa don
1992 NHL Entry Draft kuma an zaɓe shi a zagaye na 1, 20th gaba ɗaya, ta Montreal Canadiens. A kakar wasa ta gaba, Wilkie ya koma Blazers kuma ya fara wakiltar Amurka a gasar cin kofin duniya na hockey ta duniya (WJC) a shekarar 1993. Lokacin 1993-94 ya ga Wilkie ya raba shekara tsakanin Blazers da Regina Pats yayin da kuma ya koma WJC don 1994.