Nyorai kuenderera mberi kweiyi ndima - Roy akatungamira Kitchener Rangers yeOntario Hockey League (OHL) nemapoinzi makumi masere nemanomwe mumwaka wa1999 kusvika 2000, uye akahwina mukombe weOHL Rookie of the Year. Mwaka unotevera, akarova zvibodzwa makumi mana nezviviri uye mapoinzi makumi masere nemasere, mushure meizvozvo akasarudzwa makumi matatu nemaviri neBuffalo Sabres mu2001 NHL Entry Draft
pakupera kwemwaka. Mwaka unotevera, 2001<unk>02 Roy akaisa OHL yake yepamusoro ye 43 zvinangwa uye 89 mapoinzi uye akaramba ari iye anotungamira zvibodzwa zveRangers.