Son engagement auprès des Maple Leafs de Toronto et, plus tard, auprès des Raptors de Toronto, a vraiment pris forme quand, en 1991, il est devenu président du conseil d'administration de la société Maple Leaf Sports and Entertainment.
Steve's involvement with the Toronto Maple Leafs and, eventually, with the Toronto Raptors was solidified when, in 1991, he became Chairman of the Board of Maple Leaf Sports and Entertainment.