Kammala wannan jumla: A 1991 digiri na biyu na Colgate University, Woodcroft aka tsince ta Chicago Blackhawks a cikin
1988 NHL Draft (134th gaba ɗaya). Bayan buga wasan hockey na kwaleji, ya zama pro kuma ya sanya hannu tare da Indianapolis Ice na International Hockey League, inda ya zauna daga 1991 zuwa 1993, sannan ya bi sahun tare da Prince Edward Island Senators na American Hockey League a 1993-94.