Kammala wannan jumla: Eastwood an rubuta shi a zagaye na biyar, 91st gaba ɗaya ta Toronto Maple Leafs a cikin
Zaɓin shiga NHL na 1987. Daga nan ya buga wasanni hudu tare da Jami'ar Western Michigan na CCHA. Ya buga wasanni 164 don Yammacin Michigan, inda ya zira kwallaye 69 kuma ya kara da taimakawa 80 don maki 149. Mafi kyawun lokacinsa shi ne na ƙarshe lokacin da ya zira kwallaye 29 da taimakawa 32 a wasanni 42. A 1991, Eastwood ya yi tsalle zuwa wasan hockey. Bai zama NHL na yau da kullun ba sai bayan shekaru biyu.