He played college hockey at Western Michigan University. Eastwood was drafted by the Toronto Maple Leafs with the 91st overall pick in the 1987 NHL Draft.
h iː WORD_BOUNDARY p l eɪ d WORD_BOUNDARY k ɑ l ɪ d̠ʒ WORD_BOUNDARY h ɑ k i WORD_BOUNDARY æ t WORD_BOUNDARY w ɛ s t ə ɹ n WORD_BOUNDARY m ɪ ʃ ɪ ɡ ə n WORD_BOUNDARY j uː n ɪ v ɜː s ɪ t i WORD_BOUNDARY iː s t w ʊ d WORD_BOUNDARY w ʌ z WORD_BOUNDARY d ɹ æ f t ɪ d WORD_BOUNDARY b aɪ WORD_BOUNDARY ð ə WORD_BOUNDARY t ə ɹ ɹ ɑ n t oʊ WORD_BOUNDARY m eɪ p ə l WORD_BOUNDARY l iː f s WORD_BOUNDARY w ɪ ð ð ə WORD_BOUNDARY n aɪ n t i WORD_BOUNDARY f ɜː s t WORD_BOUNDARY oʊ v ə ɹ ɹ ɔ l WORD_BOUNDARY p ɪ k WORD_BOUNDARY ɪ n ð ə WORD_BOUNDARY n aɪ n t iː n h ʌ n d ɹ ɪ d WORD_BOUNDARY eɪ t i WORD_BOUNDARY s ɛ v ə n WORD_BOUNDARY ɛ n eɪ t̠ʃ ɛ l WORD_BOUNDARY d ɹ æ f t WORD_BOUNDARY