Career
Youngest brother to fellow North Adelaide football player Peter Bennett, Shayne was a leading junior football player for North Adelaide and was drafted by Victorian Football League (VFL) team Collingwood at the 1989 VFL Draft with the 56th selection. Older Brother of fellow North Adelaide football player Andrew Bennett, was also a Red Sox pitcher. Andrew Bennett is the middle child of the Bennett Family.
He never made his senior debut for Collingwood, and instead Bennett travelled to the United States and started playing baseball at the College College of DuPage.
He was drafted by the Boston Red Sox in the 1993 Major League Baseball draft in the 25th round, and after three years playing in the minor leagues, he was traded to the Montreal Expos in January 1996. He went on to play for the Expos in the major league for part of 1997, all of 1998, and part of 1999.
His final professional season was 2000, when he pitched for the Expos" top farm team, the Ottawa Lynx.
