Prior to joining the Oilers, Chiarelli served as the General Manager of the Boston Bruins for eight seasons. He guided the Bruins to the Stanley Cup Final twice during his tenure in Boston, including winning the Stanley Cup in 2011. Chiarelli became just the third General Manager in Bruins history to bring a Stanley Cup to Boston, joining Art Ross and Milt Schmidt.
Chiarelli's regular season record as a General Manager stands at 536-393-114, with his teams reaching the 100-point plateau five times, most recently in 2016-17. That also includes the third and fourth best seasons in Bruins history with a 116-point campaign in 2008-09 (earning him The Sporting News NHL Executive of the Year Award) and the 117-point mark set with 54 wins in 2013-14, tying for second- most single-season victories in Bruins history.
The Nepean, Ontario native served as the General Manager of Team North America for the 2016 World Cup of Hockey. He has also served as a member of the management group for Hockey Canada's National Men's Team, including the 2014 Winter Olympics and the 2013 Men's World Hockey Championship.
Chiarelli graduated from Harvard University with an Economics degree in 1987 and he played for the Harvard men's hockey team from 1983-87. He began his career in hockey after graduating with a law degree from the University of Ottawa and was hired as the Director of Legal Relations for the Ottawa Senators in 2000. In 2005, Chiarelli was promoted to assistant General Manager of the Senators and he served in that role for one season, before being hired by the Boston Bruins in 2006.