traded up to select future core player Brad Marchand in the third. After Chiarelli assumed his managerial duties, Gorton returned to his role as an assistant, but was dismissed by Chiarelli a year later. In the following years Chiarelli made consequential additions including Johnny Boychuk, Andrew Ference and Dennis Wideman, the latter later used to acquire Nathan Horton in trade. On June 19, 2009, Chiarelli received a four-year contract extension through the 2013–14 season. Afterward, he made Boston's second major trade with the Maple Leafs in this period, after concluding that Bruins star forward Kessel could not be re-signed. Instead he was traded to the Maple Leafs in exchange for a package that included two unprotected first round draft picks. Due to the poor performance of the Maple Leafs in subsequent years, both of those were in the top ten, allowing the Bruins to select Tyler Seguin second overall in 2010 and Dougie Hamilton ninth overall in 2011. This trade, similar to the Raycroft/Rask trade three years prior, was considered one of the Leafs' worst. On June 15, 2011, Chiarelli won the Stanley Cup with the Bruins. The Bruins would reach the Stanley Cup Final for a second time under Chiarelli, in 2013, shortly after which he signed another four-year contract extension. The Bruins won the Presidents' Trophy as the team with the best regular season record for 2013–14. However, the later years of Chiarelli's tenure were not as successful managerially, and he became increasingly the object of criticism for perceived poor trades and salary cap management decisions. In particular, it was widely believed that he had not received adequate return for trading Seguin to the Dallas Stars in 2013. Things came to a head in the 2014–15 season, which began on a sour note when Chiarelli traded Boychuk to the New York Islanders. This trade was prompted by the Bruins lacking salary cap space, which was in turn blamed on many of the contracts that Chiarelli had opted to sign. Boychuk's absence from the team's defensive corps would hurt in the season that followed, particularly because of a lengthy injury to Chára. Struggling with injuries and subpar performances by key players, the Bruins missed the playoffs for the first time in eight years, and on April 15, 2015 Chiarelli was fired. Reviewing his tenure at the time of his dismissal, Sports Illustrated opined that he had "built a nice