Bergevin's several moves in the past year to strengthen the Canadiens roster have paid off in the 2021 Stanley Cup Playoffs, as Montreal triumphed over Scotia NHL North Division rivals the Toronto Maple Leafs and Winnipeg Jets to reach the Stanley Cup Semifinals. Bergevin acquired six Stanley Cup champions via trade or free agency since September: goaltender
Jake Allen; defenseman
Joel Edmundson; and forwards Michael Frolik,
Corey Perry, Eric Staal and
Tyler Toffoli. He also added forward
Josh Anderson in an offseason trade; signed defenseman
Alexander Romanov, a 2018 2nd-round draft pick, last summer; and inked forward
Cole Caufield, their 1st-rounder in 2019, in March. Under interim head coach Dominque Ducharme, whom Bergevin named to the post Feb. 24, the Canadiens ended the Second Round with an active streak of 437:53 without trailing in a game, the second-longest span in Stanley Cup Playoffs history. Bergevin, who has served as Canadiens GM since May 2, 2012, is a Jim Gregory finalist for the third time. He placed third in voting in 2012-13 and was second in 2013-14.