Bruins' Coach Bruce Cassidy to be Replaced by Jim Montgomery or Another Candidate? In a surprising turn of events, the Boston Bruins' coaching landscape has taken an unexpected twist. What may seem like a minor anecdote in Jim Montgomery's coaching career has turned out to be a pivotal moment that would shape his future. Before becoming a head coach in the NHL, Montgomery started out as a substitute equipment manager for the Bruins, working under the guidance of long-time coach Don Cherry. This unusual beginning would eventually lead Montgomery to a successful coaching stint with the Dallas Stars before being considered as a potential replacement for Bruce Cassidy, who has been serving as the Bruins' head coach since 2017.

Cheevers' coaching career with Bruins began as substitute in equipment  NHL.com