Articles / What if the Bruins Had Kept Ken Dryden?

What if the Bruins Had Kept Ken Dryden?

T
The Hockey Writers
Sep 9, 2025 3:35 PM

Summary: This is a summary of an article originally published by The Hockey Writers. Read the full original article here →

The hypothetical scenario of the Boston Bruins retaining goaltender Ken Dryden from the Montreal Canadiens offers an intriguing lens through which to analyze the franchise's history and potential championship successes. Drafted by the Bruins in 1964, Dryden was traded to the Canadiens, where he would eventually become a pivotal player, earning six Stanley Cup titles. Imagining a world where the Bruins kept Dryden raises questions about how his presence could have altered the dynamics of the Eastern Conference.

With Dryden in goal, the Bruins would have had a formidable defensive backbone to support their potent offensive lineup, which featured legends like Bobby Orr and Phil Esposito. The synergy between Dryden and these iconic players could have led to a more dominative performance during the 1970s, a decade where the Bruins often fell short of the ultimate prize despite their talent.

Furthermore, the impact of Dryden’s leadership and poise in crucial games could have changed the trajectory of the franchise. A union with players of Orr’s caliber might have altered the competitive landscape of the NHL, particularly against rivals like the New York Islanders or the Philadelphia Flyers, who were formidable forces during that era. The mere thought of this scenario sparks nostalgia among fans and debates among analysts regarding the what-ifs that shape hockey history.

Ultimately, while the Bruins have enjoyed significant successes, the question of "what if" regarding Ken Dryden adds another fascinating chapter to their legacy. The combination of elite goaltending with their already potent roster could have rewritten the story of the team's championship runs and altered the history of the NHL itself.