The Shocking Truth Behind the NHL’s Longest-Tenured Worst GM Revealed
10. Mike O’Connell, Bruins
Hired: November 2000, taking on the unenviable role of replacing a living legend in Harry Sinden, who’d held the job since 1972.
Fired: March 2006
In between: O’Connell’s Bruins had decent regular-season success, including finishing first in the division twice. But they never won a round, and it’s fair to say it did not end well.
Signature move: Trading Joe Thornton to the Sharks for Wayne Primeau, Brad Stuart and Marco Sturm. It was a confusing deal at the time, amid reports that the Bruins hadn’t even shopped the former No. 1 pick before taking the Sharks’ offer. It got worse when Thornton won the MVP that year. Two decades later, it’s considered one of the worst trades of all time.



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