The Shocking Truth Behind the NHL’s Longest-Tenured Worst GM Revealed
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Signature move: His best and arguably biggest move was trading for J.T. Miller. But in general, the Benning era was known for disappointing drafts and the constant promise that the team didn’t need to rebuild because they were almost there. They were not.
Bottom line: Every Canucks fan right now is going “Wait, Benning wasn’t first?” But then they remembered the one name we haven’t mentioned yet …
1. Mike Milbury, Islanders
Hired: December 1995
Fired: June 2006
In between: Hoo boy.
Look, the one thing you can say about Mike Milbury as a GM: He was not afraid to take a big swing. I do a lot of complaining about timid GMs who are scared of sticking their necks out, so I guess I have to give credit where it’s due — Milbury was not that guy. He made plenty of big moves.



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