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Biggest blockbuster of the decade submitted one minute after NHL trade deadline


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Daniel Lucente
June 5, 2026  (1:57 PM)
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National Hockey League Commissioner Gary Bettman speaks at a press conference before the Pittsburgh Penguins host the Philadelphia Flyers in game two of the first round of the 2026 Stanley Cup Playoffs at PPG Paints Arena.
Photo credit: Charles LeClaire-Imagn Images

The Matthew Knies trade to the Montreal Canadiens did not fail because of bad luck.

It failed because someone filed paperwork 60 seconds late on March 6.
That administrative error may be the single most consequential moment of the Toronto Maple Leafs' entire season.
"The reason it didn't happen was it was submitted at 3:01... I think it's possible Montreal wanted to revisit it, but I don't believe it will happen. I think that deal is off the table now"

- Elliotte Friedman
Elliotte Friedman confirmed on the 32 Thoughts podcast that the deal was submitted at 3:01 PM, one minute past the NHL trade deadline.
David Pagnotta of The Fourth Period reported the package: Alexander Zharovsky, another top prospect, and two first-round picks heading to Toronto.
The reaction from Montreal and Toronto fans has centered on the drama of the near-miss.
Kent Hughes wants to revisit the deal this summer. But that framing ignores the most important detail in the entire story.

The GM who said yes is gone

Brad Treliving agreed to move a 23-year-old power forward on a team-friendly six-year deal worth $7.75 million annually.
Three weeks later, Treliving was fired after the Maple Leafs finished 32-36-14 and missed the playoffs for the first time in nearly a decade.
John Chayka replaced him. And Chayka has already signaled publicly that he views Knies as a cornerstone, not a trade chip.
He called Knies a unicorn - a rare blend of size, skating, and skill on a long-term bargain contract.
The deal Hughes wants to revisit no longer belongs to anyone in Toronto's front office. The regime that valued two firsts and prospects over Knies is the same regime ownership fired for presiding over a 30-point collapse.

Montreal's price just went up permanently

NHL analyst Marco D'Amico reported that multiple teams can beat Montreal's original package, and Chayka would demand significantly more if he ever entertained serious offers.
That one-minute paperwork failure did not delay a trade. It erased a trade. The Canadiens had a window to acquire a top-line power forward at a discount, and it closed the moment the clock hit 3:01.
Every second of that lost minute now works in Toronto's favor.
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Biggest blockbuster of the decade submitted one minute after NHL trade deadline

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