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Elliotte Friedman reveals target date for Connor Hellebuyck trade


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Alexander Cole
October 20, 2026  (6:46 PM)
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Winnipeg Jets goaltender Connor Hellebuyck (37) warms up before a game against the Seattle Kraken at Canada Life Centre.
Photo credit: James Carey Lauder-Imagn Images

The Winnipeg Jets are reportedly eager to close the book on the Connor Hellebuyck saga, and the calendar is starting to feel louder than ever.

Speaking on the FAN Hockey Show, Sportsnet insider Elliotte Friedman described the mood inside the organization.
I think Winnipeg would like this to end before Friday; but...they would rather continue it than make a trade they think is bad.

Patience Over Panic in Winnipeg

That message fits the approach general manager Kevin Cheveldayoff has shown for months. Hellebuyck, who requested a trade and served a suspension without pay, has five years left on a contract carrying an $8.5 million cap hit, so Winnipeg faces no contractual pressure to rush.
Every day that passes without a deal, though, keeps a distraction hanging over a locker room that has already begun to move forward.
The Jets have also held up well without him. Stuart Skinner and Clay Stevenson have exceeded expectations in net, and Winnipeg has lost just once in regulation during the holdout, which weakens any urgency to accept a lopsided package.
For Hellebuyck, the waiting game is just as uncomfortable. Reports have suggested he could consider a return, yet the dressing room reportedly is not planning a warm welcome, which makes a resolution that much more urgent for everyone involved.

What a Fair Return Looks Like

Reports have linked Buffalo, Carolina and Utah to Hellebuyck, and Winnipeg has consistently wanted immediate help in a deal rather than a pile of future assets.
Darren Dreger has said Cheveldayoff remains focused on a fair return, which explains why offers viewed as underwhelming keep getting turned away.
Friday may not be a hard deadline, but it marks a natural pressure point for a team that would love a clean slate. If a suitor is willing to meet Winnipeg's price, a deal could come together quickly.
If not, Friedman's read suggests the Jets are prepared to wait, accepting more awkward days rather than sign off on a trade they would regret for years.
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Elliotte Friedman reveals target date for Connor Hellebuyck trade

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