3 Reasons the Jets Might Consider a Connor Hellebuyck Trade

2 min read• Published May 29, 2026 at 5:17 p.m.
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A lot of the conversation in Winnipeg right now all circles back to Connor Hellebuyck. For years, he’s been the steadying force, the guy keeping the Jets competitive even when things around him got messy. But now, with another disappointing finish and more questions about the direction of the team, the idea of moving him isn’t completely off the table anymore.

It’s not because he isn’t elite, because he absolutely is. But timing in hockey can change everything.

Reason One: The situation in Winnipeg is starting to feel stuck for Hellebuyck.

At a certain point, teams either take a step forward or they just kind of hover. That’s where the Jets feel like they are right now. The team is good enough to stay in the conversation, not quite good enough to break through. And when that happens, even cornerstone players start to get pulled into the “what if” conversations. Trading Hellebuyck wouldn’t be about giving up; it would be about acknowledging that the window might need to be reset rather than stretched.

Reason Two: Geography and fit start to matter more than people think.

This is the part that doesn’t always get talked about out loud. Hellebuyck is an American player, and when things are going well in Winnipeg, none of that really matters. But when things get bumpy, players start thinking about fit, comfort, and long-term direction. US-based teams naturally become part of that conversation. It doesn’t mean that Hellebuyck is unhappy; it just means the list of “where life might make sense next” gets wider. And once that starts creeping in, it can subtly shift how these situations evolve.

Reason Three: Hellebuyck’s value may never be higher than it is right now.

From a pure asset standpoint, this is the big one. Elite goaltenders don’t move often, and when they do, the return can be massive. If Winnipeg ever wanted to reset or retool on the fly, moving Hellebuyck while his value is at the top of the market could bring back a franchise-altering package. The truth is that holding on too long sometimes means missing the peak return window.

It isn’t a sure thing that Hellebuyck will be gone, but this is as close as it’s been.

In the end, none of this means a trade is inevitable. It just means the conversation is no longer unthinkable. And in today’s NHL, once that door cracks open, it usually stays worth watching.

Related: Could the Canucks Run a Three-Goalie System Next Season? or Who Is Daxon Rudolph, and Why Might the Jets Grab Him?