The San Jose Sharks may be on the rise, but that doesn’t automatically make them the right landing spot for Connor Hellebuyck.
With the Winnipeg Jets goaltender wanting out and refusing to report to training camp, his future has become one of the biggest questions in the league. One team that has surfaced in the conversation is San Jose, a club that has spent years rebuilding and is edging closer to becoming a Stanley Cup Playoff contender. The problem is that the Sharks already have Yaroslav Askarov, their goaltender of the future, which makes any Hellebuyck scenario far more complicated.
That tension was the focus on this week’s edition of Daily Faceoff LIVE, where Tyler Yaremchuk and Carter Hutton weighed whether San Jose should even be in the mix.
“They would have to move an Askarov presumably in the trade, and he’s kind of viewed as that next man up in the goaltending world, and they would have the future assets to get it done. I just don’t know if San Jose is quite in the spot where making a move like that makes sense. I think it’s a touch too early, and you have Askarov.”
Hutton took it a step further, pointing out how messy the fit gets when a player like Hellebuyck is involved.
“You have Askarov at 24, who’s coming into his own. He’s an RFA.
You could lock him up on a pretty good deal, and he’s your future. With Hellebuyck, it’s almost more of a win-now situation.
I think that’s where it gets so muddy with Hellebuyck, like where he lands, because anybody who’s getting Connor Hellebuyck is like, ‘We want to win the Stanley Cup.’ So, you hear Carolina’s name being thrown around, right, or Buffalo that’s trying to be in there.
Winnipeg wants back guys that can win right now, so he’s going to give up guys that can help you win right now when you’re trying to win right now on the team that wants Connor Hellebuyck, so that’s the tricky situation with him. I think San Jose stays status quo.”
Yaremchuk also argued that the Sharks are still too early in their build to make Hellebuyck the centerpiece of a deal, especially when their core is so young.
“Connor Hellebuyck is not young anymore. He’s he’s 33.
You know, going to be 34 years old. Like, if you’re a team with a 20 year old Macklin Celebrini and a 21-year-old Will Smith and all these other pieces, Stenberg, Misa, go down the list.
Do you want to have five years from now, when those guys are firmly in their primes? Do you want to be paying a 39-year-old Connor Hellebuyck or a 29-year-old Yaroslav Askarov?
I mean, who knows what either player is at those ages? But I just think there’s a point of like San Jose is still building.
They’re not quite looking for that finishing piece.”
For now, the Sharks sound more like a team with a future than a team ready to make that kind of all-in swing.
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