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How will Winnipeg Jets fill out their roster?

Winnipeg Jets v Chicago Blackhawks

CHICAGO, IL - APRIL 1: Patrik Laine #29 and Kyle Connor #81 of the Winnipeg Jets discuss strategy during a first period stoppage in play against the Chicago Blackhawks at the United Center on April 1, 2019 in Chicago, Illinois. (Photo by Darcy Finley/NHLI via Getty Images)

NHLI via Getty Images

Of all the 31 teams in the NHL, the Winnipeg Jets have the second highest amount of cap space remaining at this point. Only the Avalanche have more money available than Winnipeg’s $22.872 million, but that cushion won’t last much longer.

The Jets have already lost Jacob Trouba, Ben Chiarot and Tyler Myers on defense, and they still need to re-sign restricted free agents Patrik Laine and Kyle Connor. On the surface, it seems like they have a lot of money to do so, but they also only have seven forwards and six defenders under contract right now. Neal Pionk, who they acquired from New York in the Trouba deal, is also a restricted free agent.

Losing Chiarot and Myers isn’t the end of the world, but replacing them with Nathan Beaulieu, Sami Niku, Pionk or Tucker Poolman isn’t ideal. Finding someone to step in for Trouba will be nearly impossible. The 25-year-old logged over 22:53 of ice time during the regular season and he had 50 points in 82 contests.

So it’s difficult to envision Winnipeg being better on defense this year.

Even if general manager Kevin Cheveldayoff re-signs forwards Connor, Laine and Andrew Copp, that would still only put him at 10 forwards on the active roster. That means he’d have to sign two more fourth-line players and at least one extra body. That’s not going to be easy considering Laine and Connor will likely cost somewhere in the neighbourhood of $15 million or $16 million.

If you add salaries for Pionk and Copp and you consider that a lot of the quality free agents have already been signed, you quickly realize that Cheveldayoff doesn’t have a ton to work with right now.

This is the difficult part of being in the salary cap world. It hurts less to dismantle your team piece by piece when you have a Stanley Cup to show for it. But the Jets haven’t won anything, and they’re already being forced to pick their roster apart because the talent they’ve drafted and developed is starting to get too expensive.

“I’ve got a very big plate,” Cheveldayoff said last month, per the Winnipeg Sun. “It seems like every summer, that question gets asked and the next summer is always the most important one. But that’s the truth. The opportunities and the work that we have in front of us is real important. We’ve got a lot of work that needs to be done with exceptional players that we’ve drafted and are a big part of our organization and a big part of our future. So, this summer will be the most important one, until the next one.”
[ProHockeyTalk’s 2019 NHL free agency tracker]

Assuming that Laine and Connor each make over $6 million per year, that would give the Jets five forwards at that price or higher. Add Dustin Byfuglien’s $7.6 million cap hit and Connor Hellebuyck’s $6.166 million cap hit, and it’s easy to see why they’re in such a difficult spot cap-wise.

They also have to consider that Byfuglien and Poolman are the only two defenseman they have under contract beyond next season. They’ll have to make important decisions on Dmitry Kulikov and they’ll have to find a way to pay Josh Morrissey once he becomes a restricted free agent next summer. So it’s not just about icing a competitive roster in 2019-20, it’s also about setting yourself up financially going forward.

The Jets still have so much quality on their roster, but can this group find a way to go on another long playoff run?

MORE:
Examining different lengths, contract routes for Laine, Jets

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Joey Alfieri is a writer for Pro Hockey Talk on NBC Sports. Drop him a line at phtblog@nbcsports.com or follow him on Twitter @joeyalfieri.