After the most successful regular season in Winnipeg Jets history, the team now needs to figure out how to parlay that into playoff success. What is in our wishlist for this upcoming year? Should this be a season of transition to prepare the Jets for a brighter future? Can Winnipeg find a way to attract a top young talent to join the team? What should we expect from the upcoming Olympics orientation and camp invites? Is there a prospect on the team right now who could become the next great Winnipeg Jet?

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The Dylan Samberg extension has unofficially set a 3-year window for the Winnipeg Jets to swing big. Can the Jets find replacements for Ehlers and the 2C hole the team still has? Is Winnipeg planning to use the upcoming season as a transition year, or are they just waiting for a gem to shake loose to strike early in the season? How long can Winnipeg afford to wait for a new winger and centre? Are there any internal prospects that might make the search easier? Will the Jets be prepared for the post-window reset, and what might that look like for a team that has traditionally resisted rebuilds?

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A contract extension for Dylan Samberg was supposed to be a formality. A long-term deal was what we'd heard for weeks. Samberg did re-sign with the Winnipeg Jets, but on a much shorter 3-year deal. Why did the contract negotiations go all the way to the arbitration deadline? What does this contract say about Winnipeg's thought process for the future of the team? Are the Jets quietly preparing for a future teardown over the next few years? What is the plan for Winnipeg as we enter a new era of the NHL?

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We've often discussed the need for the Winnipeg Jets to be aggressive on the trade market, but as the dog days of summer roll on, it may be better for the team to wait it out. Should Winnipeg hold off until closer to the trade deadline for any big acquisitions? What kinds of players would make sense to target earlier in the season? Is there a benefit to being patient until the second half of the season? Could the Penguins be an ideal trading partner? How should the Jets begin to prepare for a high-cap league?

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There may be some relative uncertainty about what this year's upcoming Winnipeg Jets squad may look like, but that hasn't stopped me from being excited about camp and pre-season. This year's pre-season action may be especially competitive, with young rookies vying for spots held by departing veterans. Which of the newcomers might be a lock for the line-up? Will more than one rookie impress enough in pre-season to break into the team? When might Brayden Yager get his chance to make his mark in the NHL? Can Parker Ford earn a spot in the bottom-6, or is he Moose-bound?

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We've often heard about the Winnipeg Jets being at the bottom of places to play amongst NHLers. Have the Jets finally begun to turn that narrative on its head? What could contracts like the Vilardi extension mean for Winnipeg's future? Will we see the Kyle Connor mega-deal announced in the near future? Why is this contract so vital for the Jets to sort out? Is the Samberg extension coming this week as well? How will this define Winnipeg's defense in the seasons to come?

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After a few quiet weeks around Winnipeg, the Jets finally have a big piece of news to share! Gabriel Vilardi has been locked up on a major 6-year deal at a very reasonable cap hit. What should we take away from this new extension? Does it make sense for both sides, or is one party in particular favored? Will we see the Samberg and Connor extensions shortly? Could Winnipeg also find a way to lure McTavish to the team? What might tip his thought process in a favorable light towards the Jets?

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The off-season has been relatively uneventful for Winnipeg outside of Ehlers departing and Toews officially signing. What does that mean for the major Jets free agents who are yet to sign? What's taking Winnipeg so long to finalize these cornerstone pieces? Is the looming Kyle Connor extension holding things up? How would a deal or trade around Connor reshape Winnipeg's future? Should the Jets inquire about Yegor Chinakhov, and what would a deal like that cost? What should we be looking out for over the next few months and the upcoming season?

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