Right now, it’s probably almost all sadness and anger, but eventually, the Winnipeg Jets will look back at this season with mixed feelings.

[Golden Knights eliminate Jets in Game 5]

There are a ton of entries in the “Pros” column. After years of being betrayed by goaltending during the Ondrej Pavelec era, Connor Hellebuyck finished 2017-18 as a Vezina candidate and was mostly great during the 2018 Stanley Cup Playoffs. Winnipeg went from never winning a playoff game in its Thrashers – Jets iteration to making it to the third round. They finished the season with the second-best record in the NHL and dispatched the top-ranked Predators during the postseason. Budding stars like Patrik Laine and Mark Scheifele took their next steps, while Kyle Connor joined this team’s absolutely bursting list of impressive assets. The future is mostly bright, and so is the present, thanks in part to the patience of the past.

Still, it had to be gutting to lose to the Vegas Golden Knights as a considerable favorite, especially considering how frustrating it was to try – and mostly fail – to solve Marc-Andre Fleury.

It’s easy to assume that the Jets will be a fixture in the West’s top rankings for ages, yet the counterpoint is chilling: what if this was actually their best shot?

Overall, the Jets are in a great position to contend for years. That said, GM Kevin Cheveldayoff needs to churn out some more wins, and some breaks need to go their way. Let’s consider what the Jets need to do to contend next season and beyond, along with some of the bumps in the road that could derail such dreams.

Central casting

In 2017-18, the Central Division was the general pick as the toughest division in the NHL. It’s difficult to imagine it getting a lot easier.

The Nashville Predators pushed Winnipeg to seven games, and David Poile’s not shy about making bold moves to get better. The Stars and Blues have a strong chance to improve next season, while the Blackhawks could rebound. Colorado seems like a young, modern team while Minnesota is, if nothing else, scrappy enough to make playoff spots tougher to come by.

Even if Cheveldayoff makes all the right moves, the Jets may simply lose to some very tough competition in the opening two rounds as long as that’s the playoff format the NHL chooses.

The next steps

It’s up to the Jets to continue to cultivate this robust bounty of talented players.

Patrik Laine is already a deadly sniper; can he become a more well-rounded threat? Nikolaj Ehlers looks great, but he failed to score a single goal in the playoffs. Could Sami Niku round out Winnipeg’s defense and will Jack Roslovic be another breakthrough young forward?

Winnipeg players reaching the next level won’t be easy, but it’s crucial.

And if the Jets’ prospects and greener NHL players can really climb, they might be able to shrug off some of the biggest team-building conundrums …

Restrictions coming

The Jets possess one of the best bargain contracts in the league in Scheifele, a legitimate top-line center in the meat of his peak at 25, only carrying a cap hit a bit over $6 million through 2023-24. Despite postseason ups and downs, extending Ehlers at a precise cap hit of $6M through 2024-25 sure looks forward-thinking.

Cheveldayoff’s biggest tests are coming up during the next two summers. Will he be able to maintain this team’s deadly and versatile arsenal once bargains and entry-level contracts expire?

The most immediate tests come in two RFAs heading for big raises: Hellebuyck and underrated defenseman Jacob Trouba. Things seemed a little tense at times with Trouba, so don’t expect another cheap and strange structure for his next contract. (If the NHL wasn’t such a country club atmosphere, you’d almost wonder if someone might send an offer sheet to Trouba and/or Hellebuyck.)

Anyway, Hellebuyck and Trouba aren’t likely to be cheap. The key will be to find the right compromise, whether that means a shorter deal or lowering cap hits with riskier, longer terms.

July also represents the first opportunity to extend some very big names.

Patrik Laine and Kyle Connor will both see their rookie deals go away after 2018-19. Laine’s cap hit could very well reach the teens in millions, while Connor might not be easy to retain after coming off of a 30-goal rookie season.

Wheeler’s next deal

Maybe the most fascinating situation comes with a pending UFA in Blake Wheeler. The 31-year-old’s been an under-the-radar star at a manageable $5.6M cap hit for years now and should command a considerable raise. That could be a tricky situation, as he’ll be 33 when his next contract kicks in.

All of these factors make it tough to imagine the team bringing back soon-to-be free agent Paul Stastny, who was a seamless addition. That’s especially true as Bryan Little‘s extension could stand as regrettable.

Ultimately, Cheveldayoff must make the right calls. Can he leverage RFA statuses to keep the core together? Will Wheeler and other nice, veteran players be affordable? These questions are mostly a little off in the distance, yet sometimes teams feel the need to be proactive. Simply put, players getting raises means that the Jets will most likely be forced to make choices and tough cuts.

(On the bright side, there’s some cap relief on the horizon as well. Toby Enstrom‘s deal is done. Tyler Myers‘ contract ends after next season. It’s not all bad.)

Backup plan?

When the Jets signed Steve Mason, it seemed like they’d either install him as the starter or as a platoon mate for Hellebuyck. An injury-ravaged season essentially pushed Mason out of the picture, and it’s reasonable to wonder what happens considering that his $4.1M cap hit runs through 2018-19.

Do the Jets try to move Mason and shuffle in Michael Hutchinson or a different backup?

Hellebuyck, even a richer version, is likely to be “the guy.” The modern NHL’s shown how valuable a good backup can be, especially during the 82-game grind of the regular season.

***

Few, if any, NHL teams are constructed to compete in both the present and future as well as the Jets right now. They’re likely to get better merely as the likes of Laine come into their own. (Laine still can’t drink legally in the U.S. at 20 years old, after all.)

On the other hand, promising things can go splat in a hurry, especially in sports. Injuries can happen. Bad contracts can gum up the works. Marc-Andre Fleury could stand on his head again.

It’s up to the Jets to prove that this past run was the beginning of something great rather than their best swing at the fence. They have the power to do just that, but it won’t be an easy task.

MORE:
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• NBC’s Stanley Cup Playoff Hub

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James O’Brien is a writer for Pro Hockey Talk on NBC Sports. Drop him a line at phtblog@nbcsports.com or follow him on Twitter @cyclelikesedins.