Jets fan here.
Simply considering the player's impact, Trouba > Kadri. The only reason I'm even entertaining this trade is if Trouba is bolting from Winnipeg and forcing a trade/UFA, which appears more and more likely to be the case.
The Jets are a pretty complete team, but trading/losing Trouba creates a problem for our RHD. Buff is capable of 1st pairing duties, but at 33 it's questionable for how long. That leaves us with a big gaping hole in our top pairing in the middle of what should be our contention window. Ideally, Chevy would want to address this hole via any Trouba trade. But to be realistic, that's a difficult trade to pull off.
So, if a top pairing RHD is off the trade table, what else do the Jets need? Not much. But a 2C on a great deal, capable of centering some of our young guns (much like Stastny did last year) isn't a bad alternative. The Jets are entering into cap crunch this season, and it only gets worse from here on out. We've already had to start shedding some contracts for cap reasons (Armia). Using our other departing assets, like Trouba, for high value contracts like Kadri is a smart play for a cap-crunched team.
I don't think this deal happens now. But I could see something around Trouba/Kadri happening in the near future, if a number of specific things fall into place.
1. Neither Little or Roslovic are clicking with the Jets' 2nd line. There's been debate on HFJets about whether Little is regressing from the highly underrated, solid centerman he once was. Or whether he just isn't a good fit for the young wingers we've played him with. We have a lot of hope for Roslovic's future as a top 6 center, but that has yet to play out.
2. Trouba would need to express interest in signing long-term with the Leafs. This is highly uncertain, because we're all guessing why he doesn't want to sign long-term in Winnipeg. Is it money? Is that he just doesn't want to play in Canada at all? Does he want to be closer to his family/gf in the states? The Jets will want to maximize Trouba's trade value by trading him somewhere he wants to stay, and the Leafs don't want a rental. However, it is possible Trouba may be allured by the big city, bright lights of Toronto. A few things have hinted towards Trouba liking the limelight, like the Jacob Trouba smartphone app he tried to launch a few years back.
3. Chevy doesn't get a better offer for a D-man.
So if that all happens, then yeah, I would consider something around Trouba and Kadri. A high-end, cost controlled 2C could be one of the Jets few needs, provided neither Little or Roslovic pan out. I think the Leafs would need to sweeten the deal to get it done.