If we have Trouba under contract, and let's say Trouba's camp has made it well known that he wants to be traded to a US destination, I don't think that it would preclude a team like the Oilers from getting involved, but I don't think the Oilers would offer premium assets in a trade in that case.
Barring a trade over the next 6 weeks (unlikely), Trouba likely signs a bridge with the Jets and he remains on the trade market behind the scenes until the right deal comes down. If he remains unhappy here, perhaps over time, he becomes less fussy on the destination if it results in a better opportunity.
All speculation. Who knows what Trouba REALLY wants? I doubt it's about the left-side/right-side garbage.
Here's the catch though.. Trouba is not going to sign. Think about it. If he really wants to control the
destination he can't afford to give up the "I won't sign there" leverage he's trying to drum up. Sure, he could sign a "trade-friendly" deal with the understanding that he's already "warned" certain teams... but there's no advantage to putting himself in that position. Turris just wanted out, and Johansen wanted money. Trouba's case is different because he wants to be somewhere specific. Because of this I think he'll sit the year Peca style, or hit the Swiss league if he's hard up for cash, but I would be shocked if he signed.
I can think of one possible scenario under which we would see a signing and it would be the following:
Chevy to other team's GM: I want X, Y, Z for Trouba.
Other GM: I can't really do that. Maybe X and Y, but not Z.
Chevy: Ok, how about if I add one of A, B, or C?
Other GM: Not interested, but look.. I don't want the headache of signing this kid and I hate talking to Overshart, so what if you do me a solid and get him signed before we trade. Overshart told us that Trouba would sign here for $$$$$ x 6yrs but if you can offer him $$$ x 6yrs and get him to sign before Dec. 1st, I'll give you X, Y, AND Z.
Basically, another GM giving a more generous trade return so that they can use Chevy's negotiating leverage to get him signed without having to deal directly with the agent. Then we might see a last minute signing followed by a rapid trade.