The threat of making requests public is absolutely leverage, it can tank trade value and cause issues with fan support.. At the very least it puts additional pressure on the GM to get a trade done.
Given the way the Kane situation dragged until it became a distraction I don't think you'd see the Jets doing something similar again immediately here. The Org. position would be sign a team / trade friendly contract, do your thing on the ice, and we'll look for the best deal we can. If he really wants to be gone before UFA eligibility that would be the best way for him to go about it.
What leverage? If Trouba sits out I'm sure Chevy won't trade him, just like Maloney. Why should he? According to Overhardt they have not asked for a trade. I don't know what this leverage you speak of is. Why not just ask to be traded if that's what he wants? A bridge deal doesn't help with leverage....not for years.
Leverage is being an unsigned RFA and having an agent like Overhardt in your corner who is bargaining with Chevy and is also free to talk to every other GM to work out some sort of deal that forces the Jets hand.
First off I like Trouba and want him to sign long term and be a happy member of the Jets. I am discussing from the point of view of what if Trouba really wants out and what I think Overhardt's strategy would be.
Once you sign a deal your leverage becomes either polite requests, strong requests or public requests to be traded. Overhardt can only follow up on your requests with Chevy and cannot discuss you with any other GMs. While this is a type of leverage it is relatively limited and Chevy controls the destination and timing. This is complicated by what the Jets really need. A young promising defenseman, preferably a LHD. So basically a Trouba clone that shoots the other way. So you have to find a partner with a young d-man they want to part with. This is a very small market. True, Chevy would have a better chance if it was a real team friendly long term deal. All Trouba would have to do is forego a few million in future earnings to help that along. I imagine signing trouba until his late 20's at a team friendly salary with the hope Chevy trades him at some point would be a tough sell to Overhardt.
On the other hand Overhardt can point to past clients that he got want they wanted by fighting tooth and nail. ROR got paid well on a bridge and then was moved and got the big contract. Johansen who got the poison pill 3 year bridge with year 3 at $6 M. He got moved, will be making 6 million this season and is perfectly setup to maximize his next contract at age 25.
It is my opinion that if Trouba truly wants out Overhardt keeps pressure on and if he doesn't get moved immediately we see a relatively lucrative bridge deal to get Trouba playing and give Chevy time to make a deal with a fire to his ***.