A vetted insider on the Winnipeg board said that he has heard from multiple sources that Chevy has his work cut out for him here with Trouba - specifically talking about limited trade destinations, and then multiplying that with the difficulty in contract asking price.
Winnipeg has already notoriously been a pain to deal with, now they are trading the premium asset here (which is something they have rarely done recently), and they seemingly have to either do it a discount because of obvious factors (Trouba's re-signability and their cap crunch). Or they could simply eat the year on Trouba and let him walk as a UFA at the end of the year (or more likely just trade his rights 1 year from now).
What gives first, Overhardt's contract demands/negotiations with potential suitors, Winnipeg's asking price, or simply Winnipeg's will to deal an asset at what they see as below market value [to the point where they feel they are better off treating him as a 1 year rental]?