I feel like mathews isn't going to age well and to me he's a high risk to be a very burdensome contract on resigning . His truly one super star skill he has is his shot and ability to score . This year he didn't show that shot very often . Without it he's not in the top 10 players in the league imo . It's probably his wrist but the risk is will it ever be good again .
As for either of them demanding more money , they may find it elsewhere or may not . Both are now in their prime but only for couple seasons max after their current contracts before they should be declining . To me the new deals just on that merit should be less as far as common sense goes .Then add in they just can't figure out to maintain their elite dominance of regular season into the playoffs it gets worse for them.
Long story short , these are feelers that need to be put forth . If the response is something you're not comfortable with then trade them.
I really doubt it'll happen by July 1st. Dubas is probably gone and a new gm hasn't been hired yet . When they do get one he'll want to do some heavy research before pulling the trigger on such a big move . That said , they're still able to trade them, just a shorter list of teams and more of the players control .