I think it breaks down as simple as this.
We need a guy like him, as there isn't really anyone in the system to replace him (maybe move Zbad to wing and Pageau to 3rd line c). Unfortunately, his next contract is going to be too expensive/dicey for this team to sign. Unless there's a hometown discount, I can't see it happening.
Similar money would be better spent on an upgrade on D, either through off season UFA, or trade deadline deal. He's not a bad player (as in, decent value for money), but paying any more than his current cap would be madness for this fiscally strapped team.
So he walks, gets his retirement contact, and this team floats around the playoff bubble again by trying top find another cup winning piece.
9mm on the 1st line isn't the teams answer to being a contender, but as a 2nd or 3rd line (rolling 3 lines) winger, he most certainly is.