One thing that sucks about signing Contreras long term is that his roster fit gets really crummy very quickly once he starts declining. As a ~125 wRC+ guy and a below average defensive catcher you can currently shift his playing time between catching and DH/1B pretty much any way you want and be happy with the net result. Have a full time catcher you love already? Great, Willson's still a desirable bat-first guy. Want to give him something closer to full time catcher duty? We've seen that that works too. But what about a year or two from now when he's slipped a bit? Yes DH's this year have a 106 wRC+, so technically something like a 110 is "above average," but to be a full time/most time DH? The bar is a good bit higher, more like 120-130. Willson can't really slip that much offensively from where he is right now and stay productive as a primary DH. Playable sure, desirable no. Instead of with the bat, what If he slips defensively and has to move further off catcher? You've got a good but not elite right handed hitter locked into one of those roster spots. In a vacuum that's not the worst thing in the world, but given the org's surplus of RHH bats it definitely seems like a waste to pay market rates for a non-elite RHH bat with no defensive value? I know "but what if all his defensive value evaporates overnight" seems like a silly hypothetical, but that's unfortunately the deal with catchers. Go look at Victor Martinez or Carlos Santana, once guys stop catching so much it usually snowballs pretty quickly. And unlike say, a shortstop, who can gracefully slide down the defensive ladder after getting moved off the position, catchers inherently go immediately from top of the defensive spectrum to damn near the bottom. I just generally tend to think that Willson, even on a 4-5 year contract, is gonna be kind of a drag in the back half of his deal. I'm cool with re-signing him, but IMO the argument needs to mostly be centered on "he's a cool dude and should be rewarded" because I'm very unconvinced it's the right call from a win/loss perspective. Especially since the implications we've gotten from the industry (the blase attitude the Cubs have had towards keeping him, the lack of TDL interest, the more explicit reporting from Passan/Rosenthal/etc.) say that if anything his defense is a good bit worse than we're privvy to. Also, on the other discussion, why the hell would we move Happ? The lineup cannot afford to get any less left handed, and with the critical mass of outfielders in the upper minors having a good reliable OF in his walk year on next year's team is perfect. The dealing Happ ship sailed on August 2nd IMO.