There are two points of view when I am posting. One is what I would like the Cubs to do and what I feel they can do, but won’t. The other is posting what I think they can do and it fits in what I perceive the FO to be and how they operate. So while I will agree with you that they CAN fit a high salaried starting pitcher and/or Scott on the team with multiple years on their deals, (and still sign Tucker to an extension) I don’t think they will.
What I think they will end up with using $40M is a starting pitcher, 2 pen arms and a major league player who can play 1st or 3rd. Either a switch hitter or right handed bat. I think the other spots in the bench will be Kelly, Canario and either Workman or Cowles. There are numerous combinations of players that can fit to get to $40M.
But for me, the best use of $40M would be trade for Cease(extend him), sign Yates and Minter and then get the best bat you can for insurance on Shaw and to sub for Busch. Then extend Tucker and you have 3 guys moving forward when the roster clears, making $90-$100M. I would be thrilled with that. I just don’t think they would do it. I think they should and don’t understand why they wouldn’t and why they can’t act like a major market team. And I hate they don’t. But I do not see them doing it.