I've seen a lot of conversation about the Cubs being resigned to selling this year, and I get the impression that a lot of it is a reflex response to previous trade deadlines. If you aren't buying, you're selling, makes sense. And I think this also leads to consternation because it creates the idea that not only are things not going to plan(by all accounts the team expected to be better than their current record), but it means a change in their tactics from trying to make the next season more competitive to 'rebuilding' tactics of waiting for a future influx of talent. But when I look at the current state of things, while it's impossible to argue that things are going to plan, it's also difficult for me to see a big change in the team's approach. Here's why I think the approach may not match the mental model many people have of selling.
Last year the team 'sold' to the extent that it traded 3 relievers, 2 of them on expiring deals(and the third's arm immediately exploded). While there's no doubt they shopped Happ and Contreras, Happ's market never seemed to materialize and they extended him(meaning they clearly prioritized near term productivity), and the closest Contreras came to being dealt was for an MLB starter(just don't look at Urquidy's 2023). Since that deadline they've added Swanson & Taillon, as well extended the aforementioned Happ and Hoerner, so from a roster build standpoint they're *closer* than 2022 even with the uncertainty surrounding Stroman(more on him in a minute).
This year's roster doesn't have as many matches to the types that are sold at deadlines. This year's FA relievers have been a bust, and most of the position player core is under contract for several years and aren't on the downslope of their career. Mancini might be attractive in different circumstances but he's been poor. Bellinger may prove to be an interesting case, but I suspect he is most similar to Contreras in that his uncertainties will not create a market that outweighs the draft compensation they would get for keeping him. Plus, as a prime-aged FA they may view keeping him under their roof beneficial for the odds of signing him in the future.
There are some less common deadline deals that could happen, but those don't really fit the spirit behind 'selling'. The Effross deal last year is an excellent example, especially in hindsight but even at the time the impact on the 2023 roster of swapping him for Wesneski was thought to be neutral or an improvement. You could see that type of deal happen again, possibly with a reliever like Merryweather or Hughes, possibly with someone like Wisdom or Morel.
But the real litmus test of this deadline season is going to be Stroman. If the front office likes him and feels an extension is possible, I would be very surprised to see him go. It's unlikely that extension adds much AAV so the LT impact is minimal, and with the uncertainty in the rest of the rotation(Taillon's struggles, Steele's elbow, Smyly's opt out, Wesneski's inconsistency), simply freeing up his money to use elsewhere is risky given how many holes you'd have to fill. But if the FO doesn't favor him over the next few years, or they think his desire to stay in Chicago is insincere or his salary demands untenable, then they have a really difficult decision. They can try to trade him, but as we saw with previous seasons you aren't going to get comparable maker in return(doubly so given Stroman's lesser scouting attributes in size/velo). But letting him walk for nothing(remember he can't be QO'd) would be an unacceptable drain of resources given the setback that 2023 has been on the whole. There isn't one right way to do it(maybe he signs and the plan is obvious, maybe a good trade is there to be had, maybe Brown and Horton are great in MLB next year, maybe they want to sign Urias and Ohtani), but I suspect that given how the pieces are laid out, this is possibly the most influential decision Hoyer will have to make in his tenure.
So that's too many words on how I see the landscape, but really I started this as a thread so people can get specific on what the approach means to them. There's no question that it's a bummer the team isn't going to be gearing up for the stretch run at the deadline, and as such it makes sense to try to improve the roster in future seasons. But given that even the optimists among us thought a playoff spot was uncertain at best in 2023, I think it's worth thinking about what you expect to see happen at the deadline, and what consequences that has (and does not have) for 2024 and beyond.