I don't think I'm over valuing Cubs prospects when I say that the Cubs should overpay to get what they want. If anything, I think that shows I'm probably valuing them less than fans who defend the process of keeping the prospects, wouldn't you think?
Kevin Alcantara probably can show little in 2026 that is going to make anyone more confident about him. He will be 24, and repeating Triple-A for a third time. Any positives from next season will be met with heavy scrutiny; his age is no longer working his direction nor will his data. Sure, if he makes more contact on breaking balls that's not a bad thing, but is it just because he's 24 and doing it for a third time? He's kind of MLB ready by opening day - you either see what he is or isn't, but there probably isn't a good route to that with he and Caissie.
Jonathon Long is also likely ready. His batted ball data is extremely good. I've got questions on power potential (as a 1b/Dh at 18-25 home runs the landing strip is narrow) but that's not going to be answered in Iowa by next year. There is no path for him currently that isn't as a short side platoon and his splits skew towards him being better against RHP.
And while none of these guys on the bench is a complete waste, it's a misuse of funds. You aren't saving much financially by paying Jonathon Long as your backup 1b - you're saving $3-$5m; it's an easy price to both find and pay bench players. Rookies you feel have starting potential should be starting, as they are saving you more money and thus are a better value prop. By instead taking your prospects and flipping them for useable assets and then just signing a utility player, you make your team better - the Cubs cannot sign an impact SP for $5m. We cannot fear the future so much so that we ignore these holes just because we're afraid we might lose a good player.
Lastly, these prospects outside of Alcantara don't lend themselves to a modern MLB bench as is. With the modern DH, you have effectively four bench places for the entire team. The Cubs have two catchers, so what versatility is Ballesteros bringing on the bench? He's LHH and hasn't hit lefties well, so he can't platoon with Busch. He can't play anything other than C/1b, and any one can DH and defensively at catcher is well, well beyond Amaya and Kelly currently. Long is effectively a 1b/Dh who hits RHP better as well - he might moonlight 5-7 games at 3b, but that's it. This cannot be an effective MLB bench.
It leads the Cubs to a very difficult position. These prospects are too similar in age, ETA and lack versatility among themselves. They don't fit the current roster nor will they fit it better in 2026. Prospects should be seen as assets first and foremost, and some of those assets need to be rearranged in a better way. The Cubs can't really keep both Caissie and Alcantara. They can't really keep both Long and Ballesteros. Two of these four make sense, all four do not.
2025 will suffer for the Cubs keeping assets that will be unlikely to add much. 2026 will suffer similarly if they further refuse to move off of them. By 2027, the Cubs system will look very different; they have drafted three new OF'ers, they will see more popup prospects as well. What they lose, they should feel confident in recreating shortly.