Just about every deadline trade ranges from overpay to gross overpay. We just choose to downscale the overpays.
It makes more sense to make grand deals in the winter, and that is what Brez has been doing:
Crochet trade
Dugo for 3 pitchers (last winter) then 2 washed up pitchers for O'Neill
Slaten & Sandlin trades.
Largest AAV signing in Sox history (Bregman)
Best RP'er for dollar pair of signings (Chapman + Wilson)
Best catcher trade made by the Sox since VTek with Lowe (Narvaez)
In short, Brez loaded up on pitching depth, last winter, so he would not have to trade for costly SP'ers at the deadline. He still fell short. The Priester trade hurt, as did the Sale trade the winter before, but I applaud the overall effort and strategy to load up on pitching from top to bottom and down to the DSL level. Look at the projected pitching staffs for 2026, even without Chapman, Wilson & Buehler, who will be FAs:
MLB & AAA ML Ready: Crochet, Giolito (maybe) Bello, Sandoval, Crawford, AAA> Dobbins, Harrison, Fitts, Wink, Tolle, Perales, Early, Uberstine, Sandlin (pen?) Wehunt & Drohan- not to mention Houck who will be out all year. This is stunning! No additions made, yet.
AA: Clarke, Rivera, Holobetz, Paez, Rogers, Dean (That's 6) Ingrassia (pen?)
A+: Witherspoon, Valera, Phillips, Evanson, Aita, Taygart (6)
A-: Fajardo, Neely, Travieso, J Bello (pen?) Y Ruiz, Patton, Morgan, Brown (8)
FCL: Cason, Delzine, D Reyes, Zink, Frias, Cordero (6)
This being said, I wish we got better than May, but Brez is doing it "the right way" by making the big deals in the winter not the deadline. Let's see how we do this fall, and then how Brez wheels and deals, this coming winter. We have some surplus value at a few positions: I think Brz knows that and will balance things out in a big way.