The part about the O's...can't say I disagree:
Loser: The Orioles
Let’s break that previous thought out a little bit more. The Orioles are a lock to make the playoffs this year, and yet their rotation is one of the worst in baseball. This deadline had a ton of impact rental arms, and while they would have cost a decent amount in terms of prospects, the Orioles were perfectly positioned to do just that. Kjerstad, Colton Cowser (currently on the big league club but scuffling), Joey Ortiz, Jordan Westburg; they have a surfeit of coveted hitting prospects, easily enough to swing a deal for at least a few impact starters. Somehow, they instead ended up with only Jack Flaherty, who looks like more of what their rotation already had.
That hurts! Adley Rutschman and Gunnar Henderson are going to be around for a long time, but it’s not literally forever. The AL East is consistently one of the toughest divisions in baseball. There’s no guarantee that the Yankees and Red Sox will stay down, and no guarantee that the Orioles will lead the division this late in the season in the immediate future. Their Pythagorean and BaseRuns records suggest that they’ve been playing better than their underlying talent, but that shouldn’t be a reason not to add. This is surely the best shot the O’s will have at a playoff bye in the next few years based on divisional competition alone. It’s criminal to let the deadline pass by without leaning into that chance.
My guess is that Baltimore’s front office is held back by the very thinking that has propelled them to this spot in the first place. They sold at the deadline last year despite being fringe contenders, and it paid off. They try to red paperclip every trade, always building towards a perpetually glorious future. They hoard prospects and work reclamation projects. The system works! Houston used that model to become a juggernaut, and the Orioles might follow in their footsteps one day. But that plan has its limits; it’s designed to build up your farm system while the big league club stinks, not to deal with the exigencies of a playoff contender.
The Orioles are run by a sharp group of people; you’ll get no objection from me on that score. They’re surely aware of the perils of constantly looking to the future; it’s not a deep secret. But subconsciously, I think they might be struggling to change mental models. Constantly dreaming about what players might become in three years leads to systematic mis-evaluations of how important the present is at any given time. Concentrating value into windows of contention by adding at some deadlines and restocking at others is the way that teams with good process convert their farm systems into titles. The Orioles will figure it out, but I don’t think they’ve gotten the math right just yet.
