Jed Hoyer May Finally Be Ready For A Cubs Deadline Gamble

The Cubs are reportedly poised to make a bold push for top-tier pitching talent ahead of the trade deadline, signaling a potentially transformative strategy shift.

With one week left before the 2026 MLB trade deadline, the Cubs sound ready to push harder than usual in their hunt for pitching. Jed Hoyer and his front office are still combing the market for upgrades, but the notable wrinkle here is that they may be prepared to part with more than just prospects to get one.

MLB insider Jeff Passan said Hoyer is “willing to deal” both major and minor leaguers as Chicago tries to patch together a staff battered by injury after injury this season. Passan also said the Cubs “are going to get at least one starting arm” before the Aug. 3 deadline.

The one player Passan pointed to as someone Hoyer will be careful not to move is outfielder Josiah Hartshorn, who has broken out this season with Myrtle Beach and South Bend. If Hartshorn stays put, that could leave a number of other names in play, including Kane Kepley, Jaxon Wiggins, Pedro Ramirez, Jefferson Rojas and Owen Ayers, depending on the deal.

Chicago has already been tied to some of the biggest names on the pitching market, with Tarik Skubal, Freddy Peralta and Reid Detmers among the starters connected to the Cubs. Given the state of the rotation, it makes sense that the team would be open to more aggressive options than just prospect-for-prospect swaps.

There’s also been outside chatter about Miguel Amaya as a possible trade chip, especially with contenders seeking help behind the plate. Seiya Suzuki has come up in rumors too, though moving him would be a much bigger swing given how important he is to the lineup.

The larger read on Chicago is simple: the Cubs are being viewed around the industry as a club willing to explore just about anything to upgrade the pitching staff, especially the rotation. That’s not usually the reputation attached to a Hoyer-led front office, and he could still choose the safer route he took last summer. But for now, there’s at least a real chance the Cubs go for the kind of deadline move fans have been waiting to see.

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