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Yankees face mounting pressure as Derek Jeter calls out Brian Cashman’s trade deadline approach

July 16, 2025 by Empire Sports Media

mlb: washington nationals at new york yankees, brian cashman
Aug 23, 2023; Bronx, New York, USA; New York Yankees general manager Brian Cashman talks with the media before the game between the Yankees and the Washington Nationals at Yankee Stadium. Mandatory Credit: Vincent Carchietta-USA TODAY Sports

The Yankees are entering a dangerous moment — a season on the edge of greatness or regretful waste.

Aaron Judge is in full superhuman mode, putting up a .355/.462/.733 slash line with 35 homers and a 219 wRC+.

He’s been baseball’s most feared hitter, a one-man wrecking crew keeping the Yankees firmly in the playoff picture.

But the margin for error is shrinking, and the rest of the roster hasn’t kept pace with Judge’s MVP-level campaign.

General manager Brian Cashman says the Yankees will be aggressive — but now that’s more of an expectation than a promise.

MLB: New York Yankees at Athletics, aaron judge
Credit: Dennis Lee-Imagn Images

Derek Jeter puts the pressure on — and it hits different

During Tuesday’s All-Star Game, Yankees legend Derek Jeter delivered a comment that felt more like a direct challenge.

“Cashman basically said that he’s all in,” Jeter said, a short statement that carried massive weight across Yankee Nation.

This wasn’t some media hot take — it was a Hall of Famer calling on the franchise to back up its bold talk.

When someone like Jeter speaks, especially about postseason urgency, people inside the building tend to listen.

And with Judge playing like a once-in-a-generation star, the time to capitalize isn’t next year — it’s now.

The Yankees need more than just tweaks — they need real upgrades

Despite a strong first half, the Yankees’ flaws are clear: inconsistent starting pitching and a bullpen on its last legs.

Injuries have taken their toll on the rotation, forcing young arms into extended roles earlier than planned.

The bullpen has become unreliable in high-leverage spots, unable to shut the door in tight, late-inning situations.

That’s why Cashman can’t afford to just add depth — he needs difference-makers who can dominate in October.

The Yankees have built a contender, but they haven’t built a complete one — and Jeter’s comments reflect that truth.

mlb: washington nationals at new york yankees, brian cashman
Credit: Vincent Carchietta-USA TODAY Sports

Eugenio Suarez could be the first piece of a bigger plan

Among the trade rumors, Eugenio Suarez of the Diamondbacks has surfaced as a potential Yankees target at third base.

Suarez brings power, a solid glove, and a veteran presence to a position that’s lacked consistency all season long.

After releasing DJ LeMahieu, the Yankees are clearly done waiting around for bounce-back performances from aging vets.

They need production now, and Suarez fits the mold of a player who could benefit from a fresh environment.

But if Cashman really is “all in,” Suarez can’t be the only piece — he’s the appetizer, not the main course.

  • Yankees strike out on another third base trade target, as Braves remove star from consideration
  • Yankees could upgrade outfield with elite defensive piece
  • 5 Yankees prospects who should get more attention this season

The Aaron Judge window won’t stay open forever

Judge is 32 and in the middle of what could be one of the greatest seasons of his career — maybe of the decade.

Performances like this don’t grow on trees, and every year the Yankees fail to surround him with help is a missed opportunity.

It’s like owning a championship-caliber engine and choosing to race it with bald tires and a leaky radiator.

This isn’t about being buyers or sellers — it’s about refusing to waste the prime years of a generational superstar.

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