Yankees’ Boone Reveals Love-hate Relationship With Caballero
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Home News Jose Caballero

Yankees’ Boone admits to both trust and tension with Caballero

Sara Molnick by Sara Molnick
May 26, 2026 at 7:44 am EDT
in Jose Caballero, Aaron Boone, News
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Jose Caballero is in action during the Yankees' 4-3 comeback win over the Royals in the ninth, Kansas City, May 25, 2026.

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KANSAS CITY — Some players blend into a roster. Jose Caballero is not one of them. The Yankees utility man turns even a routine afternoon into a spectacle.

Monday in Kansas City offered the full Yankees show. It had a comedy of errors. It had clutch hitting. It had a slick glove. And it pulled a rare confession from his manager.

A missing helmet sets off the chaos

Start with the strange part. Caballero came to bat in the second inning. He could not find his batting helmet. The dugout cry went up fast.

“Where’s Cabby’s helmet?” rang out from the bench, as the search began.

The helmet was eventually located on the third-base side of the Yankees dugout. By then, the damage was done. Caballero arrived late to the batter’s box.

That delay carried a price. Plate umpire Clint Vondrak applied an automatic pitch-clock violation. Caballero started his at-bat in an 0-1 hole before he ever swung.

The infielder shrugged off the gaffe afterward. He refused to let it rattle him at the plate.

“I couldn’t find it,” Caballero said of the missing helmet.

He treated the called strike as a minor nuisance. Dwelling on it, he reasoned, would only hurt the at-bat. So he let it go.

“Not much I can do at that point,” Caballero said. “If I start thinking about that, I’m going to make that at-bat harder than it is.”

He even admitted the mishap was familiar. This was hardly his first odd start to an at-bat. He said it was “not like the first time” he had fallen behind 0-1 that way.

Then came the payoff. Caballero lined a two-out RBI single off Michael Wacha. The hit pushed the Yankees ahead of the Royals 2-0. Cody Bellinger had homered earlier in the same inning. Volpe’s clutch hit gave the Yankees a 4-0 win.

In one trip to the plate, Caballero captured his entire game. He fumbled the simple part. Then he delivered the hard part. That contrast sits at the heart of his story.

Boone puts a name to the relationship

His Yankees manager has watched this routine all season. On Monday, he summed it up in a way that will stick.

Aaron Boone was asked about his unpredictable infielder. The Yankees skipper smiled before answering. His words framed the whole relationship.

“Cabby and I have a love-hate,” Boone said with a grin. “He’ll drive you nuts sometimes, and then you want to give him a hug.”

It was a candid admission from a Yankees manager who rarely vents in public. The quote landed because every Yankees fan understood it instantly. Caballero is both maddening and lovable.

Boone leaned into the theme again later. He delivered another line like a sitcom punchline.

“He’s our Cabby,” Boone said.

The Yankees infielder returned the affection without hesitation. He knows exactly who he is. He made no apology for it.

“I love that guy, man,” Caballero said of Boone. “He knows me. I’m wild. That’s just me.”

The quirks that test everyone’s patience

Yankees super-utility player José Caballero is a career .228 hitter who is gunning for .300 this season.
AP

The wild side is real. Caballero tests the patience of the Yankees and the rest of the league. His habits around the pitch clock draw attention.

He delays before engaging pitchers. He did it again in his second at-bat Monday. The clock games can frustrate opponents and umpires alike.

There are other quirks, too. He gets into odd arguments. He commits occasional strange misplays. The chaos is part of the Yankees infielder’s package.

Yet the package also includes real value. Caballero runs the bases with the pedal to the floor. He grinds out sharp at-bats. His defense has sharpened, especially during his recent run at shortstop.

Versatility and trust seal the deal

His versatility made Monday’s Yankees lineup possible. Caballero started at third base for the first time this season. He called the switch “just like riding a bike.” Anthony Volpe handled shortstop alongside him.

The Yankees glove showed up when it counted. Caballero made a strong defensive play to help seal a 4-3 win over the Royals. The flair and the substance arrived together.

Boone trusts that blend completely. He wants the ball hit toward Caballero in big moments. He wants him on the bases late. The faith runs deep.

The manager explained why he leans on his quirky infielder. The trust, he said, comes from how Caballero competes.

“I just trust Josie so much on the baseball field,” Boone said. “You want it hit to him when it matters, you want him on the bases, and in the box, when it matters.”

Boone added one more thought on the player’s mindset. Confidence, he believes, fuels everything Caballero does.

“You know he wants those things and plays the game with such confidence,” Boone said.

That Yankees confidence powers both the highs and the lows. It explains the bold baserunning. It also explains the helmet that wandered off.

For the Yankees, the trade-off is easy to accept. They get a player who never coasts. The Yankees get energy on every play. The occasional headache comes with the territory.

Caballero will keep testing limits. He will keep finding ways to help. The pattern is now well established for the Yankees in the Bronx.

His Monday performance proved the point one more time. He frustrated his own bench in the morning. He won a hug from his manager by the afternoon. That swing of emotion defines him.

The love-hate label fits perfectly. It captures a player who is impossible to ignore. For the Yankees, Caballero remains exactly what Boone called him. He is their Cabby, for better and for wilder.

How do you see it?

Tags: aaron booneanthony volpeJose CaballeroNew York YankeesYankees pitch clock violationYankees shortstopYankees utility infielder
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Sara Molnick

Sara Molnick

A digital technocrat-turned-baseball buff, Sara is an ardent follower of the New York Yankees. Born and brought up in New York City, she is a regular to games since she was a kid. Despite working as media strategist, baseball is her first love. She has been covering baseball games in the city as well as MLB and MiLB games involving the Yankees, the Mets, and their minor affiliates as a freelancer for different web and media publications. She works as a lead author for the Yankees-centered PinstripesNation since its very inception.

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