Yankees' Jose Caballero makes walk-off history not done since 1999 Derek Jeter

Yankees' Jose Caballero makes walk-off history not done since 1999 Derek Jeter originally appeared on The Sporting News . Add The Sporting News as a Preferred Source by clicking here . Jose Caballero will never be mistaken for Derek Jeter.

But the New York Yankees ' current shortstop joined the legend in a bit of baseball history on Wednesday night. Caballero became the first Yankees shortstop deliver a walk-off hit while trailing since Jeter did it in 1999. Yankees #FunFact 🚨 Jose Caballero is the 1st Yankee shortstop with a walk-off hit when team was trailing in the game since Derek Jeter on July 23, 1999 — Katie Sharp (@SharpStats17) April 16, 2026 MORE: Bryan Woo was called for the weirdest balk as Mariners played Padres The Yankees were down 4-3 to the Angels when Caballero hit a liner to center to score both Jazz Chisholm Jr.

and Austin Wells to win the game with one out in the bottom of the ninth. It was Caballero's only hit of the night, and he's still hitting just . 186 for the season, but this one had to feel good.

That past Jeter walk-off winner came in a 9-8 win over Cleveland that went 10 innings. Jeter delivered a two-run single with two outs in the bottom of the 10th to win the game. He was just 1-for-6 that night, but the one hit was a big one.