Ex-Yankees Fan Favorite Wants Back in New York with $3M Deal

Posted Jun 3, 2026

Bronx, NY – The New York Yankees could be staring at an emotional reunion opportunity as one of their most respected former starters signals a strong desire to return to the Bronx this season.

As the franchise continues to chase its 28th championship and strengthen its pitching depth, the need for experience, postseason pedigree, and clubhouse leadership has become increasingly clear.

Yankees' Jordan Montgomery Hit in Head by Ball During Batting Practice -  The New York Times

That player is Jordan Montgomery, a hard-nosed left-hander who was a pillar of the Yankees' rotation for six seasons before a surprising trade sent him to St. Louis and eventually to a World Series ring in Texas.

After making his mark in New York with impactful play—especially as a reliable middle-of-the-rotation arm—Montgomery now finds himself at a crossroads, eager to come back to the stadium where he grew up.

Sources indicate he would be willing to accept a deal in the range of $3 million, prioritizing a return to New York over potentially higher offers from other teams currently seeking veteran left-handed depth.

“New York is where I grew as a player, built bonds with teammates, and learned what it takes to compete in the biggest market,” Montgomery shared during a recent discussion about his future.

“I’ve had great experiences and won a ring elsewhere, but I’d love the chance to come home and help this rotation rise again. There is a connection with the fans in the Bronx I still miss.”

His words reflect something deeper than baseball—a connection to the franchise where he first proved he belonged in the big leagues and where Yankees fans came to appreciate his "Gumby" nickname and grit.

During his tenure with New York, Montgomery was more than just a contributor. He consistently provided energy, durability, and a calm presence that helped stabilize the rotation during high-pressure pennant races.

Since leaving the East Coast, he has continued to show the blend of command and composure that initially made him a fan favorite in the Bronx, proving he remains a high-level professional pitcher.

For the Yankees, the fit is clear. The team remains in need of proven veterans who understand the pressure of the pinstripes and can mentor a younger pitching core that is still finding its rhythm.

From a strategic standpoint, this would be a low-risk addition with immediate cultural impact—a player who already knows the expectations, the clubhouse, and the passionate New York fanbase that demands excellence.

More importantly, it represents something rare in today’s MLB: a veteran choosing legacy over leverage. Montgomery is focused on the comfort of home and the pursuit of another trophy with his original team.

If both sides align, this wouldn’t just be another depth signing for the rotation. It would be the return of a pitcher who never truly left the hearts of the Yankees faithful fans.

The prospect of Montgomery patrolling the mound at Yankee Stadium again brings a sense of reliability and tactical familiarity that the staff has sought to replicate since his departure.

This potential move signals a commitment to bringing back "homegrown" talent, ensuring the unit maintains a core of players who truly understand what it means to be a New York Yankee.

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'This Is Our Year!' Jazz Chisholm's Explosive World Series Prediction Has Yankees Fans Dreaming Big
Jazz Chisholm Jr. is never shy to be unabashedly himself, on and off the field. This is what’s endeared him to fans of the New York Yankees, MLB’s most successful franchise. Chisholm is not only one of their most productive players, he’s also arguably their most exciting outside of Aaron Judge, as he plays the game with so much contagious joy and energy. In 2026, however, Chisholm hasn’t exactly been at his best. He’s currently sporting an OPS of .699, which is a far cry from the kind of production he’s capable of on the plate. Be that as it may, his confidence is never going to waver. In fact, he was brimming with confidence during his appearance on The Tonight Show with Jimmy Fallon — calling his shot that the Yankees are going to go far and win it all. “I mean, to win the World Series. (We’re gonna do it) for sure,” Chisholm said with a smile on his face. .@j_chisholm3 thinks the @Yankees are going all the way this year! #FallonTonight pic.twitter.com/tLYdzhmG70 — The Tonight Show (@FallonTonight) June 2, 2026 That, indeed, is the ultimate goal for the Yankees — to win the World Series for the first time since 2009. They have come close on multiple occasions, particularly in 2024. That was when they made it to the Fall Classic and engaged in a competitive series against the Los Angeles Dodgers. But there is so much to go in the 2026 season; the Yankees aren’t even leading the AL East as things stand. They are currently behind the Tampa Bay Rays by virtue of having two more losses (36-23 compared to the Rays’ 36-21). And then there’s the matter of the MLB postseason being more of a crapshoot than any other in the major North American sports. Anything can happen in baseball come October, and it might not be the best idea to tempt fate by putting proclamations like that out there with 103 games remaining in the season. Nonetheless, the confidence from Chisholm is admirable; the Yankees do need to walk the talk, however.

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