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Pinstripe Alley

https://www.pinstripealley.com/ | 824 entries published

Gary Good, Gleyber Good

Latest Entries

Yankees news: The Trent Grisham Trade lives on

MLB.com | Bryan Hoch: The first major domino has fallen for the Yankees (with all due respect to Ryan Yarbrough), and it is a surprise, to be sure. Center fielder Trent Grisham, acquired via trade from the San Diego Padres two winters ago, has accepted the $22.025 million qualifying offer and will return for his […]

4 months ago | 4 reads

Trent Grisham accepts qualifying offer from Yankees

Tuesday afternoon was the deadline for players with a qualifying offer to accept them or head into free agency this winter. The Yankees had one offer out to Trent Grisham, and today he opted to accept it and return to the Yankees for 2026. This means the Yankees will owe Grisham $22.05 million next season, […]

4 months ago | 0 reads

Yankees 2025 Roster Report Card: Ian Hamilton

While some of the bigger name acquisitions in recent years haven’t always worked out, the Yankees have a pretty good record at getting good bullpen years out of unheralded places. To varying degrees of excellence, Luke Weaver, Tim Hill, and Jake Cousins are among those just in the last two years who’ve ended up being […]

4 months ago | 4 reads

Yankes Arizona Fall League 2025 recap

Six weeks of baseball in the desert culminated with the Arizona Fall League championship on Friday night, as the Surprise Saguaros powered their way to a seven-run eighth inning and defeated the Peoria Javelinas 9-4 to take home the title. Kevin McGonigle, a shortstop in the Detroit Tigers system who established himself as a top […]

4 months ago | 1 read

Yankees Potential Free Agent Target: Pete Alonso

When the Mets signed Juan Soto to the largest free agent deal in history last year, many assumed that the move marked the end of the Pete Alonso era in Queens. After taking the National League by storm with a 2019 campaign in which he hit 53 home runs to break Aaron Judge’s rookie home […]

4 months ago | 1 read

Today on Pinstripe Alley – 11/18/25

The Yankees made their first signing of the offseason — re-signing Ryan Yarbrough to a one-year deal. It’s nothing groundbreaking, but ensuring that Yarbrough remains in pinstripes for 2026 means that the rotation will be a little more sturdy while the team awaits the debuts of Gerrit Cole and Carlos Rodón. Yarbrough did yeoman’s work […]

4 months ago | 0 reads

Yankees news: The roadmap to getting Judge a ring

MLB.com | Bryan Hoch: After winning his third AL MVP, Aaron Judge reflected that he would trade in all his personal accolades for a World Series ring. With that in mind, Hoch went through the most likely moves the Yankees will make this winter to get their captain back to the Fall Classic. Hoch predicts […]

4 months ago | 3 reads

Most Yankees fans are closely watching this offseason

Welcome to SB Nation Reacts, a survey of fans across Major League Baseball. Throughout the year we ask questions of the most plugged-in Yankees fans and fans across the country. Sign up here to participate in the weekly emailed surveys. The offseason is in full swing, and while there’s plenty of decisions to be made […]

4 months ago | 0 reads

Pinstripe Alley’s 2025 Yankees and MLB predictions results

The offseason is fully underway, the World Series having been in the books for two weeks now. That means there’s no better time to look backward, and see just how we all did at predicting the 2025 season. As we all know, you can’t predict ball, and I suspect that as we go through this […]

4 months ago | 2 reads

Yankees to re-sign lefty pitcher Ryan Yarbrough

Just before the end of spring training 2025, the Yankees made a small move to address their swath of pitching injuries. The Blue Jays had informed lefty Ryan Yarbrough that he wouldn’t be making the team, so he exercised his opt-out, New York got in contact, and they quickly came to terms on a deal […]

4 months ago | 2 reads

Six former Yankees on 2026 Hall of Fame Ballot

One of the most anticipated events of the offseason has arrived. On Monday afternoon, the National Baseball Hall of Fame released its ballot for potential 2026 inductees now under consideration by the Baseball Writers Association of America. Earlier this year, former Yankees CC Sabathia and Ichiro Suzuki both earned baseball’s highest honor. This year, several […]

4 months ago | 1 read

Yankees 2025 Roster Report Cards: Luis Gil

Coming off an AL Rookie of the Year-winning campaign in 2024 in which he went 15-7 in 29 starts with a 3.50 ERA and 171 strikeouts across 151.2 innings, the sky appeared to be the limit for Luis Gil. Armed with a fastball that could touch triple digits and the confidence of succeeding for a […]

4 months ago | 0 reads

Yankees Potential Free Agent Target: Bo Bichette

Kyle Tucker is the undisputed crown jewel on the position player side of this winter’s free agency, expected to command a contract north of $400 million. However, not far away in the tier below lurks a player whose combination of age and a resurgent walk year should have many teams intrigued. He might not reach […]

4 months ago | 1 read

Today on Pinstripe Alley – 11/17/25

Last night, the first free agency domino fell, as the Seattle Mariners reportedly came to terms with first baseman Josh Naylor, bringing back one of the key Trade Deadline additions from the team that came closest to reaching a World Series than any other in franchise history. The terms: five years and somewhere between $90-$100M. […]

4 months ago | 3 reads

Yankees news: Kyle Tucker unlikely for New York?

The Sporting News | Matt Sullivan: Outfielder Kyle Tucker is the cream of the crop of this year’s free agent class and his name has been linked to the Yankees ad nauseam for weeks. But, if Jon Heyman is to be believed, it’s not likely that King Tuck will end up in the Bronx (or […]

4 months ago | 1 read

Yankees Social Media Spotlight: Awards Season 2025

It’s Sunday, and you know what that means — it’s time for our weekly social media roundup! If the World Series represents the final chapter of the baseball season, the end-of-season awards represent its epilogue, allowing us to firmly close the book on the year and begin to fully concentrate on the upcoming campaign. You […]

4 months ago | 1 read

Yankees Potential Trade Target: Brendan Donovan

Sixteen months ago, the Yankees got creative with present and future infield needs under consideration. Their second baseman was underperforming and hot corner was a black hole. Gleyber Torres was normally a reliable offensive presence but was slumping in the first half of his walk year while DJ LeMahieu and Oswaldo Cabrera combined did not […]

4 months ago | 3 reads

One of the dumbest losses in Yankees history from 1989

On July 1, 1990, Andy Hawkins was the Yankees’ starting pitcher in a game that led to a dubious bit of history. That day, he allowed no hits in eight innings against the White Sox. However, he didn’t get a chance to go for a full nine-inning no-hitter, as the White Sox didn’t need to […]

4 months ago | 1 read

Today on Pinstripe Alley – 11/16/25

We continue to sit in what’s basically the calm before the storm, the GM meetings passing through last week and now leaving us with a pretty dry period before things really pick up in December. Still, though the action will truly come at the Winter Meetings, something could in theory go down at any moment. […]

4 months ago | 1 read

Yankees news: 40-man roster question marks loom

FanGraphs | Eric Longenhagen: Longenhagen runs down the 40-man roster situation for all the American League teams. This is the time of the year all 30 clubs do a bit of a dance with their 40-man’s, as teams must decide which prospects to add to the 40-man to protect in the Rule 5 Draft, while […]

4 months ago | 3 reads

The Yankees’ All-November Birthday Team

Back in August, I began a series here at Pinstripe Alley, where I was going to put together an All-Star Yankee team of players who were born in a given month. Admittedly, I think that I entirely forgot about it for two months before just remembering the other day, but the offseason is perfect timing […]

4 months ago | 3 reads

On loving both your children

My sister and I have had very different lives. She’s a nurse practitioner, with two wonderful children in a very typical heterosexual relationship, living in a detached house in a very calm suburb 20-odd minutes from our childhood home. Annual winter vacations at all-inclusive Caribbean resorts, wine nights with women she went to high school […]

4 months ago | 1 read

Today on Pinstripe Alley – 11/15/25

If it feels like we’re in the part of the baseball calendar where the Final Jeopardy music might as well be playing, I sympathize. The offseason has yet to begin in earnest, and some players are still making decisions on qualifying offers, Trent Grisham most notably for the Yankees’ sake. Will they already know they […]

4 months ago | 3 reads

Yankees news: Outfield, pitching top offseason priority list

The Athletic | Jim Bowden: ($) After this week’s GM meetings in Las Vegas, some of the Yankees’ offseason priorities are coming into focus. Perhaps most notable is that a reunion with free agent starter Michael King, who the team shipped to San Diego as the centerpiece of the Juan Soto deal, is “a real […]

4 months ago | 2 reads