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Pinstripe Alley

https://www.pinstripealley.com/ | 830 entries published

Gary Good, Gleyber Good

Latest Entries

Yankees Birthday of the Day: Chili Davis

The Yankees weren’t looking for much in December of 1997. After all, they had just won the World Series over the powerhouse Braves in a six-game series a couple of seasons ago, the franchise’s first title since their six-game victory over the Dodgers in 1978, and finished with a 96-66 record in 1997. Their roster […]

about 2 months ago | 1 read

Today on Pinstripe Alley – 1/17/26

It was a heck of a hot stove week, with two pairs of transactions seemingly moving in unison. The Cubs swiped Alex Bregman from the Red Sox, which prompted Boston to pivot to a five-year deal with Ranger Suarez. A couple nights later, the Dodgers did what they do and signed Kyle Tucker, which appeared […]

about 2 months ago | 4 reads

Yankees news: Another Yankees-Mets showdown brewing?

CBS Sports | Dayn Perry: Thursday night’s bombshell that Kyle Tucker would be heading to Los Angeles seemed to set up another potential Yankees vs. Mets showdown for a free agent outfielder. The Mets were heavily involved in the Tucker bidding, which would lead one to believe that they could turn their atention to Cody […]

about 2 months ago | 5 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Gary Sheffield

The mid-2000s were a strange time for the Yankees. The dynasty of the ‘90s engineered a hangover that lasted almost ten years, where the team regularly returned strong lineups but lacked the pitching depth or that elusive “clutch” gene. In some ways, Gary Sheffield might be the poster boy for this period — he never […]

about 2 months ago | 4 reads

Yankees Birthday of the Day: Jack McDowell

The MLB player’s strike which wiped out the 1994 postseason came at a bad time for the Yankees, who had the American League’s best record when the contentious work stoppage began. Having missed a golden opportunity to return to the postseason for the first time since 1981, the Yankees were motivated to improve their roster […]

about 2 months ago | 0 reads

Today on Pinstripe Alley – 1/16/26

Well, we got some major clarity late last night, and it’s not the kind that’s gonna make most fans happy, as Kyle Tucker is a Dodger. Los Angeles, coming off back-to-back championships, has added the most sought-after player on the market once again. The rich get richer, in every sense; the best team in baseball […]

about 2 months ago | 9 reads

Yankees 2026 international prospects signing tracker

Today marks the beginning of MLB’s 2026 international prospects signing period, as all 30 teams can now freely vie for the top amateur talent across the globe. Of course, verbal agreements with a number of prospects have likely already been reached, so even as the period only just opens on January 15th, we’re likely to […]

about 2 months ago | 4 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: José Contreras

After four straight World Series appearances, the New York Yankees fell to the Anaheim Angels in the 2002 ALDS, a disappointing end to the season for a team that had won 103 games. Eager to get back on top of the Junior Circuit, George Steinbrenner entered the 2002-03 offseason with a large pile of money […]

about 2 months ago | 3 reads

Yankees Birthday of the Day: Matt Holliday

It seems all great, young teams need that one guy who’s been through it before. We just saw the Toronto Blue Jays on a World Series chase with Max Scherzer holding court in the dugout every night, and for the 2017 Baby Bomber Yankee team, that man was Matt Holliday… or at least he was […]

about 2 months ago | 6 reads

Yankees 2026 international prospects signing tracker

Today marks the beginning of MLB’s 2026 international prospects signing period, as all 30 teams can now freely vie for the top amateur talent across the globe. Of course, verbal agreements with a number of prospects have likely already been reached, so even as the period only just opens on January 15th, we’re likely to […]

about 2 months ago | 3 reads

Today on Pinstripe Alley – 1/15/26

The offseason spotlight shifted over to Boston yesterday, as the Yankees’ archrivals made a surprising pivot to sign Ranger Suarez to a five-year, $130 million deal. The Sox had cash to burn after Alex Bregman wound up going to the Cubs instead of returning to Fenway, and while they probably still want to upgrade their […]

about 2 months ago | 3 reads

Yankees news: Ranger Suárez signs with Red Sox

New York Post | Mark Suleymanov: The Red Sox have agreed to terms with starter Ranger Suárez on a five-year deal, as reported by The Post’s Jon Heyman. The signing, which will net the left-hander $130 million and includes no deferrals, helps fortify a Boston rotation that was seen as a weakness entering this offseason. […]

about 2 months ago | 6 reads

How Yankees trade addition Ryan Weathers bolsters the starting rotation

The Yankees finally made their first notable external addition on Tuesday night following weeks of dormancy, acquiring left-handed starting pitcher Ryan Weathers from the Marlins for a package of four prospects. My colleague Michael provided the immediate breakdown of the trade, Weathers’ performance in his five big league seasons, and the prospects heading in the […]

about 2 months ago | 9 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Hideki Matsui

Last week in this series, we discussed the story of Hideki Irabu, the first Japanese player to sign with the Yankees. Irabu never fully adjusted to pitching stateside despite flashes of high-end talent and was castigated by fans, media, and ownership alike. Despite this, it would not take long for the team to return to […]

about 2 months ago | 4 reads

“Yankees” Birthday of the Day: Chet Brewer

There are generally enough players, managers, coaches, et cetera, for us to be able to do this Yankees birthday series without issue. Sure, 365 days is many, but so far, we’ve been able to get at least one Yankee of interest to look back on for every day. Unfortunately, today we couldn’t. Somehow, January 14th […]

about 2 months ago | 5 reads

Yankees Potential Trade Target: Luis Robert Jr.

As the offseason trudges on deeper and deeper into the new year, it’s looking more and more the part of a quiet one for the Yankees. For New York, there is obvious and understandable interest in retaining Cody Bellinger’s services via free agency, but the terms currently appear to be in a place that may […]

about 2 months ago | 8 reads

Today on Pinstripe Alley – 1/14/26

Well what do you know? The Yankees actually made a move last night! Marlins lefty Ryan Weathers wasn’t really in trade rumors, but the Yanks brought him aboard in exchange for four mostly lower-ranked prospects (though Baseball America ranked Dillon Lewis eighth in the system). Michael had the story for us. Weathers will likely get […]

about 2 months ago | 8 reads

Yankees news: Trade complete for Marlins’ Ryan Weathers

ESPN | Alden Gonzalez: The Yankees bolstered their pitching staff yesterday, swinging a trade with the Marlins for left-hander Ryan Weathers in exchange for four prospects. The team confirmed the news last night. The son of 1996 Yankees World Series champion David Weathers, Ryan has been a starter and occasionally a reliever in his career, […]

about 2 months ago | 12 reads

Yankees acquire lefty starter Ryan Weathers from Marlins

It’s been 97 days since the Yankees were eliminated in Game 4 of the ALDS by the eventual pennant-winning Toronto Blue Jays. While the Yankees have done some minor housekeeping in the offseason, they have yet to add an external player who isn’t a waiver claim, on a minor-league deal, or dealing with Rule 5 […]

about 2 months ago | 7 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Jason Giambi

It seems like a lifetime ago, but once upon a time, recent Yankee teams of yesteryear trotted out a succession of consistent, even terrifying, offensive threats at first base. Donnie Baseball paved the way for Tino Martinez, who held down the fort admirably during the dynasty years. The last time the Yanks reached the mountaintop, […]

about 2 months ago | 7 reads

Yankees Birthday of the Day: Darrell Rasner

The mid 2000s were a pretty brutal period in Yankees’ history when it comes to one specific facet of the team: pitching. Andy Pettitte left the team in free agency after 2003, having not felt wanted enough by the Yankees, and almost every notable pitching move the team made until his return in 2007 didn’t […]

about 2 months ago | 5 reads

State of the Yankees’ System: Second Base

The state of second base around Major League Baseball as a whole is not particularly strong entering 2026. The number of stars at the position is as low as it’s been in recent memory, making the few players who do fit that description coveted assets and a major advantage for their respective teams. The Yankees […]

about 2 months ago | 4 reads

Today on Pinstripe Alley – 1/13/26

With January almost halfway done, we’re getting close to Groundhog Day, though Yankees fans would be forgiven for feeling as if though they’ve been living Groundhog Day for weeks now. This week started the same it always does round these parts, with more reports about the Yankees’ offer to Cody Bellinger and the alleged impasse […]

about 2 months ago | 6 reads

Yankees news: Peralta, Hoerner the gems of trade market speculation

The Athletic | Chris Kirschner ($): Upgrading the rotation has been the B-plot of this offseason with the endless cycle of Cody Bellinger rumors, but it remains a goal nonetheless, and the Yankees might be in position to give themselves a major boost there. Milwaukee is shopping their ace Freddy Peralta, and their desire for […]

about 2 months ago | 2 reads