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Pinstripe Alley

https://www.pinstripealley.com/ | 827 entries published

Gary Good, Gleyber Good

Latest Entries

A naughty and nice list for the 2025 Yankees

We’re still a few days away from Santa Claus’ overnight flight to deliver gifts around the world, so that gives us more time to think about who should be receiving them. Traditionally, Santa has a “nice list” on which the good kids who receive a visit from him are, and a “naughty list” where bad […]

3 months ago | 2 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Dave Collins

They say first impressions last the longest, but what about first impressions being the only impressions? And if you fail to hit the ground running, it’s on to the next one in line? The Yankees experienced this with Dave Collins back in 1982. A strange strategic choice of their own volition, Collins had one disappointing […]

3 months ago | 2 reads

Yankees Potential Free Agent Target: Justin Verlander

As the offseason ticks along, more and more free agent dominos begin to fall. With the new year around the corner, the Yankees likely still have some moving to do, particularly when it comes to filling the early season voids in the rotation. Gerrit Cole and Carlos Rodón are both expected to begin the 2026 […]

3 months ago | 2 reads

Today on Pinstripe Alley – 12/20/25

The division rival Rays were active on the trade market yesterday in another edition of sending their more experienced (read: expensive) players away, with longtime second baseman Brandon Lowe going to the Pirates as part of a three-team trade and pitcher Shane Baz going to the Orioles for four prospects and a 2026 Competitive Balance […]

3 months ago | 6 reads

Yankees news: Aaron Boone talks Chisholm, Imai, and Rosario

The Sporting News | Justin Backer: Recent weeks have shown that, while the Yankees are not explicitly shopping second baseman Jazz Chisholm Jr., they have been willing to listen when teams have inquired about his availability. Even so, all indications are that the team expects to start season with Chisholm penciled in at second base. […]

3 months ago | 4 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Dave Winfield

When a future Hall of Famer signs a 10-year deal to join a new team, that contract is usually remembered first and foremost for how that player performs on the field. Over that length of time, an elite talent will generally put up the types of numbers and generate the types of iconic moments that […]

3 months ago | 3 reads

Yankees Potential Free Agent Target: Zack Littell

The Yankees’ starting rotation projects as one of the weak links in the opening months as Gerrit Cole, Carlos Rodón, and Clarke Schmidt are all set to miss the start of the season while recovering from their respective surgeries. However, outside of Tatsuya Imai, the front office is expected to sit on the sidelines when […]

3 months ago | 5 reads

Yankees History: The unexpected hitting heroics of pitcher Bob Grim

There are many things different about the way baseball is played from 1957 to today. There’s probably not anything that makes that more apparent than pitcher usage in general. These days, pitchers don’t throw nearly as many innings as they used to, as teams rely heavier on bullpens than they used to. Complete games are […]

3 months ago | 2 reads

Today on Pinstripe Alley – 12/19/25

The offseason saw some motion on Thursday, with Michael King inking a new deal to go back to the Padres. King wasn’t quite at the top of the starting pitcher market after an injury-marked 2025, but his transition into the rotation the last two years has been a resounding success and he got paid for […]

3 months ago | 9 reads

Yankees news: Why the Yankees broke a 14-year streak

MLB.com | Bryan Hoch: The Yankees hadn’t selected anyone in the Rule 5 Draft since 2011, until they took Cade Winquest this year. What possessed them to turn the tables and actually take a player in the Rule 5 for once? “He’s got big velocity,” assistant GM Michael Fishman said. “He has characteristics that our […]

3 months ago | 5 reads

Yankees Potential Trade Target: Freddy Peralta

Two seasons ago, fresh off a 92-win campaign and an NL Central division title, the Milwaukee Brewers traded their best pitcher. Former Cy Young winner Corbin Burnes, entering his final year before free agency, was dealt to the Orioles for a fairly underwhelming return. Nonetheless, the Brewers remained the class of their division, in fact […]

3 months ago | 6 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Tommy John

Aside from perhaps only the Jackie Robinsons and Babe Ruths of the baseball canon, few other names are tossed around as frequently as that of Tommy John. Although his ubiquitous acknowledgement comes more from a revolutionary medical procedure than a reputation as a player, Tommy John stuck in the big leagues for more than a […]

3 months ago | 4 reads

Yankees Potential Trade Target: Sandy Alcantara

There is perhaps no pitcher who has seen his name surface in trade rumors more over the last five years than Sandy Alcantara. Practically from the day he inked his five-year, $56 million extension, speculation swirled as to when the miserly Marlins ownership group would look to get out from under the rest of the […]

3 months ago | 8 reads

Today on Pinstripe Alley – 12/18/25

The Yankees continue to bide their time, and we’ll have to continue to hope they’re just waiting to pounce. Yesterday, we saw the Yankees-to-Mets pipeline strengthen even further, Luke Weaver defecting to Queens for two years and $22 million. The Mets have now successfully recreated the Yankees’ late-inning combo from the first half of the […]

3 months ago | 9 reads

Yankees news: Cubs, Yanks finalists for Tatsuya Imai

The Sporting News | Matt Sullivan: The Yankees have yet to make a major splash this winter, even as more than one key member of the bullpen has left the team — more on that in a moment. We get a bit of good news on that front, with reports that New York is one […]

3 months ago | 3 reads

Former Yankees reliever Luke Weaver signs with Mets

Get a new bit, Mets. Weeks after signing Devin Williams in wake of the the Airbender’s tricky season in the Bronx and one offseason removed from signing Juan Soto and Clay Holmes, that other New York team has come to terms with yet another erstwhile Yankee. This time, it’s reliever Luke Weaver going to Queens […]

3 months ago | 7 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Goose Gossage

At the advent of free agency 50 years ago, there was a stark divide between the large and small market teams across MLB. While small market teams could afford to underpay their stars due to the reserve clause that prevented them from exploring other opportunities, a Pandora’s Box was opened when free agency allowed stars […]

3 months ago | 5 reads

The Yankees and Luke Weaver should reunite in free agency

The Yankees’ bullpen was hit-or-miss throughout the 2025 season. There were pitchers who, at times, showed excellent stuff. But for most of the time during the season, plenty was left on the table, including a handful of wins because of late-game blunders. Luke Weaver was one of those players who had an up-and-down season and, […]

3 months ago | 6 reads

Today on Pinstripe Alley – 12/17/25

The offseason continues to move along, as this week we’ve had a spate of low-profile relief signings; Caleb Thielbar re-signing with the Cubs, the Nationals handing $5.5 million to lefty Foster Griffin, the Giants inking Jason Foley for $2 million, and the Reds landing former Yankee Caleb Ferguson on a one-year deal. Exciting stuff! The […]

3 months ago | 11 reads

Yankees news: Rodón progressing in his rehab

MLB.com | Bryan Hoch: Carlos Rodón indicated he was progressing well in his recovery from elbow surgery and expects to rejoin the Yankees early on in the regular season. The southpaw said on the YES Network that he’s progressed to throwing from distances of 60 to 75 feet after an October procedure to shave down […]

3 months ago | 5 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Reggie Jackson

By the mid-1970s the Yankees were starting to get over that hangover of some 30 years of baseball dominance, with the team finding a clutch of new young talent to replace the legends like Mickey Mantle or Whitey Ford who had eventually left the sport. Thurman Munson was the captain by 1976, Graig Nettles was […]

3 months ago | 6 reads

Yankees International Winter Ball Update

With the offseason in full swing, the only prospects currently playing baseball are doing so outside the mainland U.S. where the weather is warm. The Yankees currently have five players participating in Winter Ball, including a few who spent time with the big-league club in 2025 and at least one who should compete for a […]

3 months ago | 3 reads

Today on Pinstripe Alley – 12/16/25

The offseason hibernation continues for New York, with little new to say about them. They are reportedly listening in on offers for second baseman Jazz Chisholm Jr., one of their best bats in the lineup, as a potential avenue to upgrading the pitching staff, but listening is a long ways away from agreeing to anything. […]

3 months ago | 5 reads

Yankees news: Bombers open to trading Jazz

MLB.com | Bryan Hoch: The Yankees are the only team in the AL East who hasn’t completed a big deal this offseason, and now it’s suggested that their first major piece of offseason business could be a departure rather than an arrival. Jazz Chisholm Jr. has attracted interest from several rival teams, and while Brian […]

3 months ago | 5 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Catfish Hunter

The era of free agency in Major League Baseball began in full in 1976, which came after a December 1975 decision from arbitrator Peter Seitz in favor of players Andy Messersmith and Dave McNally, effectively ending the “reserve clause” that had been the law of the land for decades. However, many point to something that […]

3 months ago | 5 reads