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Pinstripe Alley

Gary Good, Gleyber Good

Latest Entries

50 Most Notable Yankees Free Agent Signings in 50 Years: Ed Whitson

As we continue to roll through this “50 Most Notable Yankees Free Agent Signings” series, the majority of the signings we cover are positive, or at least have something positive to add to Yankees history. “Notable,” however, is not an inherently positive descriptor, made clear by our inclusion of Ed Whitson in this series. A […]

Rob Refnsyder and perfectly reasonable prospect outcomes

On Monday night, the Seattle Mariners announced that they had signed outfielder Rob Refsnyder to a one-year, $6.25 million contract, for what will be the 11th season of his big-league career. As a former Yankees farmhand, Refsnyder remains a familiar name to a certain generation of Yankee fans. He struggled during the early part of […]

Today on Pinstripe Alley – 12/24/25

The date is December 24th. Unless you are the world’s biggest Cade Winquest fan (and bless you if you are), the Yankees have yet to bring in any no-doubt major leaguers. That’s a choice! There is time to remedy this but … yeah. Enjoy your Christmas Eves, anyway. Today on the site, Nolan will use […]

Yankees news: Tatsuya Imai hopes fading fast

Sports Illustrated | Delilah Bourque: The Yankees were provided a glimmer of hope in a potential pursuit of starting pitcher Tatsuya Imai. Voices around the industry have singled out the Yankees and Cubs as the likeliest landing spots for the NPB star, and sources recently relayed that Chicago is not one of his preferred landing […]

Yankees Potential Trade Target: Hunter Greene

When you think of the MLB owners who deserve the moniker of Scrooge, Bob Nutting and Bruce Sherman tend to be the first names that come to mind. However, when you combine a miserly attitude toward payroll spending with antagonistic public comments, there are few families who ruin Christmas more for their fans than the […]

50 Most Notable Yankees Free Agent Signings in 50 Years: Phil Niekro

The 1983 New York Yankees finished third in the American League East. Their 91-71 record wasn’t good enough to make the postseason for the second year in a row, but it wasn’t as though they were a team to scoff at, and some improvements could get them back in the hunt. After that season, a […]

Yankees Potential Free Agent Target: Tyler Mahle

Christmas is coming, and while the goose continues to get fat, the Yankees are submitting their final wishes. Among those wishes is likely for some security in the starting rotation to begin the 2026 season. As we’ve mentioned before, the Yankees could have a potentially great group of starters, but with Gerrit Cole and Carlos […]

Festivus Dinner with Pinstripe Alley

Happy Festivus, everybody! I’ve got a lot of problems with you people. Now, you’re gonna hear about it! No, I don’t mean you, dear readers. I’m obviously referring to the Yankees! Every fan who follows their team with any degree of regularity will start to have that team get on their nerves in a variety […]

Today on Pinstripe Alley – 12/23/25

Just two days from Christmas, today’s the last day MLB execs can make moves without infringing on their own (and our) holidays. It’s likely to be a slow week in what’s felt like a slow offseason, though I think this makes it a good time to reflect on what’s actually happened. Even if things seem […]

Yankees news: Can the bullpen be trusted in 2026?

The Athletic | Chris Kirschner: Over the past two seasons and playoff runs, the reliability of the Yankees’ bullpen has been one of the major questions plaguing the team. The organization has been decent at being able to squeeze good innings out of the likes of Ian Hamilton and Tim Hill at points, but it’s […]

Ask Pinstripe Alley: Yankees mailbag questions request

The offseason hasn’t quite moved at a snail’s pace, but for the Yankees it might as well have. Leaks have either been all but nonexistent from the front office this year, or there simply hasn’t been anything for them to leak out to the public. The outfield conundrum remains undecided, with Cody Bellinger and Kyle […]

50 Most Notable Yankees Free Agent Signings in 50 Years: Don Baylor

In the late 1970s, George Steinbrenner’s ways of spending big and throwing things at the wall to see what sticks worked out to the tune of two World Series championships and another AL pennant. That probably emboldened him to do even more of that in the 1980s, and that… did not work out as well. […]

Tyler Skaggs, and why can’t we be better

Here’s the thing about human beings: we’re pretty good at asking for what we need, and finding alternatives when we can’t get it. In the early-to-mid-90s, thousands of men begged governments for access to AZT drugs, the only thing that could save their lives as HIV/AIDS wiped out a generation. Many of these men turned […]

Today on Pinstripe Alley – 12/22/25

The division saw another sizeable move occur, as Boston jumped back into the mix with another trade with St. Louis — this time going for Willson Contreras to play first base for them. They gave up a few pieces, including pitcher Hunter Dobbins as the headliner, so he won’t have to worry about antagonizing Yankees […]

Yankees news: NPB star Munetaka Murakami heads to the South Side

MLB.com | Mark Feinsand: By now you’ve likely heard that NPB superstar Munetaka Murakami signed a two-year, $34 million deal with the White Sox yesterday. It was somewhat of a surprise both in terms of the deal size and the team, although no real rumors had swirled around Murakami in his entire posting process. I […]

Yankees Social Media Spotlight: Holiday Service

It’s Sunday, and you know what that means — it’s time for our weekly social media roundup! It’s been a big week for New York sports, as the Knicks brought home the NBA Cup and to ensure that the Big Apple wouldn’t end 2025 without a trophy of some kind. But what have our Yankees […]

Fun with video games: Crowning the best-ever Yankees team

If you have any interest in the history of baseball and the Yankees, you’ve probably wondered what the best Yankees team of all-time might be. However, unless someone invents a real time machine anytime soon, there’s no real way to figure that out. Even then, just dropping the 1927 Yankees into 1998 for a series […]

Today on Pinstripe Alley – 12/21/25

I am typing this just before midnight and cackling a bit. This is already in our overnight news, but apparently the Yankees just re-signed Paul Blackburn. Jon Heyman reported this. The beat writer life ain’t glamorous when your job compels you to break such minor news quite late on a Saturday night. It’s a major-league […]

Yankees news: Paul Blackburn re-signs with New York

MLB Trade Rumors | Charlie Wright: How about a super-late Saturday night news dump? Just about half an hour before PSA’s news roundup was set to go live, Jon Heyman reported that the Yankees were bringing back pitcher Paul Blackburn, who they picked up off the scrap heap in August 2025 in a manner quite […]

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 […]

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 […]

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 […]

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 […]

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. […]

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 […]