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Ask Pinstripe Alley: Yankees mailbag questions request

We’re finally in the home stretch of the offseason. Spring training is just a couple of weeks away, and before we know it the 2026 Yankees will be taking the field and playing ball with the goal of avenging their disappointing finish last year. This is true moreso than most teams that got bounced because […]

From Pinstripe Alley | 3 days ago | 2 reads

Yankees 2026 Season Preview: David Bednar

The past few seasons of Yankee baseball have produced a familiar pattern when it comes to closing games. The first option the team tabs to handle the ninth inning invariably falters, forcing Aaron Boone to thumb through his bullpen to find a suitable replacement, or for Brian Cashman to acquire one from elsewhere. In 2022, […]

From Pinstripe Alley | 3 days ago | 1 read

Yankees Birthday of the Day: George Halas

For 99.99999% of major league baseball players, the fact that they made the major leagues is the most historically notable fact about their life. For at least a brief period of time, they were among the best X-number of baseball players in the world. That’s a pretty incredible thing. However, in some very rare cases, […]

From Pinstripe Alley | 3 days ago | 0 reads

Can Cody Bellinger repeat after a great first season with the Yankees?

Good morning everyone, we’re one day closer to actual, bonafide MLB baseball being played. As we draw nearer, we’ll be using our first posts of the day to ask One Big Question about the Yankees. Today, let’s focus on Cody Bellinger. The offseason saga of Bellinger and the Yankees was a slog, but after months […]

From Pinstripe Alley | 3 days ago | 1 read

Yankees news: What prospects could make waves in 2026?

MLB.com | Joe Trezza: This time of year is one where you’ll see a lot of prospect rankings released by the various outlets that track and profile the future stars of the sport. According to MLB.com, the Yankees ended up with four players in the Top 100 prospects across baseball, led by George Lombard Jr. […]

From Pinstripe Alley | 4 days ago | 2 reads

Yankees Social Media Spotlight: Honoring the Captain

It’s Sunday, and you know what that means — it’s time for our weekly social media roundup! While the Big Apple will thankfully not be hit with a Sunday snowstorm for the third consecutive week, Boreas (the Greek northern wind, for the non-Classicists among you) has continued to hound the Northeast, with single-digit temperatures rampaging throughout […]

From Pinstripe Alley | 4 days ago | 0 reads

Yankees news: Ryan Weathers hasn’t hit his ceiling, per Matt Blake

SNY | John Flanigan: A couple of weeks ago, the Yankees sent four prospects to the Miami Marlins to acquire exciting, yet injury-prone lefty Ryan Weathers to fortify their rotation. Weathers, who posted a 3.99 ERA in 38.1 innings last year with 37 strikeouts, still hasn’t hit his ceiling according to pitching coach Matt Blake. […]

From Pinstripe Alley | 5 days ago | 2 reads

Purple Row After Dark: Was trading Angel Chivilli the right move?

Last week, the Colorado Rockies traded RHP Angel Chivilli to the New York Yankees for first base prospect T.J. Rumsfeld. Later that day, president of baseball operations Paul DePodesta said of the move, I wouldn’t say we necessarily wanted to [trade Chivilli], because he obviously has a terrific arm, he’s still very young, he did […]

From Purple Row | 5 days ago | 3 reads

The Yankees’ All-January 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. Since then, we as a staff have started doing daily posts for the year 2026, highlighting a Yankee from history whose birthday happens to land […]

From Pinstripe Alley | 5 days ago | 1 read

Yankees Birthday of the Day: Duke Maas

If you look at Baseball Reference WAR, pitcher Duke Maas was technically a below replacement level pitcher over his seven year MLB career. He finished with a -0.2 rWAR, -2.2 of which came with the Yankees. FanGraphs vastly differs, having him at an above par 6.1. The difference likely comes from having high ERAs over […]

From Pinstripe Alley | 5 days ago | 0 reads

Now is the winter of our discontent, but more are coming

I write three or four posts a week for this site, so I will beg an indulgence in this one. Writing in the offseason is challenging, especially when the Yankees adopt the “run it back” strategy they seem to have this year. There are endless rumors, smoke with little to no fire, and occasionally debates […]

From Pinstripe Alley | 5 days ago | 0 reads

Today on Pinstripe Alley – 1/31/26

January is all wrapped up after today, and with that just 11 days separate us from pitchers and catchers reporting to spring camp. The month saw the team make their biggest move of the offseason, securing Cody Bellinger’s return on a five-year deal, though the inevitability of said deal after being discussed as the frontrunners […]

From Pinstripe Alley | 5 days ago | 1 read

Yankees news: Happy trails, D-Rob!

MLB.com | Sweeny Murti: Two-time Yankees reliever David Robertson has announced his retirement at the age of 40 after 17 big league seasons. It marks the end of an era, as Robertson was the last remaining active player in MLB from the Yankees 2009 World Series winning roster. The Yankees drafted Robertson in 2006, and […]

From Pinstripe Alley | 6 days ago | 1 read

Former Yankees reliever David Robertson announces retirement from baseball

Earlier today, former Yankees reliever David Robertson took to his social media platforms to officially announce his retirement from baseball. At 40 years old entering what would have been his age-41 season, this news hardly comes as a surprise, especially considering how the past few years went for the former Olympian. Still though, for anyone […]

From Pinstripe Alley | 6 days ago | 1 read

50 Most Notable Yankees Free Agent Signings in 50 Years: Mariano Rivera

Everything comes down to winning. This is something we hear constantly in the world of sports—the sacrifices to win, the ability to do so, all of it. But, in some instances, one might argue there are bigger things than winning, and for the Yankees in the 2010 offseason, bringing back Mariano Rivera meant more than […]

From Pinstripe Alley | 6 days ago | 1 read

Yankees Birthday of the Day: Hipólito Peña

There are 365 days in a year, with a Yankee born on each of them over the years. Recounting each of these 365 days may not always bring us a Ruth or a Jeter; sometimes we may spend a day looking back on the likes of a Hipólito Peña. It is no small feat to […]

From Pinstripe Alley | 6 days ago | 0 reads

Yankees Potential Free Agent Target: José Quintana

The Yankees offseason hasn’t been as bad as the average fan believes: it has been worse. All kidding aside, things haven’t been explosive on the player acquisition front, but the Bombers have done plenty of work. They brought back Cody Bellinger, Trent Grisham, Amed Rosario, Tim Hill, Ryan Yarbrough, and Paul Blackburn while also trading […]

From Pinstripe Alley | 6 days ago | 2 reads

Today on Pinstripe Alley – 1/30/26

We’re nearly ready to close out January, which means we’ve almost run out the clock on the last month without any professional Major League baseball being played. By the end of February, spring training games will be in full swing, and not long after that, we’ll have genuine, high-stakes international baseball in the form of […]

From Pinstripe Alley | 6 days ago | 0 reads

Yankees news: The ZiPS Projections are in

FanGraphs | Dan Szymborski: All winter, Dan Szymborski has been running the ZiPS projections for each team for the 2026 season. Now, with all 30 teams done, he ran one million simulations of the 2026 season. Unsurprisingly, the American League East projects to be a dogfight, with four of the division’s five teams having at […]

From Pinstripe Alley | 7 days ago | 0 reads

50 Most Notable Yankees Free Agent Signings in 50 Years: Mark Teixeira

The 2009 season marked a transitional year for the Yankees, coming off the final season in the original Yankee Stadium and the team’s first season without a postseason appearance since 1995. The team’s aging core was still producing, but veteran slugger Jason Giambi’s contract expired after the season, leaving a hole at the cold corner. […]

From Pinstripe Alley | 7 days ago | 1 read

Yankees Birthday of the Day: John Habyan

Happy 62nd birthday to John Habyan, a local boy done good who was a key cog in the Yankees’ bullpen for parts of four seasons. Habyan was born on Long Island and pitched well enough at St. John the Baptist High School in West Islip to garner the attention of the Orioles, who picked him […]

From Pinstripe Alley | 7 days ago | 0 reads

Jake Bird’s adjustments could give him a second chance

Last year, on July 31st, the New York Yankees traded prospects Roc Riggio and Ben Shields to the Colorado Rockies in exchange for right-handed reliever Jake Bird, who had a 3.49 FIP to that point, albeit with a 4.73 ERA, in 53.1 innings. Unfortunately, he imploded upon reaching the Bronx, and just three outings were […]

From Pinstripe Alley | 7 days ago | 2 reads