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Pinstripe Alley

Gary Good, Gleyber Good

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Yankees news: Turning to the offseason

New York Daily News | Gary Phillips: We’d all like to forget the ALDS ever happened. However, as is often the case in life, the lowest points contain the best lessons. Phillips opines that the Yankees’ personnel choices and performances in Game 3 should inform their offseason decisions about Jazz Chisholm Jr., Ryan McMahon, and […]

2026 NLCS Preview: Los Angeles Dodgers vs. Milwaukee Brewers

It felt inevitable even in the early stages of the season that the two best teams in MLB would be on a collision course for a seismic encounter in the NLCS. The Brewers and Dodgers were the only two teams to finish with at least 100 wins, and by the time both teams jumped out […]

Yankees Social Media Spotlight: Curtains

It’s Sunday once more, and you know what that means — it’s time for our weekly social media roundup! Last week, we had a lot of fun in this space, as the Yankees sent the Boston Red Sox home with two dominant wins that unleashed a fury of social media fun. This week? Well, truly, […]

Yankees Birthday of the Day: Orlando Hernández

Over 40 years after fans of the “Boys of Summer” Brooklyn Dodgers sung the praises of Edwin Snider, another Duke took center stage in New York. This time, it was in the Bronx as one of the most celebrated Cuban players to take the field for his home country set his eyes on Yankee Stadium. […]

The Yankees All-September Birthday Team

Several months back, 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 […]

Today on Pinstripe Alley – 10/11/26

We have our LCS matchups, and though we already knew this, they do not involve the Yankees. The Dodgers and Brewers will square off in the NLCS for a second-straight year, and after erasing an 0-2 deficit in the ALDS, the Guardians advance to the ALCS for a second time in three years, where they’ll […]

Yankees news: Questions loom for the Yankees and Stanton

MLB Trade Rumors | Mark Polishuk: With the Yankees crashing out in the ALDS again, there’s plenty of speculation about what moves the team could make to try and take the next steps. Some of that speculation is going to come around the future of Giancarlo Stanton. While even at the best of times, Stanton […]

Yankees could use a little less conformism, a bit more indignation

Remember the line from “The Great Gatsby” in which the protagonist fights the notion of being unable to repeat the past? Although it is a slippery slope, the Yankees, more than any other team in baseball, must—in the first step towards a journey to the top spot in the sport—look to their past. It isn’t […]

Trent Grisham and the Yankees’ flawed philosophy

Batting order alone doesn’t dictate a team’s fortune, but it does make a difference. This is especially so in short series, where even the tiniest edges and flaws are magnified. And no place in the lineup matters more than the top spot. Suffice it to say that Aaron Boone and the Yankees faced an extremely […]

Yankees Birthday of the Day: David Bednar

A generation of Yankees fans have been spoiled. First, it was Mariano Rivera — when “Enter Sandman” began to echo through the halls of Yankee Stadium, the game was effectively over. David Robertson “the Houdini” and Andrew Miller “the Game Enderer” locked down the ninth inning so effectively in their one-year stints as the closer […]

Things from the Aaron Boone era that I’m sick of watching

This year’s ALDS sweep at the hands of the Rays felt like a culmination for the Aaron Boone era Yankees. I’m not sure it will actually be a culmination of his managerial tenure as I could definitely see the team keeping him, but those three games felt like everything that has gone wrong in a […]

On the Yankees’ playoff failures and the agony of apathy

I try very hard to fight back against apathy. In politics, the economy, media, the world begs for your apathy. Don’t make a fuss, let it all just happen. It’s all going According to Plan. The state apparatus depends on your apathy. Do not give them that gift. And yet, not quite 48 hours after […]

Today on Pinstripe Alley – 10/10/26

It’s Day 3 of a post-2026 Yankees world, and the MLB playoffs continue on without the Bombers. Tonight, the Rays will learn who they’ll be playing in the ALCS on Monday at Tropicana Field, as the 2-0 advantage that the White Sox once held vanished upon their return to the South Side. The Guardians won […]

Yankees news: Should Boone Stay or Should Boone Go

New York Post | Jon Heyman: ($) One of the most prominent names in Yankees media added his voice to the chorus calling for Aaron Boone’s dismissal Friday. The reasons are not revelatory — lack of postseason success, discipline, and accountability. Heyman offers his own “analytics,” namely the Yankees manager’s inability to lead his team […]

Yankees mailbag: Who should’ve hit leadoff instead of Trent Grisham?

Good afternoon everyone, we’re back for the latest edition of the mailbag, our first since the end of the Yankees season. Remember to send in your questions for our weekly call by e-mail to pinstripealleyblog [at] gmail [dot] com. jmack175 asks: What are the chances MLB changes the postseason format and re-seeds after the wild card […]

Yankees Birthday of the Day: Joe Pepitone

The period between the 1964 World Series loss and the return to the Fall Classic in 1976 is a bit of a wasteland in Yankees’ history. Thanks in large part to the disaster that was CBS ownership, the Yankees had some of their worst years during that time. Things started to turn around by the […]

Arizona Fall League Week 1 Recap

The first week of the Arizona Fall League is now in the books. Since the league kicked off last Saturday, the Salt River Rafters have played five games and are full of big Yankees contributions through their 4-1 start. All eight of the representatives have gotten in games thus far with mixed levels of results. […]

MLB Playoff Roundup: José Ramírez erupts as Guardians force Game 5

Unlike the Yankees, who couldn’t muster enough grit after falling behind two games to none, the Guardians have scratched and clawed their way back from the brink of elimination to force Game 5. They won both games in Chicago in decisive fashion, scoring nine runs on consecutive nights to send the series back to Cleveland […]

Five reasons why the Yankees keep losing in October against top competition

Another year, another disappointing postseason exit for the Yankees, who were swept by the Tampa Bay Rays in the AL Division Series after another frustrating and heartbreaking defeat on Wednesday night. The Bombers haven’t won it all since 2009, and they are evidently falling behind other organizations in recent years despite their high payroll. What’s […]

Today on Pinstripe Alley – 10/9/26

Yesterday was the first day of the Yankees’ offseason. I appreciated the serenity honestly. Would it have been great for the Yankees to still be playing? Yeah, probably, if not only because the sweeps are so embarrassing. But I didn’t have a ton of confidence that this particular Yankees team would find a way to […]

Yankees news: The ALDS loss autopsy

The Ringer | Ben Glicksman: The Yankees have, famously, not beaten a team seeded higher than them in October under Aaron Boone’s leadership*. There are a number of structural problems with the organization, and it’s never entirely clear how much influence any manager has in MLB in 2026, but a case is starting to be […]

Yankees Sequence(s) of the Week: Gerrit Cole (10/3)

With dormant bats, porous gloves, and dulled concentration, the Yankees at no point showed they deserved to advance beyond the Rays out of the ALDS. The one area you could not fault in the first two games is starting pitching, both Gerrit Cole and Cam Schlittler let down by the Yankees’ seemingly unprepared position player […]