It's World Series or Bust for the New York Yankees in 2026. Join Ryan Sampson and Joel Sherman for their Pinstripe Post Season Preview show.

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All the biggest storylines from New York Yankees Spring Training are on the table in this episode of Pinstripe Post with Joel Sherman. We break down the players and developments that are shaping the Yankees roster heading into the 2026 season.One of the biggest surprises in camp has been the emergence of Cam Schlittler, who continues to impress with his stuff and poise on the mound. Could the Yankees have another young pitching option ready to make an impact?Meanwhile, Luis Gil has had a rocky start this spring. We discuss what’s behind the struggles and whether Yankees fans should be concerned as Opening Day approaches.

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0:00 Intro

1:45 Cam Schlittler Is Legit

10:48 Luis Gil Struggles Again

20:05 Ryan Weathers Work In Progress

27:30 Yankees Bullpen Concerns

39:40 Aaron Judge's Arm & Team USA

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How good are the New York Yankees going to be this season? With Spring Training underway, Pinstripe Post dives into what we’ve learned so far and what it means for the 2026 Yankees.

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Spring Training is officially underway and the 2026 New York Yankees season is here. Pitchers and catchers have reported, and we’re going LIVE with a special Pinstripe Post Fan Q&A featuring longtime Yankees insider Joel Sherman.

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Spring Training is right around the corner — but before the Yankees take the field, there are three things every Yankees fan NEEDS to hear.

On this episode of Pinstripe Post, Joel and Ryan break down the biggest storylines surrounding the Yankees as Spring Training approaches. From roster questions and lineup concerns to pitching depth, expectations, and pressure heading into the season — nothing is sugarcoated.

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0:00 Intro

2:15 Ben Rice playing 1B everyday

4:54 Paul Goldschmidt coming back?

11:50 Ahmed Rosario at 1B?

14:34 Right Handed Bench Options

18:00 Miguel Andujar Reunion

22:28 Cam Schlittler's Impact on the Rotation

25:15 Luis Gil Is Determined to Be Better

37:25 Yankees Bullpen Concerns

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The New York Yankees signed Cody Bellinger — but does this mean their offseason is already winding down? 🤨

On this episode of Pinstripe Post, we’re joined by NY Post insider Joel Sherman to debate what’s next for the Yankees after the Bellinger signing. Is this the final major move, or are bigger additions still coming? We break down how Bellinger fits, what holes remain on the roster, and whether the front office can realistically stand pat.

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00:00 Intro

2:10 Signing Cody Bellinger was a priority

12:45 Jasson Dominguez's future with the Yankees

23:00 What's next for the Yankees this Offseason?

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The New York Yankees’ offseason could hinge on one decision — Cody Bellinger’s free agency. On this episode of Pinstripe Post, NY Post MLB insider Joel Sherman breaks down why the Yankees are waiting on Bellinger, what’s holding up a deal, and how his decision could impact the rest of Brian Cashman’s offseason plans.

Will the Yankees land Bellinger to bolster their lineup and outfield defense? Or could his hesitation force the front office to pivot to other options? Sherman dives into the contract landscape, market competition, and how patient the Yankees can afford to be as the hot stove heats up.

Subscribe to NY Post Sports for the latest Yankees rumors, free agency updates, and insider analysis all offseason long.

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00:00 Intro

2:00 Cody Bellinger waiting game

22:00 Ryan Weather Trade Evaluation

32:00 Lack of Yankees Offseason Moves

39:00 Yankees Starting Rotation

47:50 Freddy Peralta Trade Rumors

52:45 Carlos Beltran to the Hall Of Fame

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Get the latest New York Yankees news straight from the MLB Winter Meetings in Orlando on this episode of Pinstripe Post with Joel Sherman. Joel joins the show live from Orlando to break down all the major Yankees rumors, moves, and updates as the offseason heats up.

We dive into the Cody Bellinger free agency buzz, where the Yankees stand in negotiations, and what the front office is weighing as the market develops. We also react to Trent Grisham accepting the qualifying offer and what that means for the Yankees’ outfield plans.

Plus, Joel shares the newest intel on potential Yankees trade targets, how aggressive Brian Cashman is expected to be, and we discuss Hal Steinbrenner’s comments on payroll and how they impact New York’s offseason strategy.

If you’re a Yankees fan following every offseason twist, make sure to like, comment, and subscribe to Pinstripe Post for more analysis, interviews, and breaking news all year long.

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00:00 Intro

2:04 Hal Steinbrenner & Yankees Payroll

11:40 Yankees want Cody Bellinger Back

27:00 Trent Grisham Accepted the Qualifying Offer

31:45 Interest in Tatsuya Imai

37:12 Starting Rotation Issues

44:04 Lots of Trades Coming this offseason

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On today's episode of Pinstripe Post, Joel Sherman reports from the Las Vegas GM meetings. He joins Ryan to discuss the top 5 burning questions surrounding the Yankees Hot Stove Season.

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00:00 Intro

5:03 Cody Bellinger vs. Kyle Tucker

23:15 Ben Rice will play 1B

44:41 Jasson Dominguez & Spencer Jones future

53:35 Bullpen Targets & Edwin Diaz

1:05:00 Need Starting Pitchers

1:19:10 Trade for Tarik Skubal

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“Pinstripe Post with Joel Sherman” is hosted by NY Post MLB columnist Joel Sherman and producer Ryan Sampson. This baseball podcast will take you inside the clubhouse and on the field with breaking down all the latest news and highlights from the Yankees. Joel and Ryan will give you their opinions and insight on how the Yankees season is going and break every decision both on and off the field. Joel's Notebook will feature a story from Joel's 30 years of covering baseball to give the fans a perspective they have never heard before.

Pinstripe Post will air every Monday on the New York Post YouTube channel and everywhere you can watch or listen to your podcasts.

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