Pinstripe Post with Joel Sherman - (Yankees Podcast)

Latest Episodes:

How will the Yankees attack this offseason after another disappointing season? | Pinstripe Post Oct 13, 2026

Show notes

The New York Yankees are heading home early again after a devastating ALDS sweep by the Tampa Bay Rays. In this episode of Pinstripe Post, we break down exactly how the Yankees front office must attack this offseason to stop the October heartbreak and build a true World Series contender.

We analyze the biggest roster holes exposed during the postseason, which free agents Brian Cashman must target, and who might be on the trading block to shake up a stagnant clubhouse. From pitching upgrades to lineup consistency, here is the ultimate blueprint to fix the Bronx Bombers.

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Should the Yankees Move on from Aaron Boone After Another Failed Season? | Pinstripe Post Oct 09, 2026

Show notes

The New York Yankees are standing at a critical franchise crossroads, and the loudest question echoing through the Bronx isn’t about the luxury tax, the bullpen, or the starting rotation—it’s about the man calling the shots from the dugout. In this high-stakes episode of the Pinstripe Post, we tackle the most polarizing topic in Yankee Universe: Is it finally time for the front office to move on from manager Aaron Boone?

Timecodes**

(0:00) Intro

(4:45) Yankees Culture

(17:00) Jazz Chisholm & Austin Wells Mistakes

(28:50) Same Formula for Early Postseason Exits

(36:50) Trent Grisham and lineup decisions

(54:10) Should the Yankees move on from Aaron Boone?

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Yankees vs Rays ALDS Preview: Aaron Judge Latest & Roster Predictions | Pinstripe Post Oct 02, 2026

Show notes

The guys discuss why the Yankees' elite starting rotation is their biggest weapon in this playoff series. We preview the expected matchups with Gerrit Cole taking the mound for Game 1, followed by Cam Schlittler in Game 2, and Max Fried in Game 3. Plus, we analyze how Carlos Rodon will be utilized out of the bullpen and whether he could stretch out to start Game 3 or 4.

We also dive into the biggest question marks surrounding the Bronx Bombers: Will Aaron Judge make the ALDS roster while nursing a calf injury? Hear our thoughts on the potential playoff lineup, defensive adjustments, and whether Giancarlo Stanton will make the final cut.
(0:00) Intro & Yankees Defense
(4:00) Aaron Judge Latest & Roster Predictions
(14:05) Scouting the Rays
(19:05) Gerrit Cole Starts Game 1 & Rest of Rotation
(27:00) Vibes of Team after WIld Card Sweep
(35:20) Starting Rotation Will Be the Strength Again

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Can the Yankees Beat the Red Sox? AL Wild Card Series Preview | Pinstripe Post Sep 28, 2026

Show notes

The ultimate rivalry hits the postseason! Welcome back to Pinstripe Post, your home for all things New York Yankees. In this episode, we break down the high-stakes Yankees vs. Red Sox AL Wild Card series from every angle.Can the Yankees' pitching hold down Boston's lineup? Who holds the tactical edge in a do-or-die October series? We analyze the starters, bullpen depth, key x-factors, and roster decisions.

Timecodes**

0:00 intro

2:40 Will Aaron Judge make the Wild Card roster?

13:50 Giancarlo Stanton as a Pinch Hitter

21:30 Trent Grisham will make the roster

28:43 What happens at 3B?

36:54 Ryan Weathers & the rest of the bullpen

47:00 Schlittler vs. Fried in Game 1

53:00 George Lombard's Impact

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Aaron Judge Hits IL With Calf Strain + Yankees Playoff Roster Dilemmas | Pinstripe Post Sep 21, 2026

Show notes

Aaron Judge is heading to the IL with a calf strain! With just one week left in the regular season, will the Yankees captain actually miss the playoffs? On today's live episode of Pinstripe Post, NY Post MLB columnist Joel Sherman and producer Ryan Sampson break down the devastating Aaron Judge injury news and what it means for the Bronx Bombers' October hopes. Plus, the guys dissect the Yankees' looming infield problems for the playoff lineup and the tough roster decisions the front office must make with Trent Grisham and Jazz Chisholm Jr. returning from injury.

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Cam Schlittler is having an all-time great season as Yanks win Subway Series | Pinstripe Post Sep 14, 2026

Show notes

Joel Sherman and Ryan Sampson break down the Yankees Subway Series victory over the Mets. How the Yankees will attack a lefty starting pitcher in the playoffs? Why Cam Schlittler is having an all-time great season? Plus our thoughts on Anthony Volpe playing 2B.

Timecodes**

0:00 Intro

3:34 Yankees Lineup vs. Lefty Pitching

7:37 Ben Rice continues to rake

12:15 Aaron Judge observations

17:55 Cam Schlittler's Cy Young Year

32:10 Headrick, Blackburn and Bednar

40:20 Clarke Schmidt and Ryan Weathers to the Bullpen

48:45 Anthony Volpe returns at 2B

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Aaron Judge is Back!! Are the Yankees the Favorites to win the AL? | Pinstripe Post Sep 08, 2026

Show notes

On today's episode of Pinstripe Post, Joel Sherman and Ryan Sampson dissect the return of Aaron Judge to the Yankees lineup and how the team can win the AL East and get back to the World Series.

Timecodes***

0:00 Intro

2:15 Aaron Judge is Back

8:30 Yankees Need to win the AL East

18:10 Spencer Jones can take Trent Grisham's job

26:30 Starting Rotation Taking Shape

35:35 Cam Schlittler is the AL Cy Young Favorite

41:00 25th Anniversary of 9/11

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Are the Yankees Back on Track? Red Sox Series Breakdown | Pinstripe Post Aug 31, 2026

Show notes

On today's episode of Pinstripe Post, Joel and Ryan discuss the Yankees all-important win on Sunday over the Red Sox which gave them the season series win and tie break over Boston. Joel breaks down how impressive the Yankees rotation and bullpen have been despite the injuries and we breakdown Judge's looming return and impact to the lineup.

Timecodes**

0:00 Intro

4:10 Pitching Continues to be Lights Out

10:00 Michael Fulmer Looked Good

13:27 Luis Gil is Back in the Bullpen

19:05 Clarke Schmidt's role in the bullpen

22:10 Cam Schlittler's Amazing Season

25:10 Aaron Judge is Closer

30:15 Yankees Offense Had Two Big Games

37:48 George Lombard's Knee Injury

40:15 Ramos and Yankees Outfield

44:10 Trent Grisham vs. Spencer Jones

47:15 Luis Garcia Jr. is Impressive

50:40 Red Sox Announcers Call Jazz Chisholm Bush League

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Is Giancarlo Stanton's career with the Yankees over? Rotation takes another blow! | Pinstripe Post Aug 24, 2026

Show notes

On today's episode of Pinstripe Post, Joel and Ryan discuss how Ryan Weather injury impacts the Yankees starting rotation and bullpen plans. Plus Giancarlo Stanton suffers another setback and could be done for the season.

Timecodes**

0:00 Intro

2:30 Ryan Weathers Injury Impact

15:43 Aaron Judge's Return to Play Date

23:50 Giancarlo Stanton is done for the season

36:20 Max Fried's Outlook

41:22 Spencer Jones is Really Impressive

46:50 Lineup is Putting Together better ABs

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Max Fried Goes Back to IL & the Offense Has No Answers Right Now | Pinstripe Post Aug 18, 2026

Show notes

On today's episode of Pinstripe Post, Joel Sherman gives the latest on Max Fried's injury and how it impacts the Yankees starting rotation. Plus Joel discusses why the Yankees need to put together more competitive at-bats before it's too late and the Yankees miss the playoffs.

Timecodes**

0:00 Intro

3:30 Max Fried Back to IL with Bone Bruise

10:10 Yankees Offense is All-Time bad

17:45 George Lombard & Spencer Jones

26:45 Yankees Playoff Rotation

38:10 How Does the Offense Wake Up without Aaron Judge?

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