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Tuesday, October 13, 2026
Yankees searching for answers after another season falls short of standard
One simple Dodgers bunt clip is the best argument yet for Yankees firing Aaron Boone

The Los Angeles Dodgers practice fielding bunts and know how to field them. The New York Yankees and Jazz Chisholm don't seem to under Aaron Boone.

7 moves the Yankees can make this offseason to get their mystique and aura back

The New York Yankees can end their embarrassing run of playoff failures and restore past greatness by making these seven offseason moves.

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Fundamentals: One Post Says It All (Again)

The Yankees play a very poor brand of fundamental baseball. This is why they do not win championships.

Yankees have perfect 22 home run infielder to pursue, no matter what happens with Anthony Volpe and Jazz Chisholm

The Yankees should be targeting this guy.

Blue Jays could be threat to poach Yankees 1.69 ERA pitcher during MLB offseason

Could the Blue Jays nab from a division rival?

Monday, October 12, 2026
The Yankees have just one David Bednar question with closer nearing free agency

The 32-year-old right-hander proved integral in not only the Yankees posting the second-lowest bullpen ERA in the majors (3.13), but in setting a standard for the rest of the group.

Is Aaron Judge asking Anthony Rizzo to deliver the message he can't to get Aaron Boone fired?

Anthony Rizzo's fiery comments regarding the New York Yankees' failures seemed to take aim at Aaron Boone and might have a connection to Aaron Judge.

Padres linked to Yankees' All-Star 2B as free agent 'perfect' fit for MLB roster

This Yankees free agent infielder would be a great fit for the Padres.

Blue Jays predicted to sign $10M high-energy Yankees Silver Slugger winner, 2-time All-Star

The Toronto Blue Jays are coming off of a disappointing season to say the least. They can make up for it with a great free agency.

Will the Yankees add a new starting catcher this offseason? | Pinstripe Post

To begin a new multi-part series that will cover the Yankees’ roster position by position, Joel Sherman breaks down alternative catcher options available to the Bombers after Austin Wells’...

The Yankees need change at catcher — how much depends on big Austin Wells question
A Quick Roster Rundown for 2027

Who should stay and who should go.

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CC Sabathia, Dellin Betances become latest former Yankees to call out declining standard of excellence

CC Sabathia and Dellin Betances join the growing crowd of former New York Yankees stars to call out the team, this time questioning the commitment to greatness.

Yankees prospect's Yostin Pena's Top 100 ascent has only one controversial roadblock

New York Yankees prospect Yostin Pena looked like a future star in 2026, which should ticket him for a top 100 placement in 2027 despite a significant roadblock.

Stay or Go: Should the Yankees bring Jazz Chisholm Jr. back for 2027 season?

After an uneven tenure in the Bronx, should the Yankees bring free agent Jazz Chisholm Jr. back this offseason?

Did The Yankees Make The Right Call On Aaron Judge’s Injury? | Injury Report

Aaron Judge missed the Yankees’ entire postseason with a moderate right soleus calf strain, but did New York make the right decision by keeping its captain sidelined? On this episode of Injury...

Yankees Mag: Headrick has blossomed into one of baseball’s best setup men

Since finding a new home and a more defined role, Brent Headrick has blossomed into one of baseball’s best setup men

Anthony Rizzo talks Bryce Harper's Yankees future and past ahead of pivotal offseason

The former New York Yankees fan favorite shared his thoughts on whether or not Bryce Harper could have a future in the Bronx.

About The Off-Season: Meanderings Of My Mind

I will lurch from topic to topic like an overstimulated toddler in a room full of toys.

Sunday, October 11, 2026
Aaron Boone's Luis Garcia Jr. comments hint at a confusing Yankees grand plan

Aaron Boone hints at a positional change for Luis Garcia Jr., but is it too risky for the New York Yankees to undertake?

Aaron Judge Speaks My Language

Judge says what I have been saying basically forever...

Yankees cannot fall into the Trent Grisham trap with Jazz Chisholm Jr. qualifying offer decision

The New York Yankees have already felt the harsh burn of one qualifying offer decision blowing up in their face, Jazz Chisholm Jr. could do it all over again.

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Yankees make pitching guru Matt Blake a clear priority ahead of offseason transition

The New York Yankees are reportedly interested in bring back pitching coach Matt Blake for 2027 and beyond, and they absolutely should be.

Yankees' free agent reunion with Gleyber Torres isn't as crazy as you'd think (but shouldn't happen)

The Yankees reuniting with Gleyber Torres isn't as crazy as it seems.

Spencer Jones' Fatal Flaw

Andy Singer analyzes the most critical aspect of Spencer Jones' swing, and what it means for his future prospects.

Saturday, October 10, 2026
MLB insider's Jazz Chisholm Jr. contract prediction should clarify consequences of his season

Jazz Chisholm Jr. entered 2026 primed to cash in, but after a poor showing the New York Yankees need to let him walk despite the slide in contract expectations.

Could The Yankees Move On From Giancarlo Stanton?

Aaron Judge and Clarke Schmidt are the only current Yankees who have been in the organization longer than Giancarlo Stanton, who has now logged nine seasons in the Bronx since the slugger was...

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The clock is ticking on Aaron Judge’s entry into a dubious Yankees club

One day, you wake up, and you realize you’ve already played the majority of your career. You’re teeing it up somewhere on the back nine.

End of Season Assessment

It's time for the Yankees to develop a new process. Full stop.

Don Mattingly as Yankees manager wouldn't be the heartwarming return fans desire

Be careful what you wish for when it comes to the possibility of Don Mattingly reuniting with the Yankees.

Yankees' homegrown core is being disrespected in scorching takes after another playoff exit

The Yankees were swept by the Rays, but Cam Schlittler, Ben Rice, Austin Wells, Anthony Volpe and George Lombard Jr. showed up in October. Here’s why the homegrown core is a foundation to build...

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Yankees must follow Dodgers’ blueprint for mental toughness after latest no-show

The Yankees must look West. The Dodgers are the gold standard now that the Yankees once were.

Complete list of Yankees free agents with final predictions for who stays and who leaves in 2027

The New York Yankees will have a slew of players hitting free agency this offseason, and deciding who stays and who goes will be of paramount importance.

The century-old Yankees loss that serves as eerie reminder of Bombers’ disappointing present

“Do you think,” Gallico wrote late in the afternoon of Oct. 10, 1926, “that the New York Yankees will ever win a championship again?” 

About The Off-Season: Back To The Drawing Board

I am proposing the following managerial and coaching changes for the 2027 Yankees.

Friday, October 9, 2026
Anthony Volpe’s strong end to year gives him another chance at a Yankees future

In a season full of swings, Anthony Volpe nearly saved his best for last. 

Anthony Rizzo ripping Jazz Chisholm Jr. is the final straw to seal his Yankees fate

Anthony Rizzo takes Jazz Chisholm Jr. to task, and it represents the New York Yankees closing the door on a reunion in free agency.

David Ortiz makes his view on Yankees' problem incredibly obvious in latest assessment

The New York Yankees have something missing from their team, and David Ortiz knows exactly what it is.

Inside Spencer Jones’ offseason plan to take next step — which the Yankees desperately need

“Once he reaches his full potential, I think it’s going to be scary.”

Cutting Back for the Off-Season

The SSTN Plan for the 2026-27 off-season

Former Yankees fan favorite Anthony Rizzo sticks up for Aaron Boone amid firing chants

What did Rizzo say about his former manager?

Yankees shouldn’t fire Aaron Boone, even after getting swept against Rays
Brewers star weirdly viewed as Yankees trade candidate, but history says it can happen

Could the Yankees pull this off?

Yankees need to let Jazz Chisholm walk and land 35 home run slugger instead

The Yankees can find a replacement for Chisholm.

Yankees already named among suitors to land 2.83 pitcher in MLB offseason

Can the Yankees pull this off?

Grading the Yankees' 2026 season: Players, Aaron Boone, and the front office

Grading the Yankees' 2026 season, including marks for every key player, manager Aaron Boone, and GM/senior VP Brian Cashman.

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

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...

Nick Swisher won't rule out major Yankees changes (and hates rivals celebrating on their field)

New York Yankees outfielder Nick Swisher is as fed up with the scouting report on the Yankees getting out as anyone).

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