There’s nothing the Yankees love more than telling their fans what they see with their own eyes isn’t what has unfolded or is unfolding.

Each season, the Yankees tell you the team is championship-caliber even when said season doesn’t end with a championship (which none have for 16 straight years) or when the team doesn’t even reach the championship (which they have done once in the last 16 years and were thoroughly embarrassed in doing so).

They tell you clearly washed bats like DJ LeMahieu or Josh Donaldson will come around and even call you “crazy” if you don’t believe them, only to eventually release those bats after giving them hundreds of undeserved plate appearances.

They tell you how much they believe in their top prospects, making them untouchable in trades, but never giving them the necessary time to develop, whether because they can’t or don’t know how, or because they never really believed in them, only to later trade them or release them for nothing. Unless you’re Anthony Volpe. Then you have an unlimited leash to figure out the major leagues, and when you don’t for a third straight year, they continue to tell you he will with no evidence to defend this idea.

The manager tells everyone how sweet it will be when they finally get to the mountaintop as the team falls further down the mountain and as he continues to improve his unbreakable record of seasons allowed to manage the Yankees without winning a championship. He says this only after he spends a full season telling you egregious baserunning mistakes are overblown and poor pitching efforts were simply a mirage because every pitcher on the Yankees has “good stuff” every day.

The majority owner of the team actually told the world this offseason the New York Yankees don’t turn a profit in between his public chances to advocate for a salary cap, which would strip the Yankees of their biggest advantage.

Then there’s the general manager, who enters his 30th season on the job as if he’s a firefighter, police officer or teacher. With one championship since the turn of the century and one championship appearance in the last 16 years, Brian Cashman continues to prove the theory he’s a Steinbrenner without having the last name. Last year, he spent $15 million on LeMahieu $9.8 million on Aaron Hicks and $6 million on Anthony Rizzo. LeMahieu gave the Yankees 45 games of poor defense and a .674 OPS and Hicks and Rizzo were out of baseball. (The Yankees owe Hicks another $1 million in 2026.) Cashman’s starting first baseman (Rizzo) from the previous year’s World Series was forced into retirement and his starting left fielder (Alex Verdugo) from that series was forced to take a minor-league deal in his age 29 season.

There’s no need to write about the idea Cashman should be fired, since the Yankees are more likely to stop wearing pinstripes at home or using the interlocking NY as their logo than they are to replace the general manager who is in his 40th year in the organization. But there is plenty to write about what he said on Wednesday during a press conference to announce the re-signing of Cody Bellinger when asked about the 2026 roster being the same as the 2025 roster.

“I disagree that it’s the same, running it back,” Cashman said. “It’s going to be some differences, and the competition is going to be different too. In some cases, some teams got better. Some teams, you could argue, maybe got a little bit worse.”

The last time the Yankees played baseball was in their humiliating ALDS loss to the Blue Jays. Here are the position players on the roster for that series.

Cody Bellinger
Jose Caballero
Jazz Chisholm
Jasson Dominguez
J.C. Escarra
Paul Goldschmidt
Trent Grisham
Aaron Judge
Ryan McMahon
Ben Rice
Amed Rosario
Giancarlo Stanton
Anthony Volpe
Austin Wells

Now let’s take those players and see which are Yankees for 2026 by bolding their names.

Cody Bellinger
Jose Caballero
Jazz Chisholm
Jasson Dominguez
J.C. Escarra
Paul Goldschmidt
Trent Grisham
Aaron Judge
Ryan McMahon
Ben Rice
Amed Rosario
Giancarlo Stanton
Anthony Volpe
Austin Wells

The only name not bolded is Goldschmidt’s, and guess what, reports started to surface this week that the Yankees are interested in bringing back the right-handed-hitting first baseman who can only hit lefties. So the Yankees are re-signing Goldschmidt away from having the exact position players they ended 2025 with to start 2026. And because there are 14 names above, and you can only carry 13 position players on a regular-season roster, whether Goldschmidt returns or not, it’s a 100 percent run-back. But Cashman disagrees.

Maybe Cashman is talking about the pitching staff, where every team has turnover every year, so using pitching staff changes to say you’re not running it back is a joke. But let’s look at the 2025 ALDS pitching staff.

David Bednar
Paul Blackburn
Fernando Cruz
Camilo Doval
Max Fried
Luis Gil
Tim Hill
Carlos Rodon
Cam Schlittler
Will Warren
Luke Weaver
Devin Williams

Now let’s bold the names.

David Bednar
Paul Blackburn
Fernando Cruz
Camilo Doval
Max Fried
Luis Gil
Tim Hill
Carlos Rodon
Cam Schlittler
Will Warren
Luke Weaver
Devin Williams

The only two who are no longer Yankees are Williams and Weaver, who Cashman let walk and they both signed with the Mets. Gerrit Cole isn’t listed there because he missed the entire 2025 season and Clarke Schmidt isn’t listed because he last appeared in a game on July 3. Cole will miss the first half (or so) of 2026 and Schmidt will miss all or nearly all of 2026. Rodon had offseason surgery to remove bones that prevented him from being able to button his shirt by the end of the year (good thing he was allowed to start two postseason games, in which he allowed nine earned runs and 18 baserunners in 8 1/3 innings).

The Yankees traded for Ryan Weathers, so add him to the above list of pitchers. He’s the difference. Right now, Weathers is the one thing keeping the Yankees from potentially having a 100 percent run-back roster from Elimination Day 2025 to Opening Day 2026. Sure, on March 25 in San Francisco, the Yankees will likely have some garbage, late-winter-or-late-spring-training utility player to serve as Caballero’s replacement (this year’s Pablo Reyes or Jahmai Jones or Rougned Odor) as he serves as Volpe’s injury replacement, and yeah, they may have one or two reclamation, let’s-see-what-Matt-Blake-can-do arms in the bullpen, but on March 25 in San Francisco, there’s a very good chance 25 of the 26 Yankees on the roster will have been in the organization the prior year.

Because the Yankees are smarter than every team, have no regrettable transactions or personnel decisions and annually field the best possible team, it comes as no surprise Cashman added this amazing line on Wednesday.

“I’ve been openly willing to challenge anybody that we don’t have a championship-caliber roster and team,” Cashman said.

Pick me! Challenge me!

“But long story short — one [playoff] series, make or break, is not going to define what we think our capabilities are.”

Cashman says the 2025 ALDS isn’t going to define the 2025 Yankees. So what is? How about blowing an eight-game division lead to the Blue Jays to prevent having to play in the Wild Card Series and to prevent having home-field advantage in the ALDS? Or how about going 9-17 against the Blue Jays and Red Sox or 27-34 from June 14 through August 23? Which one of those feats should define the 2025 Yankees?

Wednesday wasn’t a day of excitement for the Yankees or their fans. We know this because the announcement of re-signing Bellinger was held online in a video call. When the Yankees traded for Alex Rodriguez or signed CC Sabathia or Mark Teixeira or even Rodon (for the love of God), the introductions of those players were held at Yankee Stadium. Bellinger wasn’t sitting on a couch with headphones on because he had family plans or other obligations, it’s because bringing him back isn’t a big deal. Bringing Bellinger back was the bare minimum the Yankees had to achieve this offseason. The Yankees didn’t need some grand event at the Stadium to show off their new toy because there is no new toy.

“It’s a different year. We’re looking for a different result, meaning a better result,” Cashman said.

When Cashman gave up on Sonny Gray after 2018 and traded him, he said, “I don’t feel like we can go through the same exercise and expect different results,” and yet, the Yankees continue to go through the same exercise every season with the same failed roster.

“Stay tuned to see where it takes us,” Cashman said on Wednesday.

I know where it takes you. We all know where it takes you. An early postseason exit followed by an end-of-the-season press conference while the postseason is still being played where you tell us Boone will be back and things will be different for the next year. Except they won’t. Not with this roster as currently constructed.

Cody Bellinger is a Yankee (for at least next season since he has an opt out after 2027 and who knows if there will be baseball in 2027). He returns to the team on a five-year, $162.5 million deal to recreate the same lineup the Yankees finished last season with.

The Opening Day (Night) lineup on March 25 in San Francisco against Logan Webb now looks something like this:

Trent Grisham, CF
Ben Rice, 1B
Aaron Judge, RF
Cody Bellinger, LF
Jazz Chisholm, 2B
Giancarlo Stanton, RF
Austin Wells, C
Ryan McMahon, 3B
Jose Caballero, SS

(You just know Aaron Boone will have Judge batting third instead of second to give him fewer plate appearances.)

And that lineup looks like it did when the Blue Jays annihilated the Yankees in the ALDS. The only missing piece is Anthony Volpe whose absence actually enhances the lineup. That’s the lineup that mustered one run in Game 1, couldn’t score in Game 2 until the Blue Jays trotted out the bottom of their postseason roster with a 12-0 lead, briefly came to life to extend the season in Game 3 and then scored two runs on six hits against a Toronto bullpen game in the season-ending Game 4 loss. It’s the same lineup that disappeared for the entire summer and only reappeared when the schedule featured a September of teams with nothing to play for.

As of now, the Yankees believe they were a full season of Ryan Weathers in the rotation, a full season of part-time play from Amed Rosario and a half season of Gerrit Cole away from being a championship-caliber team because those three are currently the differences between the 2025 Yankees and 2026 Yankees. Maybe they’re right. Maybe if the Yankees had won one more game during the regular season and finished atop the division and the AL, they would have had the bye into the ALDS, would have been better rested for that series and would have used home-field advantage to eliminate the Blue Jays. It’s hard to believe that a team that allowed 37 runs in a four-game series would have been able to swing a 3-1 series loss in their favor simply by having the home-field advantage, but OK.

Last season, the Yankees were unable to beat the Blue Jays or Red Sox with any regularity in the regular season, going 9-17. They also went 2-4 against the Tigers and 2-4 against the Dodgers and Phillies. Built to beat up on bad teams with bad starting pitching and bad bullpens, the Yankees did what they were constructed to do. But against the league’s best, and in the postseason against quality pitching every game, they failed again. They barely eked out a series win over the banged-up and inferior Red Sox and then were blown out by the Blue Jays playing a brand of baseball the Yankees abandoned long ago. Now they are prepared to truly “run it back” in 2026 with the same offensive personnel that wasn’t good enough to hold an eight-game lead over the Blue Jays in the summer and wasn’t good enough to get out of the division series in the fall.

Yankees fans want their team to operate like the Dodgers, and they should, but they won’t. Yankees ownership uses their time with the media to advocate for a salary cap while suggesting the Yankees aren’t a profitable business, while the Dodgers, coming off back-to-back championships signed arguably the best closer in baseball and then gave out the highest average annual salary of the offseason as well. The only similarity between the two franchises now is the belief that if you reach the postseason enough times, eventually everything will go right and you will win it all. The problem with that is the 2013-2019 Dodgers had the same lack of postseason success the Aaron Boone Yankees have had. It wasn’t until the Dodgers traded for Mookie Betts, signed Freddie Freeman, Shohei Ohtani and Yoshinobu Yamamoto and started spending more than the Yankees that they were able to win it all.

The 2026 Yankees will go with the Boone era organizational strategy of running it back and believing this season ends differently than the last one. Sign second-tier free agents, trade for projects, continue to tell yourself homegrown players on the verge of being busts figure it out and pray this October is the October when the stars align.

Bringing Bellinger back was the bare minimum the Yankees had to achieve this offseason, so it’s hard to feel good about the franchise that generates more revenue than any other team in the sport and is in the bottom half of the league of revenue-to-payroll ratio doing the bare minimum. There’s a lot of work to be done and less than a month until the start of spring training to do it.

In actuality, the Yankees’ work is done because they believe last year’s team was good enough to win it all, so why wouldn’t they just bring that same team back? This time the ball will bounce their way, the randomness of the postseason will unfold in their favor and luck will be on their side in a way it has been in October only once since 2000. They just know it will. This time things will be different even if the roster is the same.

The Yankees are no better today than they were when they were embarrassed in the ALDS by the Blue Jays. In fact, they’re worse. Because at least when they were getting run out of Rogers Centre and eliminated at Yankee Stadium, they still had Cody Bellinger, the best Yankees version of Devin Williams and the possibility that Luke Weaver could turn it around. Now Williams and Weaver are Mets and Bellinger remains a free agent.

Every offseason under Aaron Boone I have joked about the Yankees “running it back” for the next season, and while they have mostly “run it back” from season to season, there has always been at least some slight personnel change from a lineup perspective. From 2025 to 2026 though, they may truly run it back, especially if they re-sign Bellinger.

Because the Yankees’ front office believes they are smarter than everyone else, there’s no doubt they believe the 94-win team they had last season was a “championship-caliber” club, even if they blew an eight-game lead to the Blue Jays, barely eked out a best-of-3 win over the Red Sox and then got humiliated by the Blue Jays in the ALDS. Joel Sherman has frequently talked about the Dodgers’ internal mindset being that if you reach the postseason enough, eventually everything will go your way, which is clearly the same philosophy the Yankees operate under. But it wasn’t until the Dodgers got Mookie Betts, Freddie Freeman and Shohei Ohtani atop their lineup and started spending more annually than both New York teams that they were able to rid themselves of their postseason shortcomings. The Yankees don’t have anything close to the 1 through 5 the Dodgers send out every night (the three aforementioned along with Will Smith and Teoscar Hernandez) and they don’t want to spend anything close to the Dodgers to compete for the best available free agents, whether position players or pitchers.

It’s hard enough to get excited for baseball season when it’s under 10 degrees in New York City, dark every day by 4:30 and the holidays are over, it’s even harder when the offseason highlights to date have been Hal Steinbrenner telling the world with a straight face the Yankees don’t turn a profit and Brian Cashman and Aaron Boone talking about Sonny Gray. As the Yankees embark on Year 9 under Boone and Year 17 since their last championship, with six weeks until spring training, the start of the 2026 calendar year feels a lot like the end of the 2025 Yankees season.

It doesn’t bother me that the baseball offseason is a slog compared to what it used to be (before the Bryce Harper/Manny Machado class). There’s no rush to sign anyone given the lack of a salary cap and who cares if the top free agents sign at the beginning of December or the beginning of February? It doesn’t matter to me if the Yankees better themselves today or a month from now. It only matters that they better themselves in the winter instead of waiting until July because the team that wasn’t good enough to get out of the ALDS in 2025 isn’t going to be good enough to win it in 2026 without upgrades, and Bellinger isn’t an upgrade since he was on last year’s team. The Yankees don’t just need Bellinger, they need Bellinger and more this winter. Unfortunately, I doubt the smarter-than-everyone decision makers feel the same.

I liked Sonny Gray. I wanted to keep liking him too, but he made it impossible. Not because he wasn’t with the Yankees what he was at his best with the A’s (and what he has been since leaving the Yankees). It wasn’t even because of his performance, which was OK in 11 starts in 2017 (3.72 ERA and 4.87 FIP) and then abysmal in 27 starts and 30 games in 2018. It was because of how he handled his time in New York and how he evaluated his performance.

Long before exaggerating and flat-out lying about performances became the nightly routine it is now in the Yankees’ manager’s office and clubhouse, Gray was at the forefront of telling you what you watched wasn’t how it should be interpreted in the Aaron Boone era. As Gray pitched to a 4.90 ERA and pitched himself out of the rotation in 2018, he frequently acted as though his efforts were better than the results showed.

In his last start of May 2018, Gray was destroyed by the Angels. He was given a 4-1 lead through the second inning and made it disappear almost as quickly as he got it. His line for the night: 3.2 IP, 7 H, 5 R, 5 ER, 3 BB, 7 K, 1 HR.

“I thought I commanded my two-seam well,” Gray said after his ERA ballooned to 5.98. “I think it was my four-seam that every time I threw it, it kind of leaked back over the middle of the plate. Slider was good. Yeah, I think the stuff was good.”

In 3 2/3 innings, Gray put 10 runners on base, walked three, allowed seven hits, allowed three extra-base hits, walked Kole Calhoun (.160/.195/.199), walked in a run and hit a batter. But there he was telling everyone his “stuff was good.” It was scary to think what Gray would look like if he didn’t have his “good stuff” and then we found out. For the next two months, he stayed in the rotation and continued to get the shit beat out of him. Every once in a while he would throw a gem just to make you think for a moment maybe he figured it out only to follow it up with a disaster. The final straw came on August 1 when the 115-loss Orioles got to him for eight hits, seven earned runs and two walks over 2 2/3 innings in a loss. Gray was removed from the rotation after that and traded after the season.

Instead of becoming a young, controllable starting pitching success story for the Yankees, Gray was just another in the long line of young, controllable starting pitching failures Brian Cashman has acquired as Yankees general manager. After 28 seasons as general manager, Cashman has still failed to acquire a successful young, controllable starter. Gray, Jeff Weaver, Javier Vazquez, Michael Pineda, Nathan Eovaldi, James Paxton, Jameson Taillon, they all failed in New York and were traded or let walk in free agency. They all blew up in the postseason or were left off postseason rosters completely.

There was a reason the Yankees gave up three of their better prospects in the summer of 2017 for Gray and there’s a reason why the team let him start Game 1 of the 2017 ALDS and Game 4 of the 2017 ALCS. There’s a reason why the Yankees let him keep starting all the way until August in 2018 even though he was nearly a guaranteed loss every time he took the ball. There’s a reason why so many teams were connected to him when the Yankees shopped him and why the Reds ultimately decided to trade for him and give him a $30.5 million extension after the trade, disregarding his awful 2018 season. And there’s a reason why David Ortiz said the following about Gray in 2015:

“The last few seasons, the toughest guy I’ve faced is Sonny Gray from Oakland. This kid’s stuff is legit … the first time I see this Gray kid on the mound, I can’t help but notice he’s 5’10” and skinny. He looks like the guy who fixes my computer at the Apple Store. I’m thinking, Here we go. This is gonna be fun. Then he took me for a ride, man. Fastball. Sinker. Slider. Curve … Whap. Whap. Whap. You have no idea what this kid is going to throw. He drives me crazy.”

The reason for all these things is that Gray had the ability, talent, stuff and repertoire to be a perennial Cy Young candidate. The pitcher Ortiz was talking about is the one who pitched to a 2.88 ERA over 491 innings in his first three seasons in the league and who shut out the Tigers over eight innings in Game 2 of the 2013 ALDS. That’s the pitcher the Yankees thought they were getting. That’s the pitcher I thought the Yankees were getting.

The Yankees essentially did get that pitcher … when they were on the road. When Gray was away from Yankee Stadium, he was his usual self, but when the Yankees were home, it was like watching Game 7 of the 2004 ALCS every start.

Home (15 games, 11 starts)
59.1 IP, 78 H, 47 R, 46 ER, 35 BB, 45 K, 11 HR, 6.98 ERA, 1.904 WHIP

Away (15 games, 12 starts)
71.0 IP, 60 H, 26 R, 26 ER, 22 BB, 78 K, 3 HR, 3.17 ERA, 1.155 WHIP

At Yankee Stadium, opposing batters teed off on him like a collective MVP candidate (.318/.406/.527), while on the road opposing batters hit him like a backup catcher (.226/.295/.320). Unfortunately, the Yankees couldn’t destroy the rest of their rotation by moving everyone around to accommodate Gray’s inability to pitch in the Bronx, so they instead made Austin Romine his personal catcher as if Gary Sanchez was the problem. When the hopeful magic trick of having Romine turn around Gray’s season proved ineffective, the Yankees continued to stick with the meaningless experiment.

The 2018 Yankees went 11-12 when Gray started and 89-50 in all other games, winning 100 games despite Gray’s miserable season. He was left off the postseason roster, and the second the season ended, Cashman went to work openly showing his displeasure with Gray’s performance and ending his Yankees tenure by saying things like “It hasn’t worked out thus far” and “I think that we’ll enter the winter, unfortunately, open-minded to a relocation” and “It’s probably best to try this somewhere else” and “Our intention is to move Sonny Gray and relocate him.”

In Gray’s first day as a Yankee, he met with the media and talked about how excited he was to be a Yankee. He went out of his way to pen a piece in The Players’ Tribune titled ‘New York, I’m Ready to Go.’ In it, he said, “I couldn’t be happier” to be a Yankee, wrote about watching the 2009 Yankees and how his new teammates “have been awesome” and how he was “welcomed with open arms.” Gray would go on to be a guest on CC Sabathia’s podcast to reinforce all of these ideas.

Because of all this and because Gray went above and beyond to express his admiration of the Yankees and his happiness being a Yankee, it makes his comments over the last week since being traded to the Red Sox more than puzzling.

“I never wanted to go there in the first place,” Gray said of the Yankees this past week, which seems odd since his 2017 piece in The Players’ Tribune is hundred of words saying the complete opposite.

“It’s easy to hate the Yankees,” Gray said, which is fine. It’s something I would expect anyone who joins the Red Sox to say, whether said in jest or not. But it comes off as fake when you factor in every anti-Yankees claim Gray made at his first Red Sox press conference contradicts everything he said in 2017 and 2018.

“I just wasn’t myself,” Gray said of his time in New York. (Whose fault is that?) “I don’t know what led to that or anything.”

I think we know what led to that: pitching in New York. Here are Gray’s 2018 splits again:

Home (15 games, 11 starts)
59.1 IP, 78 H, 47 R, 46 ER, 35 BB, 45 K, 11 HR, 6.98 ERA, 1.904 WHIP

Away (15 games, 12 starts)
71.0 IP, 60 H, 26 R, 26 ER, 22 BB, 78 K, 3 HR, 3.17 ERA, 1.155 WHIP

Gray is aware that pitching for the Red Sox is the equivalent to pitching for the Yankees and possibly worse, right? If he pitches the way he pitched with the Yankees with the Red Sox, he will deal with the same scrutiny and I’m sure he will deal with it the same way. Wherever Gray’s next stop is, he’ll tell everyone he never wanted to go to the Red Sox in the first place, even though he had to waive his no-trade clause to go there. And that’s what I’m rooting for and every Yankees fan should be.

I wasn’t upset when the Yankees lost Game 7 of the 2017 ALCS after blowing a 3-2 series lead. I had spent the previous four years watching the Yankees give full seasons of middle-of-the-order at-bats to late-career Vernon Wells and Lyle Overbay. I had seen only one postseason game during that time, a one-game shutout at home to the Astros. I was disappointed the Yankees’ 2017 season ended one win shy of the World Series, but the promise of what was to come prevented any sadness.

A team that wasn’t expected to reach the postseason won 91 games in 2017, erased a three-run deficit in the winner-take-all wild-card game and then erased an 0-2 series deficit in the ALDS against the top-seeded, 102-win team. They overcame an 0-2 series deficit in the ALCS, winning three straight games at home before falling short in Games 6 and 7. They had done all of this with a core of mid-20-somethings surrounded by a reliable cast of veterans in their lineup, rotation and bullpen. I wasn’t upset the Yankees came so close to the World Series and came up short because the future hadn’t been this bright for the organization in 20 years.

Then everything changed.

The Yankees moved on from Joe Girardi, citing a too-tense attitude and a disconnection with the current roster given the coddling needs of today’s players. Brian Cashman claims the Yankees were going to move on from Girardi even if they had won the World Series in 2017. I wish a guardian angel could guide me through an alternate reality like I’m George Bailey in It’s a Wonderful Life in which the Yankees win the 2017 World Series and change managers and then endure the kind of failure and humiliation they have since. Instead of promoting from within by naming career Yankee Rob Thomson — who George Steinbrenner wanted to one day manage the Yankees — the Yankees went with Aaron Boone and his impressive resume of zero coaching and managerial jobs at any level of baseball. Rather than lean into a team clearly capable of being a force in the league in 2018, Hal Steinbrenner cut payroll by $50 million.

Despite spending his entire life around not just baseball, but Major League Baseball, Boone managed like someone who had won a sweepstakes to achieve the position. The issues with Boone’s lack of experience began immediately in spring training when he tried to call Dellin Betances into a game even though he hadn’t asked Betances to warm up. Boone was given a mulligan by the umpires who let Betances warm up for as long as he needed to prevent injury in a spring training game. The issues never subsided, rearing their ugly head in the postseason.

In his first postseason, Boone’s starting pitcher didn’t know the start time of a pivotal Game 3. In that same game, Boone managed the Yankees to the most lopsided home postseason loss in franchise history. The next night, the Yankees’ season came to an end when Boone allowed CC Sabathia to face the entire Red Sox lineup a second time because he liked the matchup of Sabathia against the Red Sox’ light-hitting 9-hitter. The Yankees lost and Boone gave his first postgame press conference following an elimination game. At the time, no one knew it would become an annual occurrence. No one could have envisioned a championship-less tenure would go on this long. Following Wednesday’s Game 4 loss in the ALDS, I found myself watching Boone give his 2025 elimination press conference.

There’s nothing quite like a Boone postgame press conference following elimination. It’s masterful. It’s perfect in every way. Like Watching Wayne Gretzky operate from his “office” behind the net, Boone is most comfortable talking to the media after a Yankees season ends in disappointment because it’s the one thing he has more experience at without a championship to fall back on than any manager in Yankees history. No manager in the history of the Yankees has been given a fifth season on the job without a championship and Boone was just given his eighth. He has crushed the previous record and his eight-year run is now as unbreakable as Joe DiMaggio’s 56-game hit streak or Cal Ripken’s streak of 2,632 consecutive games played.

“When it ends this way,” Boone said. “It’s always terrible.”

It’s never ended any other way for Boone. Actually, that’s not true. There was the time two years ago when the Yankees posted their worst record in 30 years and weren’t eliminated from the postseason because they didn’t even make the postseason despite 40 percent of the league making it. Outside of that disastrous postseason-less year, it’s always ended this way for Boone.

“Winning the World Series is hard,” Boone said. “Been chasing it my whole life.”

Boone wouldn’t know how hard it is to win the World Series because he has never won it. He never won as a player and has never won as a manager. All he has are two American League pennants. One came from his home run, which served as the defining negative turning point in the Yankees-Red Sox rivalry and changed the course of history for the worst for the Yankees considering what the Red Sox have accomplished since Game 7 of the 2003 ALCS and because it led to Boone getting the job he still has. The other came against the easiest postseason field imaginable and was followed by a humiliating defeat in the World Series.

It’s unlikely Boone will ever stop chasing a championship. I can’t fathom a scenario where the Yankees win with him at the helm and no other self-respecting owner or general manager in the league with a ready-to-win roster would be foolish enough to hand the keys over to someone who has overseen such miserable disappointment. The idea Boone is good at his job because of his regular-season winning percentage at a time when half the league is tanking and pocketing profits or because he has made the postseason in seven of eight years at a time when 83-win teams are getting into the expanded format is comical.

Boone has created and fostered a culture comfortable with losing. His players recite the same tired lines they hear their manager use following losses. His players believe they can do no wrong performance-wise because they constantly hear their manager and the rest of the organization talk about how great they are. Cashman called the Yankees “pretty fucking good” after the team went 82-80 two years ago, so you can only imagine how he feels about a team that blew an eight-game lead over the Blue Jays, went 12-21 against the Blue Jays and Red Sox, bowed out in the division series, but won 94 games. Maybe Cashman will claim the 2025 Yankees as World Series champions the way he claims his 2017 team as World Series champions.

Boone frequently referred to his offense as “the best in baseball” this year as they consistently inflated their run differential against the league’s worst and then laid down to the league’s best. The best offense in baseball scored two runs or fewer in three of seven postseason games, couldn’t hit a splitter and were eliminated against an overworked, fatigued eight-reliever bullpen game. Boone constantly called the Yankees “the best team in the league” this year as well, so it’s unsurprising when Jazz Chisholm tells the media after a Game 4 loss (in which his own costly error put the game out of reach) that the Yankees were “the team to beat in the playoffs.”

The delusion and lack of accountability within the organization has spread through the clubhouse like hand, foot and mouth disease at a preschool and no player seems to be immune whether it’s a homegrown rookie, a veteran, a trade acquisition or a free-agent signing. Every Yankee except for possibly Giancarlo Stanton has been infected by the happy-go-lucky, Pollyanna way Boone has instilled in his team.

When the Yankees played the Red Sox on Sunday Night Baseball on June 8, Chisholm participated in an in-game interview with ESPN. When asked about Boone, Chisholm said, “We’re really good friends.” He didn’t say Boone is a “really good manager” or that “he’s great to play for.” No, the first thing that came to his mind was how good of friends they are. A manager has to have the ability to call out his players when they deserve to be called out. A friend? A “really good friend” isn’t about to call out their friend even if they deserve to be.

There is no score, game or situation that attracts urgency from the players, the manager or front office. Washed-up veterans are given exceedingly long leashes before being released, struggling closers are allowed to nearly ruin seasons and one player in particular has been treated like a Baseball God, receiving three full seasons of everyday playing time despite being the worst statistical everyday player in the majors during that time. With the outs coming off the board for the Yankees on Wednesday, Boone waited to use David Bednar, possibly saving him for Opening Day 2026, and called on Devin Williams and Camilo Doval first. Williams allowed two inherited runners to score and Doval gave up an earned run. By the time Bednar took the mound the Yankees trailed by four runs. Not even staring in the face of elimination is enough to create urgency for this manager.

I would never call for Cashman to be fired or replaced because it’s as likely to happen as the Yankees abandoning the interlocking NY — the most recognized sports brand in the world — as their logo. Cashman started with the Yankees 40 years ago as an 18-year-old, at the same time Hal Steinbrenner was 15. These two grew up together. They are essentially brothers. Cashman is a part of the Steinbrenner family in every way except for adopting the last name. The idea Cashman would ever be fired, removed or reassigned is not worth thinking about. One day Cashman will retire and leave the Yankees on his own terms and pick his successor before doing so, and that is the only way he will exit.

Hal Steinbrenner doesn’t want to be the public face owner of the Yankees. He wants to reap the benefits of owning the Yankees and increase his net worth, but he doesn’t want to be in the position he is in. It’s why his father planned to leave the team to be run by his son-in-law before a divorce ruined that and it’s why Hal’s brother was briefly the public face of the team before him. Hal is in the position he’s in out of necessity, not desire.

The last thing Hal would do is fire his “brother” and have to conduct a job search for a position that has been filled since Derek Jeter completed his second full season. The Yankees may not win championships, but they win in every aspect that matters to Hal. They led the AL in attendance, they made the playoffs, and they got five home playoff gates. The championship drought may get longer each year, but concession prices, ad revenue and ticket prices go up whether the drought exists or not. Business is good for Hal. Why would he want to disrupt what’s working for him in terms of massive, sport-leading revenues? He’s not an owner who invented some society- or industry-changing technology. He didn’t start a business in his garage and become a billionaire through decades of hard work and perseverance. Hal won the birth lottery. He doesn’t own the Yankees because he’s rich. He owns the Yankees because they are what makes him rich.

Because of this, Cashman has full control of the Yankees. Two years ago, when Cashman freaked out on the media after an 82-80 season, he said, “I’m here and Boonie’s here, and we’re not going anywhere,” and it was in that moment that every Yankees fan should have realized they’re screwed if they hadn’t already. Only after recognizing how outlandish he sounded did Cashman say that ownership has the power to change the manager and general manager if they want, but he made it clear that this is his team and his organization and the moron he has in the dugout is his moron and he’s not getting rid of him. Never for a day as Yankees manager has Boone thought it may be his last day as Yankees manager. Not when the team missed the postseason nor in any of their early postseason exits. When asked if he thought Game 4 may have been his last game as Yankees manager, Boone smiled, gave a sarcastic laugh and answered, “No, I’m under contract.”

Cashman and his smarter-than-everyone team annually construct a team built for a 162-game regular season in which they will face a lot of bad teams and bad pitchers. But when the schedule is shortened to just the league’s best teams and elite starters and high-end relievers, their 162-game roster is worthless. Their home run-or-nothing approach can’t win in October and their lack of contact bats who can work counts, foul off tough pitches and simply put the ball in play leaves them vulnerable to all-world breaking balls, high velocity and allows opposing starters to work deep into games. The offensive style the Blue Jays just used to destroy the Yankees is the style the Yankees used to play.

That was a long time ago. During Game 4, John Smoltz compared this Yankees era to his Braves career in which his Braves team only won once. At least they won once! This Yankees team has turned into a punchline, whether it’s the Red Sox using “New York, New York” as their victory song during their 2018 championship run, the Astros beating the shit out of the Yankees every time they have met in the postseason, the Dodgers embarrassing the Yankees on the field and then through the media for an entire offseason or David Ortiz and Vladimir Guerrero Jr. doing their own revised version of John Sterling’s “Theeeeeee Yankees win!” during a Yankees’ elimination celebration. The Yankees are only the Yankees in name at this point. A Yankees hat or a pinstriped home jersey used to signify winning and excellence. Now it’s signifies disappointment and failure. The brand of winning associated with the Yankees is fading because they don’t win anymore. 2009 was 16 years ago and 1996, 1998, 1999 and 2000 were forever ago. Once the Yankees retire Sabathia’s number, they will have exhausted every possible avenue to draw a sellout crowd for a mid-August game against the Royals unless they turn to Monument Park plaques for Brett Gardner, Joba Chamberlain and Nick Swisher for a revenue boost.

Four years ago, after the Yankees were embarrassed in the wild-card game at Fenway Park in a season in which they were the favorite to win the AL and instead finished third in their division and fifth in the AL, I wrote Yankees Need Organizational Change This Offseason. The big change was trading for Josh Donaldson for which the Yankees paid $51.5 million for a .678 OPS in 165 regular-season games and a .540 OPS in nine postseason games, and the ill-fated decision to acquire Isiah Kiner-Falefa to play shortstop. Following that wild-card game loss, Boone oddly talked about how “the league has closed the gap” on the Yankees. It was a confusing comment normally reserved to compare emerging teams to a recent champion, not a team at the time hadn’t won a championship in 13 years and now hasn’t won one in 16 years. It’s that kind of entitled lack of awareness by a manager who has never won anything and an organization that hasn’t won anything since the first year of the new Stadium that is disturbing.

When Cashman gave up on Sonny Gray after 2018 and traded him, he said, “I don’t feel like we can go through the same exercise and expect different results,” and yet, the Yankees continue to go through the same exercise every season during this era. Same manager, same type of players, and sure enough, same season-end result. The Yankees believe next year luck will be on their side in the postseason and they will finally overcome the odds of the crapshoot they have considered the postseason to be ever since they stopped winning it.

I fully expect the Yankees to “run it back” (as Aaron Judge mentioned he would like to do after Game 4) in 2026 with close to the same roster, the same failed organizational philosophies and certainly the same manager. And I fully expect another early postseason exit a year from now.