3 Brian Cashman replacements Yankees must explore this offseason

NEW YORK, NEW YORK - SEPTEMBER 09: Theo Epstein, MLB consultant, looks out during a press conference at MLB Headquarters on September 09, 2022 in New York City. Major League Baseball announced today a set of rule changes that will change the way the game is played. The changes will include a pitch clock and a ban on defensive shifts in 2023 that will speed up the game's pace and increase action. An expansion of the size of bases were also implemented. (Photo by Michael M. Santiago/Getty Images)
NEW YORK, NEW YORK - SEPTEMBER 09: Theo Epstein, MLB consultant, looks out during a press conference at MLB Headquarters on September 09, 2022 in New York City. Major League Baseball announced today a set of rule changes that will change the way the game is played. The changes will include a pitch clock and a ban on defensive shifts in 2023 that will speed up the game's pace and increase action. An expansion of the size of bases were also implemented. (Photo by Michael M. Santiago/Getty Images)
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The New York Yankees, with the power to become a financial behemoth that lords over the rest of the league at the drop of a hat, remain strategic spenders, only pursuing one long-term commitment at a time. Some would call it financial prudence. Others would call it weakness.

Still, though fans of the team wish the ownership group would spend more, it can’t be denied that one could put together a winning team with a similar payroll. Despite cuts back, the Yankees are still in the stratosphere, ranking third in baseball behind the Mets and Dodgers with a $211.2 million payroll in 2022.

That puts the man in charge of the allocation of resources under the microscope. Though Brian Cashman has long been impressive at uncovering diamonds in the rough at the margins, he can’t seem to stop himself from hamstringing the payroll by absorbing large-scale trash piles from other franchises or signing relievers, No. 4 starters and depth pieces to a cost that adds up to one (1) Justin Verlander.

Fair or not, Cashman is criticized for his inaction/holding onto prospects too long, then criticized when he inevitably cashes in some of those prospects for a target everyone agrees will help, but turns out to be a bust. Sonny Gray was good process! Unfortunately, Sonny Gray also stunk. Such is the circle of baseball.

Whether you believe in CashGod or not, you have to admit that one title in 22 years isn’t enough for a team with this much of a baked-in financial advantage. And that one title? Fully bought, won after a spending spree including Mark Teixeira and CC Sabathia. Given the opportunity to do that, Cash is your man. Otherwise, it’s probably time for him to be promoted to “GM Emeritus,” while someone fresh gets the final say on things.

NOTE: Bizarre rumors of discontent surrounding Houston Astros GM James Click have begun to circulate, but … it’s impossible to imagine Houston letting Click go directly to the Yankees without receiving a promotion.

Even the Rays (and their top executive is included here) are more likely to relent and let New York give their employee a boost than the Astros, who’ve become the modern day Red Sox to the current failed Yankees.

Being slightly more realistic here…

3 alternatives to Brian Cashman for 2023 Yankees

David Stearns President of the Milwaukee Brewers (Photo by John Fisher/Getty Images)
David Stearns President of the Milwaukee Brewers (Photo by John Fisher/Getty Images) /

3. David Stearns

Stearns, in charge of the Milwaukee Brewers’ rise at the margins, has long been an attractive candidate for big-city teams with higher payrolls who’d like to see him level up his roster-shaping with a bigger budget. Think Chaim Bloom, Andrew Friedman or any of the other Rays castoffs who’ve gotten a leg up on the competition simply by being Rays.

If Stearns can build a consistent winner/pitching talent pipeline in Milwaukee by fleecing opponents of undervalued assets, imagine what he can do when he’s also able to sign Jacob deGrom!

Sometimes, this philosophy pays off, and sometimes it doesn’t because the new GM isn’t quite as financially free as he believes he’s going to be (Bloom in Boston, uh, and whoever joins the Yankees under Hal Steinbrenner probably). That uncertainty hasn’t stopped the Mets from being heavily linked to hiring Stearns, who’s long been under contract in Milwaukee while fending off their advances.

If the Yankees want to crash Steve Cohen’s party while Cohen’s distracted by the Aaron Judge chase, they can plan their own unlikely pursuit of Stearns, too.

Tampa Bay Rays general manager Erik Neander; Mandatory Credit: Kim Klement-USA TODAY Sports
Tampa Bay Rays general manager Erik Neander; Mandatory Credit: Kim Klement-USA TODAY Sports /

2. Erik Neander

Neander is currently the Rays’ highest-ranking baseball decision-making official, but don’t worry. They’ve got 12 more 34-year-olds with crew cuts lined up to take his place whenever some bigger-market team hands him the bag as GM.

The 39-year-old is the closest thing out there right now to the next Bloom/Friedman, and the only worry about potentially poaching him is that Steinbrenner would place him under the same constraints as Cashman/Bloom in Boston. “You can spend! Whoa, but not that way. Just a little bit here and there. Yeah, like you’re feeding fish.”

Is that narrative a bit overblown, though? Bloom paid top dollar for injured and fading pitchers last winter like Rich Hill and James Paxton. Cashman recently paid through the nose for Josh Donaldson, Adam Ottavino, Aroldis Chapman, Zack Britton and JA Happ. Given the same amount of money, it’s doubtful Neander would pursue so many lottery tickets. He probably wouldn’t add a single reliever.

One other thing Neander has going for him? Presented with the opportunity to lock up Wander Franco, he got it done young, something the Braves/Rays have mastered, and something that’s eluded the Yankees forever. If Neander can convince Steinbrenner he knows how to present early extensions in a way that’s calculated and not wasteful, perhaps there could be a revolution in the Bronx, too, instead of “future money” being earmarked for Aaron Judge and Gary Sánchez that stays in a lockbox forever.

Major League Baseball executive Theo Epstein looks (Photo by Billie Weiss/Boston Red Sox/Getty Images)
Major League Baseball executive Theo Epstein looks (Photo by Billie Weiss/Boston Red Sox/Getty Images) /

1. Theo Epstein

For decades, Epstein has made his hay ending droughts. Though he’s currently with the home office helping to dictate policy with MLB, one might wonder if he could spare a little of his drought-breaking magic for the once-proud New York Yankees. Sir! Sir, it’s been 13 years, sir! Have some compassion! Have some mercy!

Sarcasm aside, the Yankees aren’t typically the 48-year-old Epstein’s M.O. He’s joined hands with the league for a reason. Speculation has placed him in any number of unfamiliar situations in need of a turnaround in recent years, from the NFL’s Browns to the NBA’s Knicks to Congress. He’s the innovator of the form, a master rehabilitator who’s gotten both the Red Sox and Cubs to the promised land. His Hall of Fame plaque has already been minted.

Basically, if you can scare him into joining your operation, you’ll be set for a decade.

Sadly, though, this feels almost as impossible as the Red Sox’ 2002 overtures to Billy Beane. Boston tried to get Beane to defect; the A’s architect passed, and the Sox people responded by claiming they’d find a way to imitate him.

They did. It was Epstein. It worked pretty well.

The Yankees should be on the run trying to overturn stones and find the next Epstein. If they can somehow manage to finagle the original source — even as just a consultant in the search — that would be a pretty big win.

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