Yankees Suddenly Have A Real October Decision With Trent Grisham

The Yankees face a pivotal decision about Trent Grisham's role as they navigate roster complexities and looming postseason challenges.

The Yankees have spent the final stretch of the season juggling more than just wins and losses, and Trent Grisham has become one of the trickiest pieces on the board.

New York’s 8-4 loss to the Arizona Diamondbacks on Sunday in Phoenix came with its own flurry of offense - a 4-1 lead, three third-inning home runs and a loud 448-foot blast from Spencer Jones, who had just returned from a sore left heel. Heliot Ramos and George Lombard Jr. also went deep. But the bigger story for the Yankees is what all of this means for the roster as October approaches.

The club is 89-66, six games behind Tampa Bay in the AL East with seven games left, and already locked into a postseason spot. That means the last week is less about simply stacking wins and more about protecting the 26-man group they’ll need for a Wild Card Series.

Aaron Judge is already on the 10-day injured list with a right calf strain, and Jazz Chisholm Jr. could be back from a sprained right thumb as early as Tuesday. Add in Jones, add in Ramos, and the lineup math gets complicated fast.

That’s where Grisham’s situation turns awkward.

The Yankees made a $22.025 million bet on him for 2026 after he accepted a qualifying offer following a career year. In 2025, Grisham put up 34 homers, 74 RBIs and an .812 OPS, enough to make that one-year commitment look reasonable even at a hefty price.

This year has gone in the other direction. He’s sitting on 18 homers, a .211 average and a .703 OPS in 121 games, with two right hamstring strains interrupting the season.

The first came in June and sent him to the injured list on June 13. He returned July 3, then hurt the same hamstring again in a different spot on Sept.

  1. He’s been out since Sept. 5, and that absence may have quietly changed his place on the roster.

The gap between last year and this year is hard to miss. Grisham’s OPS has fallen by 109 points, and his home-run total has dropped from 34 to 18. He’s also set to hit free agency after the season, which leaves open the possibility that Sept. 4 was his final regular-season game in pinstripes even if he does return for the playoffs.

That would make for a strange finish to a pricey contract year: a player coming off a three-plus-week absence and potentially heading straight into postseason action while a younger outfielder has taken over his spot.

Spencer Jones has shifted the center-field picture. He has handled much of the work there and has put together a strong September, hitting .279/.343/.475 with three homers through Sunday, good for an .818 OPS.

That’s 115 points better than Grisham’s season OPS. Jones still swings and misses plenty, and the Yankees can still play matchups, but his emergence gives Aaron Boone real options.

Grisham no longer appears to have a locked-in starting job waiting for him. He could still start against a right-hander, serve as a left-handed pinch-hitter or become a late-game defensive piece rather than walking right back into everyday center field. And with Ramos able to play right and Jones able to move between center and right, Boone has more ways to mix and match than he did a few weeks ago.

The roster wrinkle is the part that makes this more than a simple injury return. The Yankees are unlikely to activate Grisham before the regular season ends, even if he’s physically ready.

Bringing him back would mean clearing a spot, and under MLB rules, an optioned position player generally has to stay in the minors for 10 days before being recalled unless an exception applies. That kind of late move could leave the Yankees without a useful player for the Wild Card Series and maybe beyond.

Boone put it plainly before Sunday’s game: “I know he’s trending to be close, but the activation might be a little complicated,” Boone said.

He also said Grisham has made real progress. “He’s been doing quite a bit.

He’s pretty deep into his running progression, hitting and doing baseball activities. So he’s getting pretty close,” Boone said.

That leaves the Yankees weighing whether it’s better to wait. Holding Grisham on the injured list through the final week would avoid an unnecessary regular-season roster move and preserve flexibility for October. Then they could reset to a 26-man postseason roster and decide whether his left-handed bat, defense and experience are worth carrying after the layoff.

For now, Grisham is still running, still hitting and still getting closer. New York heads home Tuesday for a four-game series against Tampa Bay, but his next big-league plate appearance may not come until the games matter most.

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