Trent Grisham has gotten big hit after big hit this year for the New York Yankees. 

On Thursday night, Grisham delivered the big knock once again in the form of a three-run home run to put New York up 8-3 in the top of the 8th against the Houston Astros. For Grisham, it was his 30th home run of the year and put him in company among Yankee greats.

Grisham became just the seventh centerfielder in Yankees’ history to hit 30 home runs in a season. He joins Joe DiMaggio, Mickey Mantle, Bobby Murcer, Bernie Williams, Curtis Granderson, and Aaron Judge. After a disastrous first season the Bronx, Grisham has put together quite a campaign here in 2025.

The 28-year-old outfielder is hitting .247 with 30 home runs and 64 RBI. Miraculously, he has just nine doubles despite his power. Grisham is set to be a free agent after the 2025 season. He agreed to a one-year deal worth $5 million with the Yankees this season. After hitting just .190 in 2024, the Yankees could have parted ways with Grisham but with Juan Soto departing for Queens, they decided to keep him around for depth. It turns out that this was one of the better decisions made this offseason. Now, there will be another decision the team will have to make.

Grisham will enter his 29-year-old season in 2026. As he enters his prime, it is not out of the question for Grisham to ask for a contract in the ballpark of $100 million over five years. The question is, do you pay Grisham based off one year — which looks to be the outlier. For reference, Grisham hit his 100th career home run on Thursday night in his seventh season. This is the first year that Grisham has gone over 20 home runs.

New York has Judge locked down with Jasson Dominguez now in the Major Leagues. Top prospect Spencer Jones is also waiting for his opportunity with the big-league ball club. Cody Bellinger will likely opt out of the final year of his contract and become a free agent. Whether this plays a role in the decision around Grisham is yet to be seen.

The Yankees will have the option to let Grisham walk, sign him long-term, or offer him a qualifying offer that will be around $20 million. The latter seems like the best option with the current makeup of the roster. Despite the big hits that the centerfielder has this season, Grisham’s career has shown that this is not the norm. With the arrival of young outfielders to go with Judge, it would make sense to move on from Grisham or give him a one-year commitment before he turns 30 years old.

The Yankees are coming off a series where they took two out of three from the Astros. New York will now be tasked with the Toronto Blue Jays, Detroit Tigers, and Boston Red Sox. The team is battling for the AL East title but big-time front-office decisions loom this offseason.