The New York Yankees have a few glaring holes to fill to ensure that their pitching is good enough to win a World Series.

Just a few days removed from Trent Grisham’s acceptance of the one-year, $22.025 million qualifying offer, Brian Cashman insisted that the Yankees still have the financial resources needed to fill out their roster this offseason. “Yes,” Cashman said Thursday night in New York City when asked about the subject.

New York Yankees general manager Brian Cashman already had the jokes prepared when he recently participated in a sleep out charity event.

Four players, including Yankee outfielder Trent Grisham, accepted qualifying offers this week, by far the highest rate we’ve seen in an offseason. Previous to this winter, just nine percent of players took up the one-year offer,

Cashman poked fun at himself by creating the “meme”—a word he hilariously pronounced incorrectly—when he participated in the Covenant House Sleep Out in New York on Thursday night. As he cuddled up on the ground in a sleeping bag, this is what he told reporters:

One of Lou Gehrig's game-worn New York Yankees jerseys from the 1937 MLB season is up for auction. Per TMZ Sports, SCP Auctions has the jersey up for bidding with the final sale price expected to come in between $3-4 million.

Amid his trade rumours, Tigers' ace Tarik Skubal went viral after refusing to sign a Yankees hat during a fan interaction.

The A's are building up their minor-league options this winter, and while their bullpen was solid down the stretch of the 2025 campaign, posting a 2.99 ERA from August through the end of the season, they're also an inexperienced group.

The New York Yankees have a new shortstop with three partial seasons of major league experience to help shore up the position.