Brian Cashman has been in baseball a long time. His tenure with the New York Yankees began in 1986, and he took over as General Manager when Bob Watson was let go in 1998.
It’s Sunday, and you know what that means — it’s time for our weekly social media roundup! This week, we will finally get some baseball news, as the Winter Meetings are set to begin in Orlando.
The New York Yankees, at one time, were known for making big splashes after big splashes in free agency every offseason. In the era of the boss, George Steinbrenner, it seemed every year the team would produce a record-breaking contract.
Back in August, I began a series here at Pinstripe Alley, where I was going to put together an All-Star Yankee team of players who were born in a given month.
A Major League switch hitter has hit at least 35 home runs on 35 occasions in MLB history. How many of the switch hitters to reach that milestone can you name in five minutes?
The New York Yankees' outfield hangs in the balance this offseason, with free agent target Cody Bellinger being aggressively pursued by several big-market teams.
The stars were out in full force during the 2025 World Series. From Max Scherzer in Toronto to Freddie Freeman, Mookie Betts, and of course, Shohei Ohtani, in Los Angeles, there was no shortage of the game's best under the brightest lights.
MLB Trade Rumors | Mark Polishuk: Add another team to the list of suitors for free agent and former Yankee Cody Bellinger. The Philadelphia Phillies have apparently thrown their hat in the ring for the versatile lefty slugger.
The winter meetings are about to begin, and on December 10th, the MLB will be conducting the Rule 5 Draft. A few New York Yankees prospects were promoted to protect them from the Draft, but others were left vulnerable.
The MLB winter meetings are about to begin, and a bold prediction from an insider has the New York Yankees making a surprising move for a reliever in town.
America's favorite pastime has more memorable performances than any sport. As such, figuring out which pitchers had the best seasons ever is no easy task.
The biggest story this offseason for the New York Yankees is taking place in the outfield. While the Pinstripes arguably need another starting pitcher and some help in the bullpen, most of the conversation has circled around whether or not they'll sign left fielder Cody Bellinger to the huge contract he's looking for.
The New York Yankees have an awfully long shopping list this offseason. They need a hard-hitting outfielder (preferably named Cody Bellinger), a starting pitcher who will be healthy at the beginning of 2026 and, with Devin Williams signing across town with the New York Mets, a closer.
To most teams, finishing any given season with 94 wins is in itself a major victory. For the New York Yankees, winning that many games only to fall to the division rival Toronto Blue Jays in the ALDS means that the Bronx Bombers have their work cut out for them this offseason.
Run prevention is a weird and oftentimes unpopular term used for the Yankees, but I think it’s underdiscussed on the public side of things. Imagine this; the team that led baseball in OPS and Runs Scored saw a stepback in the postseason, but are we overreacting to seven games too much?
The life of a relief pitcher has never been so volatile, and, for relievers like Luke Weaver, the path to becoming a reliever did not always start as such.
The New York Yankees entered the offseason looking for clarity in their outfield picture, and one player believes he can deliver that answer. At the Italian American Baseball Foundation Gala in The Bronx, Yankees prospect Spencer Jones spoke with a clear purpose as he outlined what he aims to prove in 2026.
While Jeff Passan had recently implied that Japanese pitcher Tatsuya Imai could sign during the Winter Meetings, Ken Rosenthal suggested on Thursday that he might wait until after their conclusion to start meeting with teams.
The New York Yankees are heading into the 2026 season looking to make a deeper run in the MLB playoffs. Despite finishing with a 94–68 record in 2025, the Yankees were unable to get past the divisional round, falling to their AL East rivals, the Toronto Blue Jays, in four games.
Connected to essentially all of the top free agents available, the New York Yankees are set to have a busy offseason. But before making any massive changes to their roster, the Yankees made sure to finalize their coaching staff.
The Seibu Lions of Japan’s Nippon Professional Baseball posted ace Tatsuya Imai for major league teams back on Nov. 19. The flamethrowing 27-year-old has until Jan.
Brian Cashman was serving as the assistant general manager of the New York Yankees when he was named the club's senior vice president and general manager in February 1998.
Devin Williams is flashing the bird to New York Yankees fans on his way out the door. The former All-Star closer Williams agreed to a big deal in free agency with the rival New York Mets earlier this week.
New York Yankees slugger Giancarlo Stanton has a storybook career: an MVP, 5 All-Star selections, and 453 home runs only scratch the surface. His postseason
New York Yankees general manager Brian Cashman is looking to make an off-season splash. Their newly prominent division rivals, the Toronto Blue Jays, have done that recently.