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On YouTubeTrent Grisham News / Pinstripe Alley / October 29
Yankees 2025 Roster Report Cards: Trent Grisham 
With the departure of Juan Soto last winter, the only thing left — besides an American League pennant, which isn’t nothing — left in the Bronx from the trade with the Padres was Trent Grisham.
Tarik Skubal News / New York Yankees on SI / October 29
Insiders Imagine Yankees, Tigers Tarik Skubal Trade
To dream the (not so) impossible dream. The MLB rumor mill continues to buzz about the Detroit Tigers pondering whether to trade ace left-hander Tarik Skubal.
New York Yankees News / New York Yankees on SI / October 29
Yankees Can't Beat a Reunion at Center Field
The New York Yankees are beginning to work through some major outfield question this offseason while their peers are still duking it out in the World Series.
The 'World Series walk-off home runs' quiz
There have been just 19 walk-off home runs in the history of the World Series. How many of the players to hit one can you name in five minutes?
New York Yankees News / New York Yankees on SI / October 29
Legendary Yankees Manager Getting John Turturro Documentary
Iconic filmmaker and actor John Turturro will be directing a documentary about legendary New York Yankees manager Joe Torre, called simply, Joe Torre. The documentary is in the works from "Motto Pictures, MLB Studios, and Banijay America’s BD4", per Deadline.
25 notable MLB Hall of Famers who never won a World Series
Among the countless Hall of Famers who never experienced the joy of winning a World Series, there are several notable legends who stand out. Here's our list of the 25 greatest.
Trent Grisham News / Pinstripe Alley / October 29
Yankees news: Diving into Trent Grisham, free agent
New York Post | Joel Sherman ($): Sherman’s been breaking down all the major free agent decisions the Yankees will have to make this winter, and today the topic is centerfielder Trent Grisham.
Anthony Volpe News / New York Yankees on SI / October 28
Yankees Could Land Expensive Anthony Volpe Replacement
The New York Yankees are looking to use free agency to come back stronger than ever in 2026. While the Pinstripes have been connected most notably to heavy-hitting outfielders like Kyle Tucker and flame-throwing starting pitchers like Tarik Skubal, there are other positions where they can add; name, shortstop.
New York Yankees News / New York Yankees on SI / October 28
Should Yankees Have a City Connect Jersey?
The New York Yankees have been rocking Pinstripes for 110 years, permanently making the uniform their go-to in 1915. While the white and navy stripes are iconic, other teams in recent years have added a variant to their uniforms known as the City Connect jersey, which honors the team's home.
Aroldis Chapman News / Total Apex Sports / October 28
Aroldis Chapman Unloads On His Time With the New York Yankees
Boston Red Sox Closer Aroldis Chapman dropped a verbal bomb on the “Swing Completo” podcast that’s still echoing through The Bronx. When asked if he’d ever consider returning to the Yankees, Chapman didn’t just say no.
MLB News / New York Yankees on SI / October 28
Mets Poised to Steal Another Yankees Outfielder
History could be repeating itself this winter. We all remember what happened last year, when the New York Mets plucked All-Star outfielder Juan Soto from the New York Yankees by signing him to that 15-year, $765 million contract.
New York Yankees News / New York Yankees on SI / October 28
Yankees Chasing All-Star Reliever?
The New York Yankees' bullpen will look much different next season. The club could lose a pair of high-leverage relievers in Luke Weaver and Devin Williams, both of whom will be free agents following the 2025 World Series.
The 25 greatest pitching seasons from the modern MLB era
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.
Ben Rice News / New York Yankees on SI / October 28
One Change May Earn Ben Rice Yankees Starting Job
New York Yankees utility man Ben Rice made one change to his swing in the 2025 offseason, and it might just be securing his spot on the Opening Day roster.
New York Yankees News / New York Yankees on SI / October 28
Yankees Legend Calls Hall of Fame Snub a Positive
Alex Rodriguez had a decorated career and won a championship with the 2009 New York Yankees, but his missteps go hand in hand with his successes. One thing he hasn't done is run from his problems.
Trent Grisham News / New York Yankees on SI / October 28
Yankees Free Agent Outlook: Trent Grisham Decision
How much is too much when it comes to the New York Yankees running it back with the same outfielders next season? That's what general manager Brian Cashman needs to figure out when free agency begins following the 2025 World Series.
MLB News / Yardbarker / October 28
Red Sox closer Aroldis Chapman takes aim at former team
There's no love lost for Aroldis Chapman when it comes to the New York Yankees.
New York Yankees News / Last Word On Sports / October 27
What’s Next for the Yankees This Offseason
By the end of this week, the 2025 MLB season will be completed. No matter which champion is crowned, it will mark the 16th season of an early exit for the New York Yankees.
New York Yankees News / Viral Sports News / October 27
Yankees Drawing Attention Over Possible Massive Free Agency Splash
The New York Yankees are gearing up for a pivotal 2025 MLB offseason, aiming to address key weaknesses following their defeat to the Toronto Blue Jays in the ALDS.
New York Yankees News / MLB Trade Rumors / October 26
Yankees hire Desi Druschel to coaching staff
Desi Druschel is returning to the New York Yankees as an assistant to pitching coach Matt Blake, ESPN’s Jeff Passan reports. He worked in that same capacity during the 2022-24 seasons, and is now back in the Bronx after a one-year sojourn across town as an assistant pitching coach with the Mets.
Cody Bellinger News / Athlon Sports / October 26
The Yankees Big Decision Between Kyle Tucker And Cody Bellinger
Kyle Tucker is expected to ask for something around 10 years and $350 million or more. Cody Bellinger is projected in more of a five- or six-year window, closer to $140–$180 million total.
MLB News / Yardbarker / October 27
Three potential Bryce Harper trade destinations as Phillies rumors swirl
The noise around Harper in Philadelphia these days is quite negative.
New York Yankees News / Athlon Sports / October 26
New York Yankees Generating Buzz Around Potential Superstar Acquisition
The New York Yankees are set to enter the 2025 MLB offseason with a few major needs to focus on. After losing to the Toronto Blue Jays in the ALDS, there are obvious things that need to be improved in order to be a top-tier World Series contender in 2026.
Jazz Chisholm News / Viral Sports News / October 25
New York Yankees Expected to Make Bold Jazz Chisholm Decision
The New York Yankees and Jazz Chisholm Jr. have quickly become one of baseball’s most electric pairings. Since arriving at the 2024 trade deadline, the dynamic infielder has injected energy, athleticism, and production into a lineup already brimming with star power.
New York Yankees News / Last Word On Sports / October 24
Possible Outfield Options for the 2026 Yankees Roster this Offseason
The New York Yankees are going to be faced with some upcoming decisions and challenges pertaining to their roster. Currently, their outfield will be a hot topic, as contracts are ending and some players are in question. The Yankees outfield is an extremely important part of their offensive lineup.
Anthony Volpe News / Last Word On Sports / October 23
Anthony Volpe Could Be on His Last Chance with the Yankees
The New York Yankees had plenty of pleasant surprises in 2025, but they also had their fair share of disappointments. The biggest flop on the entire team last season, however, arguably came from shortstop Anthony Volpe.
New York Yankees News / Yardbarker / October 23
Soon-to-be-posted Japanese star could be prime target for Yankees
On Wednesday, it was announced that Japanese star Kazuma Okamoto will be posted by the Yomiuri Giants of Japan’s NPB.
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