The offseason is well underway in MLB, and the New York Yankees are one team that is expected to be quite busy over the next few months. The front office has already swung a couple of noteworthy moves, but for the most part, the moves that the team has made to this point have been minor.
While the Yankees want to keep the majority of the players from their 2025 team in town, it’s obviously not going to play out that way. One of the team’s depth pitching prospects, Sean Boyle, has already found a new home, which will force Brian Cashman and the rest of the front office to add some new faces to the roster in order to make up for his departure.
Yankees Lose Sean Boyle to Padres in Free Agency
New York selected Boyle in the 25th round of the 2018 MLB Draft, and he’s been working his way up the ladder in the team’s farm system ever since then. For a point in time, Boyle appeared to be well on his way to the majors, but a slew of injuries knocked him off his path, and it led to his longtime squad deciding to move on from him.
Boyle spent the entire 2025 season at Triple-A, posting a 9-9 record with a 4.61 ERA and 124 strikeouts over 28 appearances, 23 of which were starts. Boyle has upside, but at 29 years old, it feels like time is running out for him to recover from his prior injury issues and put all the pieces of the puzzle together.
While the Yanks decided to give up on Boyle, it didn’t take long for him to find a new home. That’s because he signed a minor league free agent deal with the San Diego Padres on Tuesday, and he figures to have an opportunity to carve out a role for himself in the majors with the team during Spring Training.
“The Padres signed RHP Sean Boyle to a MLFA deal,” MadFriars shared in a post on X. “The 29-year-old emerged as a prospect in the Yankees org in 2022 but blew out his UCL and needed TJ in 2023. He had mediocre results in Triple-A last year, but made more starts and threw more innings than any El Paso starter.”
Yankees Looking for Starting Pitching Help this Offseason
GettyNew York Yankees general manager Brian Cashman
New York was already looking for some reinforcements in its starting rotation this offseason, and while Boyle wasn’t part of the team’s plans at the major league level, losing a depth arm will only further exacerbate that need. With Gerrit Cole, Max Fried, and Carlos Rodon leading the way, the Yankees have a solid trio atop their rotation, but they need to find some consistent options to round out that group.
That will be one of several needs Cashman and the front office are tasked with filling over the next few weeks. In a perfect world, Boyle would have developed into a reliable major-league pitcher, but things don’t always go as planned in baseball. As a result, it wouldn’t be a surprise to see the team increase its efforts to add some pitching help in the wake of Boyle’s departure.
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