Yankees’ World Series Pitcher Sends Red Sox Ultimatum After Contract Update

BusinessSportsMoneyYankees’ World Series Pitcher Sends Red Sox Ultimatum After Contract UpdateByPeter Chawaga,Contributor.Forbes contributors publish independent expert analyses and insights. Peter Chawaga is a writer and editor covering Major League Baseball.Follow AuthorJun 01, 2026, 07:30am EDTNEW YORK, NEW YORK - JULY 05: Tommy Kahnle #41 of the New York Yankees reacts against the Boston Red Sox during the 10th inning at Yankee Stadium on July 05, 2024 in the Bronx borough of New York City. (Photo by Luke Hales/Getty Images)Getty ImagesThe Boston Red Sox could soon face a difficult bullpen decision involving a veteran reliever who spent six seasons with the New York Yankees.Tommy Kahnle, who signed a minor-league deal with Boston during spring training, has dominated at Triple-A Worcester while waiting for a return to the majors. But with a June 1 opt-out clause approaching, the 11-year veteran said he was prepared to force the organization’s hand.And the timing could be significant for a Red Sox club that recently lost key reliever Garrett Whitlock to the injured list and has received inconsistent performances from parts of its bullpen. ForbesPhillies’ Home Stadium Becomes Key In $10 Million Star’s Lawsuit With ParentsBy Peter ChawagaNew York Yankees’ Former Reliever Tommy Kahnle Sends Boston Red Sox Clear DeadlineKahnle has been one of the most effective relievers in the International League this season and the 36-year-old's performance has generated speculation that he could soon join Boston's major league bullpen. However, the veteran is apparently unwilling to wait much longer.MassLive’s Chris Cotillo recently reported that Kahnle is expected to pursue other opportunities if he is not promoted before his opt-out date.MORE FOR YOU“According to a source with knowledge of Kahnle’s thinking, the righty ‘100 percent’ plans to hit free agency if he is not added to Boston’s roster,” Cotillo wrote. “The Red Sox can prevent such a move by selecting Kahnle’...