
via Imago
July 21, 2025, Los Angeles, California, USA: Relief pitcher, Dustin May 85 of the Los Angeles Dodgers during their regular season MLB, Baseball Herren, USA game against the Minnesota Twins on Monday July 21, 2025 at Dodger Stadium in Los Angeles, California. JAVIER ROJAS/PI Los Angeles USA – ZUMAp124 20250721_zaa_p124_026 Copyright: xJavierxRojasx

via Imago
July 21, 2025, Los Angeles, California, USA: Relief pitcher, Dustin May 85 of the Los Angeles Dodgers during their regular season MLB, Baseball Herren, USA game against the Minnesota Twins on Monday July 21, 2025 at Dodger Stadium in Los Angeles, California. JAVIER ROJAS/PI Los Angeles USA – ZUMAp124 20250721_zaa_p124_026 Copyright: xJavierxRojasx
The Red Sox have found themselves at an impromptu junction as the postseason picture sharpens. Instead of depending heavily on Dustin May, a pitcher once praised as a future ace, the team appears ready to put its faith in 22-year-old rookie left-hander. The transformation has sparked gossip among insiders, particularly after Paul Skenes, the hyped Pirates sensation, was rejected from consideration in this October conversation.
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NESN voices Travis Thomas and George Balekji recently detailed the development, emphasizing the upside and the risks of handing postseason innings to a rookie. Payton Tolle’s debut was nothing short of electrifying, with eight strikeouts, dominance on the mound, and a fiery presence that seized Fenway Park. As Thomas noted, Tolle became the first pitcher since Daisuke Matsuzaka to fan at least eight hitters in his MLB debut, a feat that put his name in Boston’s history books straight away.
But here is the breaking twist: despite the hype, Thomas revealed he already trusts Tolle more than Dustin May. That is no small statement, considering May’s pedigree and experience. The issue, however, is whether Boston might be leaning too heavily on the rookie too soon.” Thomas warned, emphasizing the dangers of overexposure at this stage of development.
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Balekji, on the other hand, supported the excitement but offered a refined blueprint for October. He suggested Tolle could serve as a long-relief weapon, someone capable of bridging two innings from the bullpen, or even a fourth starter giving the team four to five innings of quality work. “He’s not going back down. He’s staying up with the Red Sox. You have to,” Balekji declared, making it crystal clear that Tolle has already engineered a role for himself.
Beyond the statistical discussion, Balekji framed Tolle’s rise as something larger than baseball mechanics. With Paul Skenes viewed as a generational pitcher but lacking charisma, the NESN analyst argued that Tolle brings the personality and presence that Boston is desperately looking for. “What Payton Tolle meant to this team and meant to this city that Friday night is huge long-term and short-term,” Balekji said. His candidness, coupled with ace-level potential in a massive market, makes him not just a postseason X-factor but a probable face of the game itself.
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via Imago
Paul Skenes’ rise as one of the MLB’s top pitchers has been stunning — but those who watched him play at Air Force witnessed him pull off an impressive two-way feat that earned him the nickname Shohei Paultani. Stephen Spillman/AP Photo
As much as Tolle’s debut gave Boston fans hope, the discussion cannot ignore the pitcher he has seemingly leapfrogged – Dustin May.
Dustin May opens up post-trade struggles
When the Red Sox traded for Dustin May at the deadline, the move was created as a win-now gamble. Boston gave up prospects, believing the former Dodgers arm could stabilize the rotation during a playoff push. Instead, Dustin May has unraveled in Red Sox colors. With a 5.68 ERA since the trade and a 1-4 record in his first five starts, he has been anything but reliable. Fans, once fascinated by his power stuff, are now openly voicing their annoyance.
May himself accepted the disappointment after a brutal outing against the Pirates, where he allowed seven runs and four walks. “I got traded over here to help, and I feel like I’ve done the opposite,” he admitted to The Boston Globe. That candid reflection struck a chord with Boston fans, who anticipated a stabilizer but instead got pure inconsistency. His season ERA now sits at 5.01, a precipitous downturn from what a contender demands.
The Red Sox visualised May as a postseason starter, but his lack of command has forced reconsideration. At times, his curveball flashes brilliance, but without consistency, those highlights have been overshadowed by crooked statistics on the scoreboard. Analysts have forecasted that a bullpen role could better suit him down the stretch, but with free agency looming, that is far from an ideal outcome for either the player or the club.
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For Boston, the contrast is stark: May’s struggles have opened the door for Tolle’s rapid rise. Where May has wavered in high-pressure innings, the rookie has embraced them. This change is not just about the October strategy; it is regarding trust. And right now, Boston’s trust lies with a fresh face rather than the trade-deadline acquisition once anticipated to anchor the staff.
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