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Inside The Red Sox

Payton Tolle Finally Earns First MLB Win on Wild Night for Red Sox

A dominant performance for the sensational youngster
Boston Red Sox pitcher Payton Tolle (70) throws against Detroit Tigers during the first inning at Comerica Park in Detroit on Monday, May 4, 2026.
Boston Red Sox pitcher Payton Tolle (70) throws against Detroit Tigers during the first inning at Comerica Park in Detroit on Monday, May 4, 2026. | Junfu Han / USA TODAY NETWORK via Imagn Images

This time, Boston Red Sox starter Payton Tolle wasn't going to be denied.

Twice in his first five major league starts, Tolle left the mound in line for the win, but was denied both times when reliever Greg Weissert allowed the opposition to flip the scoreboard. While the Detroit Tigers attempted to mount a late comeback at Comerica Park on Monday, it wasn't enough to spoil Tolle's masterpiece.

After pitching into the seventh for the first time as a big-leaguer and carving up the Tigers for eight strikeouts without allowing an earned run, Tolle finally got his first major league win in his 10th trip to the mound in the regular season.

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How Tolle shut down Tigers on Monday

Tolle
May 4, 2026; Detroit, Michigan, USA; Boston Red Sox pitcher Payton Tolle (70) pitches in the second inning against the Detroit Tigers at Comerica Park. Mandatory Credit: Rick Osentoski-Imagn Images | Rick Osentoski-Imagn Images

Tolle's revamped three-fastball combination has been working wonders this season in his three major league starts, and it was working to perfection on Monday. He threw 30 four-seamers, 19 sinkers, and 15 cutters, accounting for 63% of the pitches he threw on the night. Those offerings kept hitters off his curveball, which wound up becoming his great equalizer for the night.

With that hammer curveball, Tolle generated four whiffs on just nine swings and tallied three of his eight strikeouts. The other five all came on the four-seamer, which was the pitch that caused Tolle to rocket his way through the minors a year ago.

But because these are the 2026 Red Sox, Tolle was down 2-0 through six innings. In the bottom of the sixth inning, wild throws from catcher Carlos Narváez and third baseman Andruw Monasterio allowed Detroit to score twice without Tolle bearing any fault.

Fortunately, a wild lightning situation in which fans were forced to take shelter without delaying the game somehow led to the Red Sox scoring five runs in the top of the seventh, with Jarren Duran's three-run home run clanging off an empty seat in a scene straight out of the 2020 pandemic season.

Sometimes, making something happen for the first time takes a perfect storm. But Tolle also made his own luck in this masterpiece, which should be the first of many for the 23-year-old.

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Jackson Roberts
JACKSON ROBERTS

Jackson Roberts is a former Division III All-Region DH who now writes and talks about sports for a living. A Bay Area native and a graduate of Swarthmore College and the Newhouse School at Syracuse University, Jackson makes his home in North Jersey. He grew up rooting for the Red Sox, Patriots, and Warriors, and he recently added the Devils to his sports fandom mosaic. For all business/marketing inquiries regarding Boston Red Sox On SI, please reach out to Scott Neville: scott@moreviewsmedia.com