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Ben Verbrugge is a freelance sportswriter with a journalism degree from CSU Dominguez Hills. He is a member of the Los Angeles media and spends most of his time covering the NBA, NFL, and MLB. When not writing, he is either playing or watching sports.
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There is nothing like October baseball featuring a Boston Red Sox versus the New York Yankees matchup. That’s exactly what will happen this year when the two teams square off in an American League Wild Card best-of-three series on Tuesday. The Yankees finished with five more wins on the season than the Red Sox.
Aaron Judge #99 of the New York Yankees reacts during the third inning of a game against the Boston Red Sox on September 13, 2025 at Fenway Park in Boston, Massachusetts.
Aaron Judge #99 of the New York Yankees reacts during the third inning of a game against the Boston Red Sox on September 13, 2025 at Fenway Park in Boston, Massachusetts.
Maddie Malhotra/Boston Red Sox/Getty Images
How to Watch Red Sox vs YankeesWhen: Tuesday, Sept. 29, 2025Time: 6:00 PM ETTV Channel: ESPNLive Stream: Fubo (try for free)
The Yankees’ playoff positioning came down to the very last day, as they were fighting it out for the AL East crown with the Blue Jays. While the two teams finished with an identical 94-68 record, the Blue Jays held the tiebreaker, putting the Yankees as the No. 4 seed and the Red Sox as the No. 5 seed.
The Red Sox are making their first postseason appearance since 2021. They won their last series against the Tigers. They have a great chance of winning the first game with potential AL Cy Young winner Garrett Crochet on the mound. He went 18–5 with a 2.59 ERA during the regular season. The left-hander was particularly effective against New York, winning all three of his starts against the club.
The Yankees counter with Max Fried, who posted a 19–5 record and finished the year with a 2.86 ERA. Fried established new career highs in wins (19), starts (32), innings (195.1), and strikeouts (189). His 19 wins matched the most by a Yankee in the last 15 years.
The Yankees’ offense has been centered largely around the long ball. Powered by Judge, he joined Mickey Mantle (1956) and Jimmie Foxx (1938) as the only players in Major League history to hit at least 50 home runs and win a batting title. The Yankees hit 274 home runs, which were the second-most in franchise history,
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