Watch the full episode below 👇 Episode Summary The regular season is dead. Now it’s Red Sox–Yankees. Jim Dalfino, Nick Face, and John Martinello look back at one of the strangest Red Sox seasons in recent memory and turn their attention to the Wild Card showdown at Yankee Stadium. After a 2–8 start, Alex Cora’s firing, Garrett Crochet’s injury, a ridiculous 32–5 summer run, and plenty of reasons to believe the whole thing could implode, Boston somehow arrives in October with a chance to knock New York out of the postseason. The crew breaks down the Game 1 decision to start Payton Tolle, Boston’s pitching advantage, the questions surrounding Crochet’s possible bullpen role, and why the Red Sox offense may ultimately decide whether this postseason lasts two games or becomes something much bigger. The biggest debate: Can this lineup stop swinging for the fences and rediscover the small-ball approach that fueled its best stretch of the season? John sees a path to Boston winning the series in three. Nick and Jim are considerably less convinced. The conversation also turns to Braden Ward’s potential postseason role, bullpen deployment, defense, Aaron Judge’s health, and some painful memories from Red Sox–Yankees history. Plus: Bronx-B-Gone™, Pinstripe™ Laundry Detergent, Short Porch™ Home Run Enhancement Spray, Bill Buckner, Aaron Boone, the 2004 comeback, and the eternal psychological damage that comes with being a Red Sox fan. Tomorrow night, it finally begins. Boston. New York. Two wins to move on. Key Takeaways * Boston’s starting pitching is the strength of the roster, with Payton Tolle getting Game 1, followed by Sonny Gray and Ranger Suárez if a Game 3 is necessary. * The biggest concern is the Red Sox offense, particularly its recent inability to consistently capitalize with runners in scoring position. * Jim argues Boston needs to rediscover the small-ball, pressure-oriented approach that helped fuel its remarkable 32–5 summer stretch. * Nick has little confidence in the offense and predicts the Yankees will eliminate Boston in two games. * John is considerably more optimistic and predicts the Red Sox will win the series in three. * Garrett Crochet could become a fascinating postseason weapon out of the bullpen despite not facing Major League hitters for months. * Tyron Guerrero’s absence creates questions about Boston’s sixth-through-eighth-inning bullpen bridge. * John highlights how much better Boston’s primary pitchers performed against New York once several poor outings from fringe pitchers are removed from the equation. * Braden Ward could become a postseason pinch-running weapon, although Nick questions throwing an inexperienced player directly into a playoff environment. * Defense could decide an extremely close series, particularly if both teams struggle to score. * Aaron Judge’s health could dramatically alter the Yankees lineup, but Boston still has to find a way to generate runs against New York’s pitching. * The show closes with the crew revisiting decades of Red Sox–Yankees trauma—from Buckner and Boone to the unforgettable comeback of 2004. Chapters 00:00 — The Regular Season Is Dead03:20 — What the Hell Were the 2026 Red Sox?08:15 — Injuries, Garrett Crochet & the Wild Card Roster13:05 — Tolle, Gray & Suárez: Boston’s October Rotation17:45 — Word of the Day: “Mystery”24:30 — Boston Has to Rediscover Small Ball30:15 — Martinello Minute: Why the Pitching Can Beat New York37:20 — Bronx-B-Gone, Pinstripe Detergent & Short Porch Spray41:10 — Series Predictions: Red Sox in Three or Yankees in Two?47:00 — Buckner, Boone & a Lifetime of Red Sox Trauma53:20 — Braden Ward, Defense & October Fundamentals59:15 — Final Thoughts: Tomorrow Night, It Begins Get full access to Red Sox Digest at www.redsoxdigest.com/subscribe
