The struggling Yankees are in danger of missing the playoffs, leading Boomer to question the team's future and challenge Aaron Judge to lead. Boomer and Grok discuss the ideal Yankees lineup. Jerry provides updates on the Yankees' tough weekend, the Mets' struggles, and Frankie Montas's poor outing. Jerry Jones avoids details on Micah Parsons' negotiations. Jared Allen's pants ripped during his HOF speech. Mary Kay Cabot joked about Bill Belichick. The Moment of the Day involves various figures and passive-aggressive shirts. The show concludes with a discussion of AL wild-card threats to the Yankees and Boomer's belief that Aaron Boone will stay for 10 years, unless the team misses the playoffs. The hosts note the Yankees' preference for a 10-year plan for managers and the decline of managers yelling at players.