Bruce Levine and Ryan McGuffey opened their show by discussing the GM Meetings, with Levine sharing the intel he gathered on the trade interest in White Sox left-hander Garrett Crochet. Later, the guys debated whether the Cubs should look to trade outfielder/first baseman Cody Bellinger after he opted into his contract for the 2025 season.

In the final hour, Bruce Levine and Ryan McGuffey were joined by Cubs general manager Carter Hawkins to discuss how the GM Meetings went and what lies ahead for the organization this offseason. After that, Levine and McGuffey discussed how White Sox general manager Chris Getz is faring in his attempt to rebuild the organization. Later, the guys shared their farewells to longtime Cubs right-hander Kyle Hendricks, who left the team in free agency to sign with the Angels.

In the final hour, Bruce Levine and Mike Esposito were joined by former Cubs pitcher and MLB Network host Ryan Dempster to preview the MLB offseason and to discuss the White Sox's hiring of new manager Will Venable. Later, Levine and Esposito conducted the Chicago Bound segment, where they pondered which team ace Blake Snell will sign with in free agency.

Bruce Levine and Mike Esposito opened their show by previewing the Cubs' offseason. After that, Rangers manager Bruce Bochy joined the show to share background on new White Sox manager Will Venable, whom he worked with for the past two seasons in Texas.

Bruce Levine and Ryan McGuffey opened their show by breaking down a thrilling start to the World Series, as the Dodgers won Game 1 over the Yankees on Freddie Freeman's walk-off grand slam Friday night. After that, new Reds manager Terry Francona joined the show to discuss his return to MLB, as he's healthy and happy to be managing again.

In final hour, Bruce Levine and Ryan McGuffey pondered whether the Cubs could pursue right-hander Jack Flaherty in free agency this winter. Later, White Sox assistant general manager Jin Wong joined the show to discuss the organization's search for a new manager.

Bruce Levine and Ryan McGuffey opened their show by sharing differing opinions on how the White Sox should handle going about their pursuit of a new stadium. Later, Guardians radio play-by-play announcer Tom Hamilton joined the show to discuss a wild American League Championship Series and his most memorable calls.

In the final hour, Bruce Levine and Ryan McGuffey debated if Astros closer Josh Hader could be a trade target of the Cubs this offseason. Later, former Dodgers general manager Ned Colletti joined the show to discuss the MLB playoffs.

In the final hour, Bruce Levine and Ryan McGuffey were joined by White Sox interim manager Grady Sizemore to discuss the club's historically bad season. Later, McGuffey bid farewell to NBC Sports Chicago.