Bruce Levine and Ryan McGuffey opened their show by reacting to legendary Cubs slugger Sammy Sosa reconciling with the organization. Later, new White Sox bench coach Walker McKinven joined the show to discuss his new job and what led him to Chicago.

In the second hour, Bruce Levine and Ryan McGuffey were joined by Guardians radio play-by-play announcer Tom Hamilton to discuss him winning the Ford Frick Award for broadcasting excellence. After that, Cardinals television play-by-play announcer Chip Caray joined the show to discuss former Cubs slugger Sammy Sosa reuniting with the organization. Later, Levine and McGuffey discussed the Cubs' meeting with Japanese pitching phenom Roki Sasaki on Friday.

In the final hour, Bruce Levine and Ryan McGuffey were joined by Dr. Glenn Fleisig to discuss the prevalence of arm and elbow injuries for pitchers across baseball.

Bruce Levine and Ryan McGuffey opened their show by reacting to the Cubs acquiring star outfielder Kyle Tucker from the Astros in a blockbuster trade Friday. After that, Jim Callis of MLB Pipeline joined the show to share a scouting report on the prospects whom the White Sox acquired in trading ace Garrett Crochet to the Red Sox.

In the second hour, Bruce Levine and Ryan McGuffey were joined by Cubs Radio play-by-play announcer Pat Hughes to discuss the club's acquisition of star outfielder Kyle Tucker from the Astros. Hughes also shared his favorite memories from the 2016 World Series. Later, Astros radio color analyst Steve Sparks joined the show to share a scouting report on Tucker.

In a bonus hour of the show, Bruce Levine and Ryan McGuffey broke down the White Sox's trade of ace Garrett Crochet to the Red Sox for four prospects. Did the White Sox win the trade at first glance? Later, the guys wondered if the White Sox will trade center fielder Luis Robert Jr. this offseason and whether the Cubs will trade slugger Seiya Suzuki.

In the final hour, Bruce Levine and Ryan McGuffey were joined by Ken Rosenthal of The Athletic to preview the Winter Meetings and to discuss what the Cubs and White Sox may do. After that, Levine and McGuffey were joined by Richard Allen, the son of the late Dick Allen, a former White Sox star who's on the Hall of Fame classic era ballot. Later, Levine shared a few predictions for what the Cubs and White Sox will do at the Winter Meetings.

Bruce Levine and Ryan McGuffey opened their show by reacting to former White Sox ace and current Braves left-hander Chris Sale winning the National League Cy Young award. Is Sale a future Hall of Famer? Later, they discussed where slugging first baseman Pete Alonso will land in free agency.

In the final hour, Bruce Levine and Ryan McGuffey were joined by White Sox international scouting director David Keller to discuss the team's philosophy and offseason focus. Later, Cubs second baseman Nico Hoerner joined the show to discuss how his offseason is going and more.

Bruce Levine and Judson Richards opened their show by discussing the chances that Japanese star pitcher Roki Sasaki signs with the Cubs in free agency. After that, Marquee Sports Network analyst Jim Deshaies joined the show to discuss the latest Cubs storylines and the MLB offseason at large.