In the final hour, Zach Zaidman was joined by Kevin Fishbain of the Athletic to preview the Bears-Rams matchup on Monday Night Football. They also discussed why the Bears have yet to establish an offensive identity in their first six games. Zaidman then closed his show by taking calls from Score listeners. 

In the second hour, Zach Zaidman was joined by Marquee Sports Network analyst Jim Deshaies to discuss the World Series between the Dodgers and Rays, rule changes that he would like to see stick around in MLB in 2021 and more. Later, Big Ten play-by-play announcer and Minnesota Twins radio voice Cory Provus joined the show to preview the start of the Big Ten college football season.

In the first hour, Zach Zaidman welcomed on Bears Radio analyst Tom Thayer to discuss the latest NFL storylines, including receiver Antonio Brown agreeing to a deal with the Tampa Bay Buccaneers, according to reports. Thayer then previewed the Bears-Rams matchup on Monday Night Football.

In the final hour, Joe Ostrowski discussed criticism of Bears coach Matt Nagy and how much merit it holds. Despite some flaws, Nagy has achieved great early success in Chicago compared to his coaching peers in the organization's past. Later, Ostrowski revisited conversations that he had with Eric Eager of Pro Football Focus and Adam Rittenberg of ESPN, who were both guests on his Bet Sweats show on Radio.com Sports. Eager explored NFL storylines, while Rittenberg previewed the start of the Big Ten season.

Joe Ostrowski opened his show by discussing the White Sox's interest in Tony La Russa for their managerial vacancy, as they've conducted an interview with him. Later, Patrick Finley of the Sun-Times joined the show to discuss the latest Bears storylines and coach Matt Nagy's leadership and work.