Zach Zaidman opened his show with a rundown of the latest Chicago sports stories. ESPN play-by-play commentator Jon "Boog" Sciambi then joined the show to discuss the Cubs' decision to decline left-hander Jon Lester's $25-million option for the 2021 season and what to make of Rays manager Kevin Cash pulling ace Blake Snell when he was rolling in the sixth inning of the decisive Game 6 of the World Series that the Dodgers rallied to win. Later, WBBM analyst Jay Hilgenberg joined the program to preview the Bears-Saints game Sunday.

In the second hour, Joe Ostrowski discussed the Bears' inability to find an offensive identity behind quarterback Nick Foles and how they're preparing for the Saints on Sunday. Ostrowski then replayed a segment on his Bet Sweats show on Radio.com Sports in which guest Dan Back told the story of a daily fantasy sports player who lost $997,000 because of a rather meaningless statistical correction in the Bears' loss to the Rams on Monday night. To close, Ostrowski listened back to the best of White Sox ace Lucas Giolito's interview on the Danny Parkins Show earlier in the day.

Joe Ostrowski opened his show by discussing the big stories as the Dodgers beat the Rays in Game 6 to win the World Series on Tuesday night and claim "a piece of metal," as MLB commissioner Rob Manfred once called the trophy. Ostrowski explained which side of the debate he fell on after Rays manager Kevin Cash controversially removed ace Blake Snell as he was rolling in the sixth inning. He then discussed Dodgers third baseman Justin Turner celebrating on the field after testing positive for COVID-19 and the possible repercussions to come. Also, is Manfred OK?

In the second hour, Joe Ostrowski continued to discussed the Bears' loss to the Rams on Monday. Later, Aaron Leming of the Bear Report joined the show to discuss the Bears' issues and the big-picture problems for the franchise.

Joe Ostrowski opened his show by reacting to the Bears' 24-10 loss to the Rams on Monday and by sharing what bothered him from the game. He also discussed what's symptomatic of bigger Bears issues. Later, longtime Bears writer Arthur Arkush joined the show to discuss the team's issues and what to expect as Chicago's schedule gets tougher.