In the second hour, Bruce Levine and Mike Esposito were joined by Marquee Sports Network analyst Ryan Dempster to discuss the outlook for the Cubs and White Sox in the second half of the season. Later, Cubs vice president of player development Jared Banner joined the show to discuss the organization's mindset entering the MLB amateur draft.

Bruce Levine and Mike Esposito, who was filling in for David Haugh, opened their show by reflecting on a rough week for the White Sox and by discussing the young Cubs showing some life. Later, Jim Callis of MLB Pipeline joined the show to preview the upcoming MLB amateur draft.

In the second hour, Bruce Levine and David Haugh were joined by White Sox assistant general manager Chris Getz to discuss the team's direction as the All-Star break looms. He also shared the latest injury updates. Later, Cubs catcher Yan Gomes joined the show to discuss his first season with Chicago and the team's play of late.

Bruce Levine and David Haugh opened their show by recapping the week that was for the Cubs and the White Sox. Is it finally make or break time for the White Sox? Later, they conducted their "Should he stay or should he go?" segment, with Cubs right-hander Kyle Hendricks as the focus. Could he be traded for the right price?

Bruce Levine and David Haugh were joined by White Sox assistant general manager Chris Getz to discuss the team's direction as the All-Star break looms. He also shared the latest injury updates.

In the final hour, Bruce Levine and David Haugh were joined by Cubs president of business operations Crane Kenney to discuss the latest on the sportsbook the organization is constructing at Wrigley Field. He also defended the Cubs' payroll being middle-tier in 2022 and explained that the team will spend bigger in the coming years. Later, Levine and Haugh conducted their Chin Music segment, addressing recent comments from White Sox manager Tony La Russa that drew the ire of fans.

Bruce Levine and David Haugh opened their show by recapping the week in Chicago baseball. The White Sox continue to play uninspiring baseball, while the Cubs continue to go through the struggles of a rebuilding season. Later, White Sox reliever Kendall Graveman joined the show to discuss the mood of the clubhouse and to explain why he still has so much confidence in his team.

Bruce Levine and David Haugh were joined by Cubs president of business operations Crane Kenney to discuss the latest on the sportsbook the organization is constructing at Wrigley Field. He also defended the Cubs' payroll being middle-tier in 2022 and explained that the team will spend bigger in the coming years.

In the final hour, Bruce Levine and David Haugh were joined by Braves broadcaster Chip Caray to discuss his memories of working in the Cubs booth and what lessons this Chicago club could learn from the reigning champions. After that, Marquee Sports Network analyst Jim Deshaies joined the show to discuss the Cubs breaking their 10-game losing streak with a 1-0 win against the Braves on Friday. Later, Levine and Haugh reflected on interleague play beginning 25 years ago this week.

Bruce Levine and David Haugh opened their show by recapping the week in Chicago baseball, including the White Sox's ugly 13-3 loss to the Astros on Friday evening. After that, they shared their takeaways from Cubs president of baseball operations Jed Hoyer's recent comments addressing the state of his struggling team. Later, they conducted their Chin Music segment, reflecting on the recent argument between White Sox right-hander Lance Lynn and third-base coach Joe McEwing.