Waddle & Silvy

9/9 3 PM: Barstool Big Cat

Waddle & Silvy welcome Barstool Big Cat to discuss the Cubs’ bullpen collapse, the Brewers’ continued dominance, and whether Chicago can still make a postseason run. They

9/9 2 PM: Cubs can't get out of the Brewers' shadow

Waddle & Silvy examine the Cubs’ dramatic collapse against Milwaukee and debate why the Brewers have been 24 games better over the last three seasons. The guys discuss Ja

9/8 5 PM: Michael Wilbon

Waddle & Silvy welcome Michael Wilbon to discuss the Bears’ stadium saga, the proposed White Sox ballpark, and the future of Chicago sports. Wilbon also reacts passionate

9/8 4 PM: The Good, the Bad, the Dirty

9/8 3 PM: Waddle's World

Waddle & Silvy remember Bears legend Matt Suhey, discuss the importance of special teams, and examine Caleb Williams’ development heading into the 2026 season. The show a

9/8 2 PM: Game Week is here

Waddle & Silvy react to the Bears’ first depth chart of the 2026 season, including the unsettled secondary and the latest developments involving Kyler Gordon. The guys di

9/4 5 PM: Carmen DeFalco and What to Watch For

Carmen joins Jesse to talk the White Sox ahead of their matchup with the Twins. We also get to what to watch for, and preview the weekend!

9/4 4 PM: Taylor McGregor and Quick Bitch!

Taylor McGregor joins Jesse to talk week one in College Football and the Cubs. We also get to Quick Bitch!

9/4 3pm: Kevin Gausman

Kevin Gausman joins Jesse on Waddle and Silvy after his night SHOVING against the Brewers. We also discuss if it's right to root for both the Sox and the Cubs!

9/4 2PM: Chicago Stars Are Out at Wrigley and Barstool Big Cat

Jesse is in for Waddle and Silvy to send you off into your holiday weekend! Jesse recaps the stars coming out to watch PCA at Wrigley last night and is joined by Barstool

9/3 5 PM: Jeff Joniak

Waddle & Silvy welcome Jeff Joniak to discuss the Bears’ expectations heading into the 2026 season. Rich shares his 10–7 prediction, praises Caleb Williams and Colston Lo

9/3 4 PM: Rich Eisen

Waddle & Silvy welcome Rich Eisen to discuss the Bears’ outlook, Caleb Williams, Colston Loveland, and Rich’s 10–7 season prediction. The guys also react to Rome Odunze a

9/3: The Waddle & Silvy FAFO Show- Pt II

Waddle & Silvy go fully uncensored on the FAFO livestream edition of Waddle's World, debating Shohei Ohtani’s MVP chances, ranking the Cubs and White Sox, and discussing

9/3: The Waddle & Silvy FAFO Show- Pt I

Waddle & Sylvy go fully uncensored on the FAFO livestream, breaking down the Cubs’ bullpen collapse, the Brewers’ remarkable development pipeline, and the White Sox’s pus

9/2 5 PM: Aki's A-List

Waddle & Silvy recap the Bears Insider roundtable and discuss the latest developments in the Kyler Gordon saga, including workout videos that appear to show a disconnect

9/2 4 PM: Chicago Bears Roundtable

Waddle and Silvy commence their annual Chicago Bears Media Roundtable with Courtney Cronin, Adam Jahns, Patrick Finley, Adam Hoge, Dionne Miller, Peggy Kusinski and Pat t

9/2 3 PM: Waddle's World

Waddle & Silvy continue the countdown of Tom Waddle’s 10 most important Bears, with Austin Booker landing at No. 5—or possibly No. 6 after Waddle accidentally lists two p

9/2 2 PM: Cubs let one get away

Waddle & Silvy break down the latest twist in the Kyler Gordon saga after workout videos surface on social media, creating more questions about his rehab and relationship

9/1 5 PM: Jesse Rogers

Waddle & Silvy lead off with the latest on Kyler Gordon’s ongoing injury mystery after Ryan Poles said he does not know whether the cornerback will play for the Bears aga

9/1 4 PM: Michael Wilbon

Waddle & Silvy celebrate the 35th anniversary of Tom Waddle’s first career touchdown catch with a special edition of “Tales From the Stylist's Chair.” Tom shares the stor