Waddle & Silvy

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 Jacob Webb’s historic run of blown saves, whether the Cubs’ roster is better suited for the postseason, and the growing anxiety surrounding the White Sox. They also break down Munetaka Murakami’s prolonged slump, debate how the Sox...

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 passionately to the controversial Michigan–Western Michigan finish and the state of college-football journalism. The show features a hilarious “In Chicago or Not in Chicago” quiz for Tom Waddle, along with a heartfelt tribute to Bears legen...

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 also features an extended trip inside Waddle’s World, where Tom weighs in on college-football chaos, LSU’s potential SEC expulsion, Clemson’s decline, the NFL’s confusing Australia trip, Aaron Judge’s return, Shohei Ohtani’s pitchi...

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 discuss Rome Odunze’s injury, Ozzy Trapilo’s recovery, Jaylon Johnson’s emergence as a “Ben guy,” and what the Bears must improve defensively. They also debate the Cubs’ fading division hopes, the White Sox’s playoff push, Jacob Mis...

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!

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

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!

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 Big Cat!

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 Loveland, and explains why he believes the Bears can take a major step forward. Jeff provides a practice report, including updates on Rome Odunze, D’Andre Swift, Austin Booker, and the Bears’ defensive line. The show also covers the...

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 and D'Andre Swift leaving practice early, examine the White Sox’s playoff hopes and Luis Castillo’s struggles, and listen to highlights from Caleb Williams’ appearance on Hot Ones.

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 the SEC’s lawsuit against LSU over former NFL players. The guys also react to Cam Skattebo, Clemson’s decline, and John Harbaugh’s viral football conversations before taking a wild turn into stalking, human skulls, John Wayne Gacy...

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 push to stay atop the AL Central. The guys take calls on the Cubs’ playoff chances, Luis Castillo, Murakami’s slump, the greatest athlete debate, Michael Jordan versus LeBron, and plenty of unfiltered Chicago sports opinions. Plus, s...

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 between Gordon and the Bears’ medical staff. The guys debate whether the relationship can be repaired and whether Gordon should remain with the team. They also discuss Caleb Williams potentially taking less money to help the Bears...

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 the Designer.

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 players at No. 6. The guys discuss Booker’s pass-rushing potential and how much the Bears need their defense to improve. In Waddle’s World, the crew covers Tiger Woods’ suspended license, Penn State’s Paterno family football experi...

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 with the Bears. The guys also discuss the Cubs’ bullpen struggles, their fading chance to catch the Brewers and the White Sox’s huge upcoming start from Davis Martin. Plus, they compare Ryan Poles and Jed Hoyer, debate whether th...

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 again. The guys discuss the growing frustration, Gordon’s future with the team and how the Bears are preparing to move forward without him. Jesse Rogers joins the show to discuss the Cubs’ postseason outlook, Pete Crow-Armstrong’s hi...

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 story behind the catch, getting cut and re-signed, buying tickets for his family and the unforgettable moment with Mike Ditka afterward. The guys also discuss the Bears’ offensive potential, debate their minimum expectations for the s...

Waddle & Silvy continue Tom Waddle’s countdown of the 10 most important Bears with Colston Loveland landing at No. 6. The guys also debate the Packers’ handling of Josh Jacobs, react to the NFL’s projected top 100 players and discuss whether Caleb Williams could statistically outperform Patrick Mahomes. Plus, John Lester joins the show to talk about Pete Crow-Armstrong’s incredible stretch, the Cu...

Waddle & Silvy dive into the growing mystery surrounding Kyler Gordon after Ryan Poles admits he is unsure whether the Bears cornerback will play for the team again this year. The guys debate Gordon’s future, the frustration surrounding his ongoing injury and whether the Bears should try to salvage the relationship. They also discuss the Bears’ development under Ben Johnson, Ryan Poles’ mixed reco...

Waddle & Silvy recap the Bears’ preseason finale, including standout performances from Tyson Bagent, Zavion Thomas, Roshon Johnson, Maurice Alexander and Jordan Van Den Burg. The guys discuss how Ben Johnson’s coaching has influenced the development of the Bears’ young players and debate Ryan Poles’ record as general manager. The show also features Waddle & Silvy’s “Good, Bad and Dirty” weekend re...

Waddle & Silvy break down the Bears’ preseason finale, including Zavion Thomas’ game-breaking speed, Tyson Bagent’s strong performance and the team’s offensive potential under Ben Johnson. The guys also debate Ryan Poles’ tenure as Bears general manager, weighing his successful moves against the lack of defensive draft hits. In Waddle’s World, Tom reveals ESPN’s preseason NFL power rankings, with...

Waddle & Silvy react to an eventful weekend in Chicago sports. The guys break down the Bears’ preseason win over Tennessee, including Tyson Bagent’s impressive performance, Zavion Thomas’ breakout game and the team’s growing offensive potential. They also discuss the Bears’ defensive concerns, Gervon Dexter’s trade, roster moves and the importance of players like Jayln Johnson, Kyler Gordon and Jo...