Waddle & Silvy

Latest Episodes:

6/29 4 PM: Rob Demovsky and Courtney Cronin Jun 29, 2026

Show notes

Tyler and Silvy are joined by ESPN NFL Nation's Packers insider Rob Demovsky joins Tyler and Silvy to discuss where things stand between the Bears and Packers. Then, they are joined by Bears insider Courtney Cronin to discuss this point in the Bears' offseason.

6/29 3 PM: Sox moving into playoff mode Jun 29, 2026

Show notes

Tyler and Silvy discuss the White Sox weekend that saw them take 2 of 3 from the Royals. They also break down the Blazers trade for Ja Morant and run through Waddle's World.

6/29 2 PM: Cubs scrape their way through Milwaukee Jun 29, 2026

Show notes

Tyler steps in for Waddle as he and Silvy recap the Cubs' series win over the Brewers in what could be remembered as a pivotal matchup in the 2026 season.

6/26 5 PM: Len Kasper and David Kaplan Jun 26, 2026

Show notes

Waddle and Silvy are joined by White Sox play-by-play voice Len Kasper to preview the Sox's upcoming series against the Royals and discuss what the club needs to do to build some momentum. Later, ESPN Chicago's David Kaplan checks in live from Milwaukee ahead of the Cubs' showdown with the Brewers, breaking down the NL Central matchup, the Cubs' recent surge, and what's at stake in a pivotal divisional series.

6/26 4 PM: A Tale of Two Caleb's Jun 26, 2026

Show notes

Waddle and Silvy discuss the two biggest Calebs making headlines in Chicago. The guys react to Caleb Williams' appearance on Pardon My Take and what the Bears quarterback had to say as he enters a new season. They also break down new Bulls forward Caleb Wilson's introductory after being selected fourth overall in the NBA Draft, sharing their first impressions and expectations for the franchise's newest young star.

6/26 3 PM: Taylor McGregor Joins the Show Jun 26, 2026

Show notes

Waddle and Silvy are joined by Marquee Sports Network's Taylor McGregor to discuss the Cubs' recent hot streak, Pete Crow-Armstrong, and the importance of the upcoming series against the Brewers. They get Taylor's perspective on the Cubs' success and what to watch as the NL Central race heats up. Plus, Waddle wraps up the hour with another entertaining edition of Waddle's World and play Florida or Ohio.

6/26 2 PM: Cubs Complete the Sweep, Brewers Await Jun 26, 2026

Show notes

The Cubs are on a roll after completing a four-game sweep of the Mets, and Waddle and Silvy break down what fueled the dominant series and what it means moving forward. The guys discuss the Cubs' recent surge, the key performances that stood out, and whether they've found their groove at the right time. Plus, they preview a pivotal showdown with the division-leading Brewers and examine what's at stake as the NL Central race heats up.

6/25 5 PM: Quick Bitch Jun 25, 2026

Show notes

Waddle and Silvy get some frustrations off their chests in Quick Bitch.

6/25 4 PM: Barstool Big Cat Jun 25, 2026

Show notes

Waddle and Silvy are joined by Barstool Big Cat for their weekly conversation. Then, the voice of the Bears, Jeff Joniak, joins the guys to discuss the latest with the Bears and his Halas Hall adventures.

6/25 3 PM: Waddle's World Jun 25, 2026

Show notes

Waddle and Silvy break down their conversation with Tiago Splitter and Bryson Graham and discuss their confidence level in the new direction of the Bulls. Then, they get weird in Waddle's World.

Our TOPPODCAST Picks

Follow Us

Stay Connected

Related Podcasts

Links

Stay Connected

Our TOPPODCAST Picks

Follow Us

Stay Connected

Waddle & Silvy

Related Podcasts

1

2

3

4

5

6