Episode cover
← The Ryen Russillo Show

Bears All-In Simmons Trade w/ Damien Woody, Plus Big Wos Defends Jaylen Brown

October 29, 2026·1h 39m

Ryen is joined by old friend Damien Woody to discuss the Bears’ big-swing trade sending multiple first-round picks to the Titans for Jeffrey Simmons, plus run through some of the teams and players facing the biggest questions. Then, Big Wos stops by to talk about the early-season Knicks, what the Thunder do after the Jalen Williams injury, and why he defends Jaylen Brown amid the Celtics drama. Finally, Ceruti and Kyle hop in for some listener-submitted Life Advice, including stealing a name and being bullied by interns. DAMIEN WOODY (02:30) Bears Trade for Simmons (07:10) Ranking the NFC North (10:05) Cowboys Skepticism (12:45) Defending a Super Bowl (18:05) Congested NFC (22:45) Can’t Trust Bo Nix (26:50) Tom Brady Stories ALLIANCE (32:00) BIG WOS (38:40) Knicks Still the East Favorite? (45:25) OKC Trade Jalen Williams? (56:35) Defending Jaylen Brown (1:08:20) Kings Must-See TV LIFE ADVICE (1:10:25) _ _ _ _ _ GAMBLING PROBLEM?