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

Episode Description

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? CALL 1-800-GAMBLER or 1-800-MY-RESET, 800-327-5050/visit gamblinghelplinema.org (MA). Call 888-789-7777/visit ccpg.org (CT), mdgamblinghelp.org (MD), 800-981-0023 (PR). Wagering offered by DK Sportsbook: 21+. Present in most states. (18+ DC/NH/PR/WY). Void in CAN. On behalf of Boot Hill Casino (KS). Pass-thru of per wager tax may apply in IL. Event Trading offered by DraftKings Predictions, CFTC-registered: 18+. Trading involves risk of loss. Market availability varies. General: 1 per new DraftKings customer. Trade $5 get $200 Prediction Dollars (1-year expiry); or bet $5 get $200 in Bonus Bets (7-day expiry and stake removed from payout). Rewards issued in $50 increments every 7 days via click-to-claim for 21 days. Click-to-claims expire 7 days after issuance. Rewards are non-withdrawable. 7 days = 168hrs. Terms: dkng.co/offer. Get 1 promo code to redeem a 3-month NBA League Pass subscription, complimentary of DraftKings. Subscription auto-renews monthly at then-current price (currently $16.99/mo); cancel anytime. Terms, restrictions, and eligibility requirements apply. Redeem League Pass by 12/19/26 at 11:59 PM ET. Addt’l terms: support.watch.nba.com/hc/en-us/articles/9165532876183-League-Pass-Terms-of-Use_. Predictions offer void in NY.Ends 11/29/26 at 11:59 PM ET. Sponsored by DK. _ _ _ _ _ The Only Living Pickpocket in New York: Now playing in New York and Los Angeles. Nationwide October 30th. _ _ _ _ _ Raising Cane's Chicken Fingers. One Love _ _ _ _ _