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Barstool Chicago Crew sweats out Wild Card Weekend | Barstool Gambling Cave

Ryen opens with Miami’s wild win over Ole Miss, Carson Beck, and why it’s cool to have The U back. Then, he gets into Trae Young being traded to the Wizards and takes a bit of a victory lap over how little he was traded for. Next, former NFL quarterback Ryan Fitzpatrick picks and previews all eight NFL Wild Card Weekend games with Ryen before 49ers All-Pro linebacker Fred Warner stops by to discuss 49ers–Eagles and more. Finally, Ceruti and Kyle join for listener-submitted Life Advice, including how to deal with a loud, man-child neighbor.


MIAMI BEATS OLE MISS


(02:02)


TRAE YOUNG TRADE


(13:51)


RYAN FITZPATRICK


(24:15) Who would surprise you by winning the Super Bowl?


(30:13) Packers–Bears


(37:14) Bills–Jaguars


(43:09) Chargers–Patriots


(48:42) 49ers–Eagles


(50:45) Rams–Panthers


FRED WARNER


(58:03) Best defense in the playoffs


(1:05:55) Remembering his first playoff experience


(1:11:03) Why he doesn’t like the Josh Allen narrative


(1:13:23) Do you believe in the Patriots/Broncos?


(1:17:14) Stafford is his MVP


(1:18:05) 49ers–Eagles


LIFE ADVICE


(1:25:01)


_ _ _ _ _ 


GAMBLING PROBLEM? CALL 1-800-GAMBLER, (800) 327-5050 or visit gamblinghelplinema.org (MA). Call 877-8-HOPENY/text HOPENY (467369) (NY).
Please Gamble Responsibly. 888-789-7777/visit ccpg.org (CT), or visit www.mdgamblinghelp.org (MD).
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_ _ _ _ _

The Ryen Russillo Show

Welcome to the new home of The Ryen Russillo Show—same Russillo, just with a fresh coat of paint. You’ll still get the sports talk, the random stories, and the guests you already love plus some new ones too. And yes, Kyle and Ceruti are still here for Life Advice—because who doesn’t need a little help from their friends? New episodes every Monday, Wednesday and Friday. Presented by DraftKings

Ryen Russillo

Miami Beats Ole Miss, a Trae Young Victory Lap, Plus Ryan Fitzpatrick & Fred Warner Preview NFL Wild Card Weekend

Ryen opens with his reaction to the Ravens firing John Harbaugh. Then, he chats with ESPN’s Max Olson about the wild college football transfer portal, including where the top quarterbacks could end up and which schools are working it the most. Next, NBC/Peacock NBA analyst Robbie Hummel stops by to talk about some of his favorite rookies so far, the revitalized Sixers, and his favorite Eastern Conference contender. Finally, Kyle and Ceruti join for listener-submitted Life Advice, including dog poop follow-ups and Ryen’s wine sweeping the nation.

RAVENS FIRE HARBAUGH
(2:23)

MAX OLSON
(13:41) Brendan Sorsby
(17:22) Desmond Williams
(20:31) Ty Simpson going pro
(23:26) Going price for a good portal QB
(36:02) Are teams no longer bothering with high school recruits?
(37:51) Cam Coleman
(39:19) Sam Leavitt / DJ Lagway / Jadan Baugh
(44:21) Whittingham to Michigan
(46:53) CFP semifinal he’s most confident in

ROBBIE HUMMEL
(55:30) On the Bench calling NBA games
(1:02:12) Revitalized 76ers
(1:07:23) Favorite Eastern Conference contender
(1:11:09) Rookie breakdowns
(1:17:54) Not knowing he sat next to Austin Butler
(1:23:48) His NBA career

LIFE ADVICE
(1:35:38)

_ _ _ _ _ _


GAMBLING PROBLEM? CALL 1-800-GAMBLER, (800) 327-5050 or visit gamblinghelplinema.org (MA). Call 877-8-HOPENY/text HOPENY (467369) (NY).
Please Gamble Responsibly. 888-789-7777/visit ccpg.org (CT), or visit www.mdgamblinghelp.org (MD).
 21+ and present in most states. (18+ DC/KY/NH/WY). Void in ONT/OR/NH. Eligibility restrictions apply. On behalf of Boot Hill Casino & Resort (KS). Pass-thru of per wager tax may apply in IL. NO PURCHASE NECESSARY. Open to eligible U.S. residents physically located in an eligible jurisdiction. Void where prohibited. Valid DraftKings Sportsbook account req. 3 sweepstakes: (1) begins 1/11/26 1:00PM ET, ends 11:59PM ET; (2) begins 1/18/26 3:00PM ET, ends 11:59PM ET; (3) begins 1/25/26 3:00PM ET, ends 11:59PM ET (each an Entry Period). Separate opt-ins req. Token valid on live bets on NFL games occurring during each Entry Period. Min. $1 bet. Min. odds -500. Token auto-applied to eligible bets and will be reissued after each use. Each eligible customer receives 1 prize: (i) non-withdrawable Bonus Bet that expires in 7 days, stake removed from payout, or (ii) single-use profit boost token that expires 7 days after issuance, max bet up to $20. 7 days = 168 hours. See Official Rules at sportsbook.draftkings.com/live-millions for entry requirements, free method of entry, odds, and prize details. Sponsored by Crown Gaming Inc. Sponsored by DraftKings.


_ _ _ _ _ _


Download the Gametime app and use code RUSSILLO for $20 off your first purchase.

_ _ _ _ _ _

Ravens Fire Harbaugh, CFB Portal Madness w/ Max Olson, Plus Hoops w/ Robbie Hummel

Ryen opens with his Super Bowl pick now that the playoffs are set, then hands out some unique awards while looking back at the full NFL regular season. Next, he chats with Sports Illustrated’s Albert Breer about the coaching movement around the league and some of the biggest offseason storylines, including Lamar Jackson’s future in Baltimore. Finally, Kyle and Ceruti join for listener-submitted Life Advice, including generous in-laws and whether it’s okay to put your dog’s poop in someone else’s trash.

NFL OPEN
(01:50) Super Bowl pick
(04:50) Best win of the season
(07:33) Most misleading wins
(14:38) Biggest team losers
(15:48) MVP pick

ALBERT BREER
(18:24) Who is the Super Bowl favorite?
(23:53) Looking at other contenders
(40:53) Is Stefanski a hot commodity?
(50:03) Raiders fire Carroll
(57:09) Which teams will be looking for new QBs?
(1:09:05) Is Lamar definitely back with the Ravens?

LIFE ADVICE
(1:15:22)

_ _ _ _ _ 


GAMBLING PROBLEM? CALL 1-800-GAMBLER, (800) 327-5050 or visit gamblinghelplinema.org (MA). Call 877-8-HOPENY/text HOPENY (467369) (NY).
Please Gamble Responsibly. 888-789-7777/visit ccpg.org (CT), or visit www.mdgamblinghelp.org (MD).
 21+ and present in most states. (18+ DC/KY/NH/WY). Void in ONT. Eligibility restrictions apply. Terms: draftkings.com/sportsbook. On behalf of Boot Hill Casino & Resort (KS). Pass-thru of per wager tax may apply in IL. Opt-in req. 1 Token per customer, valid only for min. $5 pregame NBA player prop bets w/ min. odds of -200 or longer. Tokens are single-use and expire at the start of the final of NBA game each day when offered. Must select token BEFORE placing bet. Customers who place bet w/ Token and pick day’s PRA stat leader will receive equal share of $1,000,000, issued as a non-withdrawable Bonus Bet that expires in 7 days (168 hours). Stake removed from payout. Terms: sportsbook.draftkings.com/promos. Sponsored by DK.

_ _ _ _ _ 


Go to Shake Shack and order the Big Shack. Sounds familiar, made different.


_ _ _ _ _

Super Bowl Pick & NFL Season Awards, Plus Coaching and QB Futures w/ Albert Breer

Ryen opens with his thoughts on the College Football Playoff quarterfinals, including Indiana embarrassing Alabama and what to make of the SEC’s rough bowl season. Then, NFL Network’s Daniel Jeremiah stops by to talk about Fernando Mendoza’s draft stock, why the SEC doesn’t seem as talented anymore, and who his favorite AFC and NFC playoff contenders are. Finally, Kyle and Ceruti join for listener-submitted Life Advice, including a recap of their New Year’s, a lice incident, and a guy who hates his job but makes too much money.

CFB PLAYOFF

(01:46) Indiana rolls Alabama
(06:42) Miami upsets Ohio State
(08:52) Oregon beats Texas Tech
(10:18) Ole Miss’s thriller over Georgia
(20:21) SEC’s disastrous bowl season

DANIEL JEREMIAH

(25:29) There isn’t a comp for what Indiana is doing
(35:36) SEC vs. Big Ten
(43:16) Dante Moore
(47:31) The AFC team no one wants to play
(55:38) Caleb Williams: Year 2
(1:05:11) Do the Steelers and Ravens need new coaches?
(1:13:36) Favorite NFC team

ALLIANCE

(1:15:03)

LIFE ADVICE

(1:17:31)

_ _ _ _ _


 GAMBLING PROBLEM? CALL 1-800-GAMBLER, (800) 327-5050 or visit gamblinghelplinema.org (MA). Call 877-8-HOPENY/text HOPENY (467369) (NY).
Please Gamble Responsibly. 888-789-7777/visit ccpg.org (CT), or visit www.mdgamblinghelp.org (MD).
 21+ and present in most states. (18+ DC/KY/NH/WY). Void in ONT/OR/NH. Eligibility restrictions apply. On behalf of Boot Hill Casino & Resort (KS). Pass-thru of per wager tax may apply in IL. 1 per new customer. Must register new account to receive reward Token. Must select Token BEFORE placing min. $5 bet to receive $200 in Bonus Bets if your bet wins. Min. -500 odds req. Token and Bonus Bets are single-use and non-withdrawable. Token expires 1/11/26. Bonus Bets expire in 7 days (168 hours). Stake removed from payout. Terms: sportsbook.draftkings.com/promos. Ends 1/4/26 at 11:59 PM ET. Sponsored by DK.


_ _ _ _ _


Go to Shake Shack and order the Big Shack. Sounds familiar, made different.

_ _ _ _ _


Download the Gametime app today and use code RUSSILLO for $20 off your first purchase

_ _ _ _ _

Indiana Rolls Alabama & the SEC’s Rough Bowl Season, Plus Mendoza’s Draft Stock and More w/ Daniel Jeremiah

Ryen opens with five takes from NFL Week 17, including believing in the Jaguars, Jalen Hurts struggling again, and why Bryce Young just isn’t the guy. Then, he chats with The Athletic’s Mike Sando as they put together their franchise quarterback value rankings. Next, Danny Kanell stops by to preview the four College Football Playoff quarterfinal matchups. Finally, Kyle and Ceruti hop in for listener-submitted Life Advice, including whether you can change “your type” and some family Christmas drama.

NFL WEEK 17
(1:52) Jaguars have my respect
(8:56) Eagles D is back
(11:23) Bryce Young… not the guy
(12:42) Steelers’ worst loss of the week
(13:15) TV broadcast complaint

MIKE SANDO: FRANCHISE QB VALUE RANKINGS
(23:50) Tier 1 (Drake Maye?)
(32:04) Tier 2 (Lamar and __?)
(34:11) Tier 3 (Caleb, Jayden Daniels, and others)
(40:03) Tier 4 (Trevor Lawrence, Purdy, and?)
(45:54) Tier 5 (young and old guys)
(56:19) Negative-value QBs

DANNY KANELL
(1:00:29) Texas Tech vs. Oregon
(1:09:49) Ohio State vs. Miami
(1:15:43) Georgia vs. Ole Miss
(1:21:03) Indiana vs. Alabama

LIFE ADVICE
(1:41:15)

_ _ _ _ _


GAMBLING PROBLEM? CALL 1-800-GAMBLER, (800) 327-5050 or visit gamblinghelplinema.org (MA). Call 877-8-HOPENY/text HOPENY (467369) (NY).
Please Gamble Responsibly. 888-789-7777/visit ccpg.org (CT), or visit www.mdgamblinghelp.org (MD).
 21+ and present in most states. (18+ DC/KY/NH/WY). Void in ONT/OR/NH. Eligibility restrictions apply. On behalf of Boot Hill Casino & Resort (KS). Pass-thru of per wager tax may apply in IL. 1 per new customer. Must register new account to receive reward Token. Must select Token BEFORE placing min. $5 bet to receive $200 in Bonus Bets if your bet wins. Min. -500 odds req. Token and Bonus Bets are single-use and non-withdrawable. Token expires 1/11/26. Bonus Bets expire in 7 days (168 hours). Stake removed from payout. Terms: sportsbook.draftkings.com/promos. Ends 1/4/26 at 11:59 PM ET. Sponsored by DK.

_ _ _ _ _


Go to Shake Shack and order the Big Shack. Sounds familiar, made different.


_ _ _ _ _

NFL Franchise QB Value Rankings w/ Mike Sando, Plus CFB Playoff Quarterfinal Confidence Rankings w/ Danny Kanell

Ryen welcomes 49ers All-Pro linebacker Fred Warner back to the show to talk about the Niners’ win on Monday night, why Brock Purdy doesn’t get the respect he deserves, the toughest opponent he’s faced, and more. Then, ESPN NBA analyst PJ Carlesimo stops by ahead of the Christmas Day slate to discuss how he’d try to stop the Thunder, Draymond Green’s antics, and why refereeing has changed for the worse. Finally, Kyle and Ceruti join for listener-submitted Life Advice, including a Timothy Chalamet update.

FRED WARNER
(2:34) 49ers beat the Colts on MNF
(12:07) Is Brock Purdy underrated?
(18:10) Seahawks–Rams
(27:04) How to be violent but fair on defense
(34:18) Favorite AFC contender
(38:58) Listener questions

PJ CARLESIMO
(48:58) How do you game-plan for OKC?
(56:23) Thunder–Spurs budding rivalry
(1:08:19) Rockets slipping?
(1:13:09) Magic snakebitten?
(1:18:14) Draymond’s antics
(1:25:32) Why refereeing has gotten worse

LIFE ADVICE
(1:42:51)

_ _ _ _ _


GAMBLING PROBLEM? CALL 1-800-GAMBLER, (800) 327-5050 or visit gamblinghelplinema.org (MA). Call 877-8-HOPENY/text HOPENY (467369) (NY).

Please Gamble Responsibly. 888-789-7777/visit ccpg.org (CT), or visit www.mdgamblinghelp.org (MD).

21+ and present in most states. (18+ DC/KY/NH/WY). Void in ONT. Eligibility restrictions apply. Terms: draftkings.com/sportsbook. On behalf of Boot Hill Casino & Resort (KS). Pass-thru of per wager tax may apply in IL. Opt-in req. 1 Profit Boost Token issued per customer each day, valid only for select NBA/NFL SGPx bets. Bet iterations criteria (no. of legs req. odds per leg, total bet odds, etc.) and max. bet vary when offered. Tokens are single-use and expire at the end of the final game each day when offered. Must select token BEFORE placing bet. Profit boost varies. Boost only applies to winnings. Terms: sportsbook.draftkings.com/promos. Sponsored by DK.


_ _ _ _ _


Go to Shake Shack and order the Big Shack. Sounds familiar, made different.

_ _ _ _ _


Download the Gametime app today and use code RUSSILLO for $20 off your first purchase

_ _ _ _ _

Fred Warner on Underrated Purdy, His Toughest Opponent & Favorite AFC Contender + NBA Christmas Preview w/ PJ Carlesimo

The Ryan Rosillo Show presented by DraftKings. Loaded for you again today, a lot of NFL with Fred Warner, what he thought of the Seattle, LA result, his Niners win, Philip Rivers return. And also he gives us a great answer on who do you tackle really hard that never complains? That loves it. He has 

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Ryen Russillo

I like to talk about sports. Find my thoughts on The Ryen Russillo Show.

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