The Stretch

On today's episode of The Stretch we are joined by former Chicago Cub Ryan Dempster. We get his thoughts on how umpires have changed since he was in the league, his thoughts on PCA's success, and more.

Variety talk show encompassing national stories in pop culture, sports, & the internet hosted by Eddie, Chief & White Sox Dave. Harnessing the dynamic of the Barstool Chicago Radio hour, three longtime coworkers and Chicago locals offer their comedic perspective on news for the common man.

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Big Cat

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Ryan Dempster On Pete Crow Armstrong's Success & Old vs New Umpires

Alright Chief, you know what one of my favorite things on Earth to do? Drink Miller White. Drink Miller Lite, but on top of that, it's talk baseball. And we got a great interview today with a great baseball guy. Now I don't like that. He identifies as a cub. That's not my cup of tea per se, but he i

Today we are bringing you a bonus episode of The Stretch, due to the first time in Barstool Chicago history that the Chicago Bears have won a playoff game. We get into some key match ups, the weather, and overall predictions for Bears vs Rams playoff game.

Breaking Down Chicago vs Los Angeles Divisional Round Match Up

On today's episode of The Stretch we are coming off of what we believe may be the best Bears win of our lifetime; in the Bears 18 comeback win over the Green Bay Packers in the Wildcard round of the playoffs. We breakdown the game, recap Eddie and Big Cat boots on the ground and more. The cardiac Bears fight to see another week.

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BEARS DEFEAT GREEN BAY IN THE PLAYOFFS, THE RIVALRY HAS BEEN REVIVED | Wildcard Recap

On today's episode of The Stretch we prepare for the first playoff game of the Ben Johnson era. The Bears will face off against their division rival the Green Bay Packers in the first round of the wild card playoffs. We get into our nerves and confidence about that upcoming game and more. 

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DraftKings - 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 $300 in Bonus Bets if your bet wins. Min. -500 odds req. Token and Bonus Bets are single-use and non-withdrawable. Token expires 2/1/26. Bonus Bets expire in 7 days (168 hours). Stake removed from payout. Terms: sportsbook.draftkings.com/promos. Ends 1/25/26 at 11:59 PM ET. Sponsored by DK.

Chicago Is BACK in the Playoffs & Preparing For Green Bay Rematch | Wildcard Preview

On today's episode of The Stretch we are joined by former Bears offensive lineman Kyle Long. We recap the Bears 38-42 loss against the San Francisco 49ers on Sunday Night Football. We get into how this loss is still a further reflection of what this team and coaching staff are capable of as a whole. We are later joined by White Sox Dave from Panama and talk some Bears playoff scenarios and more.

Chicago Loses Primetime Thriller in San Francisco & Chicago Reclaims The NFC North (Ft. Kyle Long) | Week 17 Recap

All right, guys, obviously a crazy game in San Francisco, also the Bears, Quincy, and I've seen North this year, so lot to get to in today's episode. We're also joined by Kyle Long, great first 25 minutes off the show, off the top of the show and hope you guys enjoy it. But before we get into it, ob

On today's episode of The Street we recap the Chicago Bears epic 22-16 overtime win over the Green Bay Packers in primetime. We start by addressing how that game has left us in complete shock, and how this team has more fight in them than almost any Bears team we've seen in our lifetimes. We then take a look forward at the Bears next two games and the path opponents like Detroit, San Francisco and Green Bay have to take to also enter the playoffs. Later we get into the White Sox signings and the Blackhawks injuries and struggles.

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Chicago Gets Revenge on Green Bay In Primetime + 11-4 Bears Playoff Scenario Breakdown | Week 16 Recap

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Ryan Dempster On Pete Crow Armstrong's Success & Old vs New Umpires

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