The Stretch

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On today's episode of The Stretch, we get into a full recap of the best moments from the 2025 season. The best moments will be drafted in snake draft fashion and broken down. We are later joined by MikeyBets for a recap of "D-Rose Night" where Derrick Rose had the #1 retired by the Chicago Bulls, which leads us into a conversation of Chicago's teams banking off nostalgia.

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.

Chief

Eddie

White Sox Dave

Danny Conrad

Ranking Chicago's Best Moments From The 2025 Season + Retiring Derrick Rose's Number | FULL SEASON BREAKDOWN

On today's episode of The Stretch we recap the Chicago Bears playoff loss and season finale to the Los Angeles Rams. We get into the strange place we find ourselves where as Bears fans we never thought we would come this far, and the pain of losing after coming this far. We then discuss where this season ranks in how fun it was to watch and how hopeful we are for the future ahead of us.

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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.

The Bears Season Is Over in Divisional Round, Was This The Most Fun Season of Our Lives? | 2025 Season Finale

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.

SUPPORT THE SHOW

Chicagoland Chevy Dealers - Go to https://ChevyDrivesChicago.com to enter to win and go shop your pick at your Local Chevy Dealer today

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.

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. 

SUPPORT THE SHOW:

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

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