The Stretch

Barstool Sports Homepage

This layout is the Featured section for barstoolsports.com and the Barstool iOS app.

Featured Section

Slot 1

Slot 2

Slot 3

This layout is the home feed section for barstoolsports.com and the Barstool iOS app.

Feed Section

Slot 4

Slot 10

On today's episode of The Stretch, we get into how the Cubs/White Sox rivalry is has lost it's luster, the Bulls getting the #4 pick in the NBA Draft, and confront Connor Burns for wearing White Sox merchandise to a Sox game as a Cubs fan.

SUPPORT THE SHOW

NOBULL - Visit https://nobullproject.com and use code STRETCH for 35% off your entire FIRST order. 

Mountain Dew - Enjoy the refreshing citrus kick of Mountain Dew: an  American Original. Grab a Dew. Tasting Great Since 48.  

Mars Men - For a limited time, our listeners get 50% off FOR LIFE, Free Shipping, AND 3 Free Gifts at Mars Men at https://Mengotomars.com

DraftKings - Gambling Problem? Call 1-800-GAMBLER.
18+ (21+ in certain states) to open, own, or access an advance deposit wagering account and resident of state where DK Horse is available. Eligibility restrictions apply. Void where prohibited. Opt-in req. Min. $5 wager. Only the first straight single horse win wager on Preakness Stakes placed after opt-in is eligible. Wager must win to qualify for an equal share of $150,000. Reward issued in cash within 7 days of race completion via a click to claim, which expires 30 days (720 hours) after receipt. Unclaimed rewards will be forfeited. Ends at the closing of the final wagering pool for the Preakness Stakes on 5/16/26. Terms: www.dkhorse.com/bet/offers/details; www.racing.draftkings.com/promos Sponsored by DraftKings.

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

Confronting Connor Burns On White Sox Fandom & Is A New Era Of Basketball in Chicago Beginning?

All right, guys, coming up in the stretch, we're obviously going to talk about the Bulls Ping Pong Lottery luck. We're going to about the Blackhawks non-Ping Pong lottery luck. We're gonna talk Cubs Sox, we'll talk some Bears, and everything Chicago sports. It's a stretch. This episode is brought to

On today's episode of The Stretch, we get into the baseball teams in Chicago trading upwards. We also get into the NBA & NHL playoffs and breakdown the top 5 Chicago draft picks that broke our hearts the most.

Fast Growing Trees - Get 20% off your first purchase at https://FastGrowingTrees.com/STRETCH when using the code STRETCH at checkout

Mountain Dew - Enjoy the refreshing citrus kick of Mountain Dew: an  American Original. Grab a Dew. Tasting Great Since 48.

The Top 5 All Time Chicago Draft Picks That Broke Our Hearts + Baseball Is Heating Up

All right, today coming up on the stretch, we are talking about the blazing hot Chicago Cubs and surprisingly hot Chicago White Sox will also be doing a top five list of players, Chicago players, not just specific to the Bears who have been drafted by the teams and have broken our heart amongst othe

On today's episode of The Stretch we recap the Chicago Bears 2026 draft class. While some picks may seem questionable and some needs appear to not be addressed, we have decided to trust Ben Johnson's process. We talk about some of the Bears newest rookies, Billy Donovan stepping down, the Cubs 10 game winning streak snapped and more.

On today's episode of The Stretch we recap the Chicago Bears 2026 draft class. While some picks may seem questionable and some needs appear to not be addressed, we have decided to trust Ben Johnson's process. We talk about some of the Bears newest rookies, Billy Donovan stepping down, the Cubs 10 game winning streak snapped and more.

SUPPORT THE SHOW

Mountain Dew - Enjoy the refreshing citrus kick of Mountain Dew: an  American Original. Grab a Dew. Tasting Great Since 48.  

Shopify - Sign up for your one-dollar-per-month trial today at https://SHOPIFY.com/stretch  

Kraken - Kraken's giving you $25 inBitcoin, new users go to kraken.com/barstool, use code BARSTOOL25 when you sign up, deposit and trade $100 boom -- $25 in BTC. 

Disclaimer: Securities and brokerage services offered by Kraken Securities LLC, member FINRA/SIPC. Digital asset services offered by Payward Interactive Inc., (NMLS ID:1843762) a FINCEN registered money services business, not a member of FINRA/SIPC and not FDIC insured

DraftKings - Gambling Problem? Call 1-800-GAMBLER.
18+ (21+ in certain states) to open, own, or access an advance deposit wagering account and resident of a state where DK Horse or DK Racing is available. Eligibility restrictions apply. Void where prohibited. Opt-in req. Min. $5 wager. Only the first straight single horse win wager on the Kentucky Derby placed after opt-in is eligible. Wager must win to qualify for an equal share of $1,000,000. Reward issued in cash within 7 days of race completion via a click to claim, which expires 30 days (720 hours) after receipt. Unclaimed rewards will be forfeited. Ends at the closing of the betting pool for the Kentucky Derby on 5/2/26. Terms: www.dkhorse.com/bet/offers/details; www.racing.draftkings.com/promos Sponsored by DraftKings.

We Are Trusting Ben Johnson's Draft Decisions + Billy Donovan Stepping Down

On today's episode of The Stretch we are joined by Steve Muench, the co-host of The Mcshay Show, to breakdown the many possible scenarios the Bears may find themselves in for the NFL Draft. We discuss how this is the least excited we have been for the NFL draft in a while (this is a good thing), how the Cubs offense is starting to click, and the Bulls securing a second 1st round draft pick.

Steve Muench Breaks Down All Bears Draft Scenarios

On today's episode of The Stretch, we start the show with talks of the Bulls firing GM Artūras Karnišovas, and starting a new era with a good chance at a top 5 pick in the draft. We then get into the Bears stadium updates and how the Bears most likely option is in Hammond, Indiana, and what that means for Bears fans. We then get into how the Blackhawks are looking at a top pick in the draft, and it's too early to panic about baseball.

The Bears May Actually Be Moving To Indiana & The New Era Of The Bulls Begins

On today's episode of The Stretch, we get into the White Sox being on a 3 game win streak and how the banana bread bet is off to a hot start. We then get into the Cubs struggles and Cade Horton's injury. We are then joined by Big Cat for some talk of the upcoming nation championship for college basketball, and how the Chicago Bulls have hit a new low - To which we pose the question: how much worse would Big Cat realistically do as GM of the Chicago Bulls? Also Eddie is once again roasted for his secret Duke fandom. We close the show with a Masters preview from longtime Barstool blogger Barstool Banks.

Featured

Cities

Sports

Barstool Brands

Sports

Cities

Trending

The Stretch

The best Chicago sports podcast in history

All Podcast Episodes

The Stretch

May 11th, 2026 · 1 hr 2 min

The Stretch

May 4th, 2026 · 1 hr 9 min

The Stretch

April 27th, 2026 · 51 min

The Stretch

April 20th, 2026 · 1 hr 5 min

The Stretch

April 13th, 2026 · 55 min

The Stretch

April 6th, 2026 · 1 hr 4 min

Get Daily Recaps, Every Weekday

Advertisement

The Stretch

More Pods Like This

Unfiltered. Unapologetic. In Your Inbox.