The Stretch

On today's episode of The Stretch we are joined by ESPN 1000's David Kaplan. We get into how we had gotten started in Chicago media with no prior experience, some of his best stories on being in media during the 90's, how to fix some of the struggling Chicago teams and more.

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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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David Kaplan On Ruining Potential Scottie Pippen Trade & Best Media Stories From 90's

On today's episode of The Stretch, we begin the show by recapping the first weekend of the 2026 MLB season and how there's no need to worry about the Cubs despite 2 losses. Big Cat and White Sox Dave place a bet on the over/under of total wins for the Chicago White Sox - if WSD wins he gets $1000. If Big Cat wins Dave must bake him Banana bread once a week for the rtest of the year. Later, we get into Eddie trying to defend Duke's Elite 8 melt down loss and the rest of the panel roasts him for his Duke fandom and more. 

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Chapters:

0:00 - Intro
0:39 - Baseball Opening Weekend
21:24 - Caleb Williams Ice Man Trademark
25:34 - Duke'sCollapse
37:55 - College Basketball Preview
47:41 - Did Eddie Snitch on Rico Bosco?

Eddie Defends Duke's Meltdown & Big Cat Places Banana Bread Bet

On today's episode of The Stretch we are joined by former White Sox Catcher and MLB Champion Aj Pierzynsk. We get into this thoughts going into the 2026 MLB season, how the Cubs ownership isn't much different than that of the White Sox. We then get into his love for Cubs Pete Crow Armstrong. Later we get into some Bears talk with Barstool's newest hire Connor Burns. We made him answer for some of his old takes, break down our thoughts approaching the draft and more.

Aj Pierzynski on Opening Day in Chicago, PCA and Spending Over On The Northside + Connor Burns Apologizes For Old Takes

On today's episode of The Stretch, Big Cat is back on the show and we get his thoughts on the Bears moves so far in this off season. We also start the show with a little recap of the past weekend of Chicago's St. Patrick's day. Later we get into Kyler Murray on the Vikings, some tournament talk, to which reveals Eddie may actually be a duke fan.

The Maxx Crosby Saga Has Ended & Eddie is Secretly a Duke Fan

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On today's episode of The Stretch, the NFL's free agency window has opened and the Bears have been active. We also recap the Bears trading DJ Moore, Drew Dalman retiring seemingly out of nowhere and other roster moves. We are then joined by 7x NBA champion Robert Horry, and get into the Blackhawks being active at the trade deadline.

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Chicago's Free Agency Begins, DJ Moore Traded, Drew Dalman Retires + 7x NBA Champion Robert Horry

On today's episode we are joined by the general manager of the Chicago Blackhawks Kyle Davidson. We start the show with some news of the Chicago Bears and some of the potential roster moves we may be seeing in the upcoming weeks. We then get into our interview with Kyle Davidson, where we get into his philosophy for building a team that can compete for a Stanley Cup, some ins and outs on some recent moves, the young stars around the city and more.

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Kyle Davidson On The Blackhawks Philosophy For Building a Contender & Chicago's Young Stars | FULL INTERVIEW

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David Kaplan On Ruining Potential Scottie Pippen Trade & Best Media Stories From 90's

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