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The Cubs were the best team in baseball through their first 39 games. But in the 30 games since then, they were among the worst teams in baseball with an 8-22 record.
How did that happen? Why has the season gone sideways?
The Bigs' Eugene McIntosh joins Andy Martínez, Tony Andracki and Kyle Millinowisch on the Windy City Breakdown podcast to attempt to answer those questions -- the biggest questions of the Cubs season to date.
From Nico Hoerner's struggles to a slew of players not meeting expectations, this Cubs season has gone off the rails a bit. How does that affect what the team will do at the trade deadline? Does it change how we should view the rest of the season and the Cubs' playoff chances?
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The Cubs are getting some reinforcements back on the pitching staff with Matthew Boyd and Edward Cabrera set to return in the next week or so. But how effective will they be? And who will get bumped from the rotation?
One pitcher who looks like a sure thing to stick around is Ben Brown, who may actually be the Cubs' best bet for an All-Star next month. Andy Martínez, Tony Andracki and Kyle Millinowisch discuss all the latest with the Cubs pitching staff, including Brown's big breakout, Jameson Taillon's home run struggles and much more.
Plus, is there a downside to Caleb Williams gracing the Madden video game cover? And what's behind the offensive woes for veteran players like Alex Bregman and Dansby Swanson?
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FINALLY. It happened.
The Cubs won a game.
After a brutal 10-game slog, the Chicago Cubs came out victorious in Pittsburgh, halting the franchise's toughest stretch since that fateful losing streak in the summer of 2021. Andy Martínez, Tony Andracki and Kyle Millinowisch discuss the latest streak on the Windy City Breakdown Podcast and try to make sense of a team that put up a pair of 10-game winning streaks AND a 10-game losing streak all in a little over a month.
What does this stretch tell us about the 2026 Cubs and how the rest of the season will play out? What lingering aspects of the losing streak remain even after it has run its course? And is it too early to discuss Tarik Skubal and potential trade deadline targets?
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The Cubs are in a funk.
They were firing on all cylinders earlier in the year, with multiple 10-game winning streaks. But they are in the upside down right now, struggling in every aspect of the game.
Andy Martínez, Tony Andracki and Kyle Millinowisch analyze it all on the latest Windy City Breakdown Podcast, from the series sweep at the hands of the "no-name" Brewers to Pete Crow-Armstrong's controversial miscues to the Cubs' struggles with runners in scoring position.
Plus, why the Brewers deserve the utmost respect -- despite their manager's silly stance.
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Crosstown Classics are always fun, but the first edition of the 2026 matchup between the Cubs and White Sox should be a blast.
Andy Martínez, Kyle Millinowisch and Tony Andracki are joined by CHSN's Chuck Garfien to preview the matchup between the two teams that are off to strong starts. Chuck also shares the behind-the-scenes, incredible story of breaking the news that the White Sox were retiring Ozzie Guillen's number.
Later in the pod, Andy, Kyle and Tony discuss what's going on with the Cubs on the road compared to at Wrigley Field. Then, Kyle brags about his one prediction he's absolutely nailed thus far.
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The Cubs are off to their best start since 2016 (and one of the greatest starts in franchise history).
Why?
Andy Martínez, Tony Andracki and Kyle Millinowisch break it down on the latest Windy City Breakdown Podcast, discussing "undertalked" about storylines, the keys behind the team's winning streaks and success at home and much more.
Plus, a view at how ABS has changed the game and why Carson Kelly is the greatest ABS player of all-time. And we kept the receipts on Andy's worst take of the season so far.
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The NFL Draft is in the books and the Bears added some playmakers to their roster. The Score's Chris Emma stops by the Windy City Breakdown to chat with Andy Martínez, Tony Andracki and Kyle Millinowisch on the Bears' draft haul, what to make of Dillon Thieneman and provides an answer as to why the heck the team took a tight end in the third round.
Plus, how do the Cubs survive the wild rash of injuries on the pitching staff? And are Pete Crow-Armstrong's offensive struggles starting to become a serious concern?
To end the episode, the quartet takes a trip down memory lane (and down a rabbit hole, honestly) with some early 2000s Cubs thoughts.
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The Cubs haven't lost for a calendar week and seem to be firing on all cylinders right now. Andy Martínez, Tony Andracki and Kyle Millinowisch each provide their top takeaway from the team's 6-game winning streak.
Is it time to talk about Colin Rea and his underrated contributions on the Cubs pitching staff over the last two seasons? Does Moisés Ballesteros need to more against lefties? Are the Pirates real, actual contenders in the NL Central?
Plus, we start a fun new segment reflecting back at a player who holds a special place in Cubs history.
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Cade Horton is officially done for the season. How does that affect the calculus for the 2026 Chicago Cubs?
The Athletic's Patrick Mooney joins the Windy City Breakdown Podcast to chat with Andy Martínez, Tony Andracki and Kyle Millinowisch about what comes next for the Cubs in the aftermath of Horton's devastating injury. Does this mean the Cubs will be actively searching for a rotation upgrade on the free agent or trade market? Does it change anything for top pitching prospect Jaxon Wiggins?
Plus, Mooney shares some 2016 Cubs memories, explains his first impressions of Edward Cabrera and Alex Bregman and also analyzes the bullpen struggles and how the Cubs can right the ship.
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Cade Horton (forearm) and Matthew Boyd (biceps) are both on the IL, meaning the Cubs will be without their top two starters for at least two weeks. But in the case of Horton, could he be on the shelf for far longer?
Andy Martínez, Tony Andracki and Kyle Millinowisch reacts to the injury news and rates their own panic levels of the Cubs on the latest Windy City Breakdown Podcast after the first nine games of the 2026 MLB season.
Plus, what should the Cubs do with Ben Brown and how will the rest of the bullpen find its level? And is it time to call up Kevin Alcántara?
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