Episodes
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The Biggest What Ifs for the 2026 Cubs and White Sox
Both the Cubs and White Sox reached the 2026 MLB Playoffs, but each finished their season disappointed. We look back at what could have been. A look at the Cubs and White Sox gold-glove finalists and a preview of the World Series between the Brewers and Rays.
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White Sox Lose Game 5, Blow ALDS to Guardians
The 2026 Chicago White Sox had a very fun year, but for now, they'll be remembered for blowing the ALDS to the Cleveland Guardians.
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Did the White Sox Cave Under Pressure At Home?
The Chicago White Sox will now play a winner-take-all Game 5 on the road in Cleveland after losing two straight at home.
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No One Is Looser Than The 2026 Chicago White Sox
Is it their young, vibrant group of personalities? A happy-go-lucky attitude? Or is it the bidet Munetaka Murakami requested that has kept the Chicago White Sox so loose in 2026? Whatever it is, it's working, as the White Sox have dominated so far in the 2026 MLB Postseason.
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The White Sox Advance to the ALDS After Sweeping Wild Card Round in Houston
For the first time since 2005, the Chicago White Sox have won a playoff series, sweeping the Houston Astros in the Wild Card round. Now, the White Sox head to the ALDS to play the Cleveland Guardians.
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Hagen Smith and Grant Taylor Shove in Game 1 White Sox Win Over the Astros
The Chicago White Sox win Game 1 against the Houston Astros, led by a strong performance by Hagen Smith, who started it, and Grant Taylor, who closed it out.
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Party Like It's 2008, the Cubs and White Sox Are in the Playoffs!
Previewing the Chicago White Sox Wild Card Series vs. the Houston Astros and the Chicago Cubs Wild Card Series vs. the San Diego Padres.
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Cubs and White Sox So Close to Clinching Playoff Berths, But Who Will They Play?
The Chicago Cubs and White Sox are getting close to clinching spots in the postseason, but they remain in a battle for playoff seeding that will determine their opponents.
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Can the White Sox Avoid Completely Choking Away the AL Central Division?
A brutal series loss for the White Sox suddenly has them out of first place in the division for the first time since early July. Can they recover in the final 10 games of the season, or will this be a complete choke job?
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Bullpen Will Be the Death of the 2026 Chicago Cubs, White Sox Rotation: Time to Panic?
Pick your poison: the bullpen blowing it for the Chicago Cubs or the White Sox not having enough quality starting pitchers to win in the playoffs.
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Will the Young White Sox Hang On in September? Cubs Have a Serious Bullpen Problem
The Chicago Cubs and White Sox are each facing their issues as the stretch run begins in September. Can both teams hold on to their playoff spots and fix their problems?
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Quintin Berry and the Cubs Punked the Diamondbacks Over Sign Stealing
A new chapter in the Cubs vs. Diamondbacks rivalry has begun as pitcher Merrill Kelly cried about Quintin Berry stealing signs.
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Cubs vs. White Sox Series Recap: the Best Crosstown Classic Ever
The Chicago Cubs and White Sox gave fans the best Crosstown Classic ever in 2026, as both teams split six games with some truly incredible performances.
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The Chicago Cubs Will Win the 2026 NL Central Division
The Chicago Cubs are rolling; they made the moves they needed to make at the trade deadline, and led by MVP favorite Pete Crow-Armstrong, they will catch the Milwaukee Brewers and win the NL Central Division.
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White Sox Come Away with Big Series Win Over the Guardians
After a rough sweep and a loss on Friday night, the White Sox came back to get a big series win at home against the Guardians, remaining in first place.
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PCA New MVP Favorite, Cubs Loving Trade Deadline, Sox Disappointed in Getz
The Chicago Cubs are riding high after Jed Hoyer delivered a great trade deadline, and now Pete Crow-Armstrong is becoming the new favorite for MVP. White Sox fans were left wanting more, disappointed in Chris Getz, who didn't make a bigger push at the trade deadline.
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Kevin Gausman to the Cubs, Luis Castillo to the White Sox, and More Trades Expected!
The Cubs traded for Kevin Gausman, while the White Sox traded for Luis Castillo to help their respective starting rotations. Fans should be expecting even more moves before the trade deadline passes.
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The White Sox 100% Have to Make a Trade, Who Would the Cubs Need to Trade for Tarik Skubal?
The MLB trade deadline is less than a week away, and both Chicago teams need to trade for starting pitching. From rentals to cost-controlled pitchers, the Cubs and White Sox are expected to make a splash before the deadline passes.
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Who Will White Sox Trade to Replace Injured Kyle Teel. Should Cubs Go All-In for Mason Miller?
The Chicago White Sox catch a terrible break as Kyle Teel suffered another long-term injury. How aggressive will they be in replacing him? The Chicago Cubs need a lot of pitching help, but is there an argument to be made that they should go all-in for Mason Miller?
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MLB Loving White Sox During All-Star Week, Bruce Levine with Hilarious Cubs Tweet
MLB Draft recap. Thoughts on the 2026 MLB All-Star Game and Home Run Derby. Chicago Cubs and White Sox are getting love. A look at who needs to step up for both teams in the second half. Bruce Levine drops an all-time great Cubs tweet.
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MVPete? Trade Targets, White Sox on the Clock for the 1st Overall Pick!
The Chicago Cubs are riding high, led by Pete Crow-Armstrong, who is making a run at MVP. Trade targets for both the Cubs and White Sox. Who will be the No. 1 overall pick???
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Ruth, Gehrig, PCA, Cubs Are Back, White Sox vs. Cleveland Witch
Pete Crow-Armstrong dragged this team from rock bottom, and now the Chicago Cubs are back. Meanwhile, the White Sox get ready for their biggest series of 2026, facing the Cleveland Guardians and a witch.
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The First Place Chicago White Sox Have a Closer Problem!
The Chicago White Sox are in first place, and that means fans aren't giving manager Will Venable a pass anymore with how he's handled the closer situation because Seranthony Dominguez has been bad!
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Pete Crow-Armstrong Is a One-Man Show, Japan Needs to Step Up for the White Sox in All-Star Game Voting
Pete Crow-Armstrong is on fire, performing like the best player in MLB, but the Chicago Cubs are wasting his special season. The White Sox are no longer a surprise, but they still deserve more support in All-Star Game voting.
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BRADEN MONTGOMERY WALK-OFF HR IN HIS MLB DEBUT!
The Chicago White Sox are having a special 2026 season and the latest magic comes from rookie Braden Montgomery, who became only the 5th player in MLB history to hit a walk-off home run in his debut! We have the live reaction.
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Despite Murakami Injury White Sox are Good and Fun, Cubs Glad May Is Finally Over
The Chicago White Sox end the month of May on a high note, despite the injury to Munetaka Murakami, and are now one game behind first place in their division. Meanwhile, the Chicago Cubs are happy that the month is over after an awful slump.
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What In The World Happened to the 2026 Chicago Cubs: Losing Streak Extends to 10 Games
The 2026 Chicago Cubs went from best record in MLB to last place in the NL Central in less than three weeks. What is happening?
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What We Learned in Round 1 of the 2026 Crosstown Classic: the Chicago White Sox Are Good
The Chicago Cubs won the first game, but the White Sox stormed back and took round 1 of the Crosstown Classic.
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Cubs Pitching Trade Targets, Can the White Sox Be a Playoff Team This Year?
Rumors are already starting for the Chicago Cubs, who need pitching help, but will Jed Hoyer make the big move? The White Sox have raised expectations in 2026, and now fans are thinking playoffs.
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Munetaka Murakami's Historic Start, This Is A Drew Romo Podcast Now
White Sox rookie Munetaka Murakami is still having a historic start to his MLB career, but for this week this is a Drew Romo podcast.
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Munetaka Murakami Is Better Than Everyone Thought
Chicago White Sox rookie Munetaka Murakami is becoming a star in MLB, as he continues his record-setting home run pace.
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Noah Schultz Made His MLB Debut! Time to Panic About Pete Crow-Armstrong?
White Sox fans were treated to the MLB debut of starting pitcher Noah Schultz. More prospects coming? Cubs fans may be freaking out over Pete Crow-Armstrong's struggles on offense. Should they?
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Cade Horton Out, Lucas Giolito In? White Sox Finally Called Up a Good Prospect!
The Cubs are going to be without Cade Horton for the rest of 2026, so should they go and sign Lucas Giolito? The White Sox are adding help to the pitching staff by finally calling up a good prospect.
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The Chicago White Sox Have a New Savior: Murakami-sama
Japanese star Munetaka Murakami is off to a hot start, and he's giving the Chicago White Sox hope to begin the 2026 season.
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BREAKING: Cubs Sign Nico Hoerner to 6-YEAR CONTRACT EXTENSION!
The Cubs might have lost, but they won Opening Day by signing Nico Hoerner to a six-year contract extension.
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2026 Chicago Cubs & White Sox Season Preview! Pete Crow-Armstrong Extension, World Series Three-Peat?
Pete Crow-Armstrong signs record-breaking contract extension just before Opening Day. Our 2026 Chicago Cubs and White Sox season preview, World Series predictions, and more!
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Injured Cubs & Sox, Is There Any Way to Fix the World Baseball Classic?
The Cubs and White Sox are both facing injuries heading into Opening Day. The World Baseball Classic ended with another loss for Team USA and the question remains if anything can be done to make it matter more for the United States.
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Kyle Teel Injured, USA Advances in WBC Despite Idiot Manager
Chicago White Sox catcher Kyle Teel will miss the start of the regular season after getting injured in the World Baseball Classic. Cubs and White Sox getting attention in WBC and Team USA is on the quarterfinals despite Mark DeRosa being an idiot.
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Cubs Moving On From Ian Happ? White Sox Prospect Sam Antonacci Might Be A Guy
Top stories of the week: Ian Happ's Future Luisangel Acuña at Leadoff? Justin Steele's Return Edgar Quero Breakout Potential Whiff of the week: Marquee and CHSN Ketchup on Hot Dogs Hardos Jurickson Profar PED Suspension Debate of the Week: Ben Brown vs. Jameson Taillon Sam Antonacci to the OF?…
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Pete Crow-Armstrong Starts War vs. Dodgers
Top stories of the week: PCA vs. Dodgers Fans Munetaka Murakami o/u 28 HR? McDougal Favorite for 5 SP? Cubs Sign Conforto Whiff of the week: Pete Crow-Armstrong Boring? Cubs Hit Into Embarrassing Triple Play Debate of the Week: Tarik Skubal 1 Start in WBC Free for All: Take Roch Cholowsky No…
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White Sox Rookie Munetaka Murakami Overhyped?
Pinwheels And Ivy debates this week's Top 5 Stories. Murakami Already Overhyped? Cubs Visa Issues Getz vs. Hahn Bregman New Cubs Leader Cubs/Sox Burner Accounts Whiff of the Week. Yankees Fans Become obsessed with Nico Hoerner trade rumors. Bruce Levine dead wrong about Zac Gallen The Free for…
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Cubs & White Sox SHOCKING Spring Training Surprises: Players Who Could Break Out in 2026!
Who will shock Cubs and White Sox fans and make the team out of spring training? Cubs trade rumors dead thanks to Brewers trade. Kris Bryant slander is out of control and Carlton Fisk broke one of our hearts as a kid.
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Should White Sox Fans Be Happy with Chris Getz's Offseason?
The White Sox have been active this offseason heading into 2026, but how would fans grade Chris Getz?
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Luis Robert Jr. Is Going to Suffer the Stupidest Injury with the Mets
Reacting to the Luis Robert Jr. trade. Did the White Sox get enough back? Predicting Robert's future with the Mets. The Nico Hoerner disrespect continues and the Cubs have a spring training position battle brewing.
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Chicago Baseball Is Changing: Cubs and White Sox Offseason Breakdown
Cubs headline offseason by signing Alex Bregman, while the White Sox took a swing with Munetaka Murakami and Luis Robert Jr. has officially been traded.
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White Sox Pitching in Deeper Trouble with Martín Perez Injury
The White Sox will have bigger problems in the pitching staff following Martín Perez's injury. Offense still looks awful.
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The 2025 Cubs Are Actually Good
Yes, the 2025 Cubs are actually good.
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2025 Chicago Cubs: Playoffs or Bust
Previewing the 2025 Chicago Cubs.
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Predicting the 2025 Chicago White Sox
A preview of the 2025 Chicago White Sox.
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The Colson Montgomery Decision
The Chicago White Sox made a decision with one of their top prospects as shortstop Colson Montgomery will not make the Opening Day roster.
About this show
All things Cubs and White Sox.
Hosted by
Pinwheels And Ivy Podcast
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