The Chicago Way

The Chicago Way w/John Kass (07/02/18): This week John Kass and Jeff Carlin are joined by former federal prosecutor and head of the Illinois Republican Party Pat Brady to talk about the race for Illinois’ next governor, how the retirement of Supreme Court Justice Anthony Kennedy will impact the fall elections, and under-reported rift in the Democratic party. Then, Chairman and CEO of the Illinois Policy Institute John Tillman looks at how the SCOTUS ruling on Janus v. AFSCME will […]

The Chicago Way: Bucolic Suburban Bureau, Episode 1 (6/28/18): John Kass reports from his Bucolic Suburban Bureau office on the big stories of the week, including how the Supreme Court’s ruling on Janus v. AFSCME will impact the Rauner v. JB race for Governor, the Democratic revolution that’s going uncovered by mainstream media, and Kasso’s son Spiro breaks down a World Cup that is full of drama (and may lead to rare White House visit.) Follow @John_Kass Follow @JPCarlin Download […]

The Chicago Way w/John Kass, Ep.108(6/25/18): This week John Kass and Jeff Carlin are back in-studio at WGN’s palatial new digs, high above the Chicago River, and Chicago Tribune editorial cartoonist Scott Stantis joins the show. On the docket for discussion: what to do about immigration reform, members of the media crying, and the career of Charles Krauthammer. Plus, Kasso is in search of the perfect peach. Follow @John_Kass Follow @ScottStantis Follow @JPCarlin Download this episode here by using ‘Save […]

The Chicago Way w/John Kass, Ep.107(6/18/18): This week John Kass and Jeff Carlin present never-before-heard tape of their time at the 2016 Republican National Convention in Cleveland with Chicago Tribune columnist and Editorial Board member Kristen McQueary. Up for discussion: life in the media covering conventions, why some politicians avoided Cleveland, campaign themes songs, and what was expected of the candidates on their big night. Plus, Kasso’s chance run-in with Charles Krauthammer. Follow @John_Kass Follow @StatehouseChick Follow @JPCarlin Download this […]

The Chicago Way w/John Kass – Ep 106 (06/11/18): This week John Kass and Jeff Carlin reminisce about leaving the iconic Tribune Tower and tour the increasingly empty building. Then, Chicago Principals Association President Troy LaRaviere stops by to lay out his case for being Chicago’s next mayor and explains why he thinks the entire Chicago School Board needs to resign. Follow @John_Kass Follow @TroyLaRaviere Follow @JPCarlin Download this episode here by using ‘Save As’here> Subscribe to The Chicago Way […]

The Chicago Way w/John Kass – Ep 105 (05/29/18): This week John Kass and Jeff Carlin are joined by Chicago Tribune Literary Editor-at-Large Elizabeth Taylor to preview the 2018 Printers Row Lit Fest and what makes this event such a special experience. Then Chicago Tribune columnist and Editorial Board member Kristen McQueary stops with a debrief of The City Club of Chicago’s “The Future of the Republican Party in Illinois” wherein friends of the podcast Pat Brady & Dan Proft […]

The Chicago Way w/John Kass, Episode 104: John Kass and Jeff Carlin are joined by Chicago Tribune Editorial Board cartoonist Scott Stantis to discuss the merits of the Barack Obama Presidential Center, why some news stories go viral but others don’t, and how perception impacts reality. Plus, Kasso explains the difference between British royals & American royals. Follow @John_Kass Follow @SStantis Follow @PoppyCrum Follow @JPCarlin Download this episode here by using ‘Save As’here>

The Chicago Way w/John Kass, Episode 103: John Kass and Jeff Carlin this week welcome Chicago Tribune Editorial Board member and columnist Kristen McQueary to the podcast to talk about why a business deal between Mayor Rahm Emanuel’s money guy, closest confidant and top fundraiser Michael Sacks and labor boss Jorge Ramirez, another Emanuel guy and chairman of the Chicago Sun-Times, isn’t getting a lot of coverage. Brothers Jeffrey & Michael Gentile, Jr. join the conversation to talk about their […]

The Chicago Way w/John Kass, Episode 103: John Kass and Jeff Carlin this week welcome Chicago Tribune Editorial Board member and columnist Kristen McQueary to the podcast to talk about why a business deal between Mayor Rahm Emanuel’s money guy, closest confidant and top fundraiser Michael Sacks and labor boss Jorge Ramirez, another Emanuel guy and chairman of the Chicago Sun-Times, isn’t getting a lot of coverage. Brothers Jeffrey & Michael Gentile, Jr. join the conversation to talk about their […]

The Chicago Way w/John Kass, Episode 102: John Kass and Jeff Carlin discuss America’s favorite summer past-time, yelling at umpires & referees.  Sparked by a great piece from the Chicago Tribune’s Kate Thayer,  Kasso & Carlin look at why a referee/umpire shortage is causing some park districts to rethink youth sports programs and how parents should handle themselves on the playing field. Real Clear Politics’ Tom Bevan also joins the podcast to analyze how the Stormy Daniels fiasco is impacting […]

The Chicago Way w/John Kass, Episode 102: John Kass and Jeff Carlin discuss America’s favorite summer past-time, yelling at umpires & referees.  Sparked by a great piece from the Chicago Tribune’s Kate Thayer,  Kasso & Carlin look at why a referee/umpire shortage is causing some park districts to rethink youth sports programs and how parents should handle themselves on the playing field. Real Clear Politics’ Tom Bevan also joins the podcast to analyze how the Stormy Daniels fiasco is impacting […]

The Chicago Way w/John Kass, Episode 101: John Kass and Jeff Carlin are joined by the newest member of WGN-TV’s news team Joe Donlon to talk about working in the self-proclaimed “weirdest city in America,” coming to the Windy City, and the first time he met his new boss at a bar in Los Angeles. Also this week, Chicago Tribune Editorial Board cartoonist Scott Stantis stops by to talk about the politics of Kanye West and how the race the […]

The Chicago Way w/John Kass, Episode 101: John Kass and Jeff Carlin are joined by the newest member of WGN-TV’s news team Joe Donlon to talk about working in the self-proclaimed “weirdest city in America,” coming to the Windy City, and the first time he met his new boss at a bar in Los Angeles. Also this week, Chicago Tribune Editorial Board cartoonist Scott Stantis stops by to talk about the politics of Kanye West and how the race the […]

The Chicago Way w/John Kass, Episode 100: John Kass and Jeff Carlin are joined by Chicago Tribune Editorial Board member/columnist Kristen McQueary with a look at Circuit Court Clerk Dorothy Brown’s plan to run for mayor of Chicago, Governor Bruce Rauner’s ability to coalesce the seemingly fractured Republican electorate, and Kristen’s new weekly column. Former Chicago Police Supt. Garry McCarthy joins the podcast to lay out his campaign for mayor, posit a theory about the city’s handling of a controversial […]

The Chicago Way w/John Kass, Episode 100: John Kass and Jeff Carlin are joined by Chicago Tribune Editorial Board member/columnist Kristen McQueary with a look at Circuit Court Clerk Dorothy Brown’s plan to run for mayor of Chicago, Governor Bruce Rauner’s ability to coalesce the seemingly fractured Republican electorate, and Kristen’s new weekly column. Former Chicago Police Supt. Garry McCarthy joins the podcast to lay out his campaign for mayor, posit a theory about the city’s handling of a controversial […]