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The Bulwark Podcast - Ryan Holiday: Life Is Too Short to Be a Bootlicker

Members of the administration, like Stephen Miller, who spend hours every day kissing Trump’s ass look so pathetic—but since the time of the ancients, courtiers have gone to great lengths to degrade themselves before the vain and vindictive. And one lesson for the ages is to not compromise with an extortionist: it will only lead to more extortion and more pressure because the extortionist wants everything. Meanwhile, Elon’s brain is broken, Peter Thiel spends too much time at dinner parties, Trump’s media diet allows no time for presidential reflection, and authoritarians can be seductive. Plus, Tim sees the redistricting fight looking better for Democrats, and argues that the best way to shut down the talk of a decrepit Trump running in ‘28 is to make sure the Dems win the House in 2026.

Ryan Holiday joins Tim Miller for the weekend pod. 

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The Book Review - Joe Hill’s Scary Book Recs and Victor LaValle on “The Haunting of Hill House” (Rerun)

May October never end! As Halloween approaches, we present you with two conversations from years past with great horror authors. Joe Hill, whose latest, "King Sorrow," is out now, recommends several great spooky reads. And Victor LaValle ("Lone Women") talks about the book he has read the most in his life: Shirley Jackson's "The Haunting of Hill House."

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1A - The News Roundup For October 24, 2025

The government shutdown is now the second longest in the nation’s history, and federal workers missed their first full paycheck this week. Negotiations between Republicans and Democrats seem to be going nowhere.

Following a federal court’s approval, the Trump administration is one legal hurdle away from getting the green light to send National Guard troops into Portland, Oregon. And Trump reversed his decision to send troops to San Francisco after a conversation with the city’s mayor.

Plus, Republican House Speaker Mike Johnson continues to refuse to swear in newly-elected Arizona congresswoman Adelita Grijalva.

And, in global news, Israel returned the bodies of several hundred Palestinian prisoners this week. And the fragile ceasefire holds between Israel and Hamas holds; despite Israel killing more than 100 Palestinians and injuring at least 230 over the last two weeks.

Donald Trump says a meeting with Russian President Vladimir Putin to discuss an end to the war in Ukraine has been called off.

And, days before President Trump is set to visit the country, Japan swears in its first-ever female prime minister, Sanae Takaichi.

We cover the most important stories from around the world on the News Roundup.

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In the Loop with Sasha-Ann Simons - WBEZ’s Weekly News Recap: Oct. 17, 2025

Federal agents arrested immigrants across the Chicago area and detained U.S. citizens, including a teen protester and will extend their stay at Great Lakes Naval Base. Lawmakers in Springfield condemned ICE raids and explored state responses to federal agents in Illinois. Mayor Johnson pitches a corporate head tax in his budget address. Reset breaks down these stories and much more with journalists Alex Nitkin with the Illinois Answers Project, City Cast Chicago’s Jacoby Cochran, and Violet Miller with the Chicago Sun-Times. For a full archive of In The Loop interviews, head over to www.wbez.org/intheloop.
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In the Loop with Sasha-Ann Simons - WBEZ’s Weekly News Recap: Oct. 17, 2025

Federal agents arrested immigrants across the Chicago area and detained U.S. citizens, including a teen protester and will extend their stay at Great Lakes Naval Base. Lawmakers in Springfield condemned ICE raids and explored state responses to federal agents in Illinois. Mayor Johnson pitches a corporate head tax in his budget address. Reset breaks down these stories and much more with journalists Alex Nitkin with the Illinois Answers Project, City Cast Chicago’s Jacoby Cochran, and Violet Miller with the Chicago Sun-Times. For a full archive of In The Loop interviews, head over to www.wbez.org/intheloop.
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Headlines From The Times - Early California Voter Turnout Surges, NBA Gambling Scandal, LAFD Retaliation Claim, Westminster Mall Redevelopment, Waymo Federal Investigation

California’s early voter turnout is exceeding expectations ahead of November’s special election, with more than 3.4 million mail-in ballots already returned — a potential boost for Proposition 50, the redistricting measure backed by Democrats. In national news, NBA coach Chauncey Billups and player Terry Rozier face federal charges in a sweeping sports gambling probe. L.A.’s firefighters union president accuses Mayor Karen Bass of retaliation after criticizing city funding. Orange County says goodbye to the 50-year-old Westminster Mall as redevelopment plans move forward. In business, Waymo faces a federal investigation after one of its self-driving taxis failed to stop for a school bus in Atlanta.

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What Next - What Next | Daily News and Analysis – Bonus: The Scariest Halloween Costume

The streets are full of ghouls, masked horrors, and terrifying make-up—also it will be Halloween soon. 

Guest: Luke Winkie, Slate staff writer.

This episode is member-exclusive. Listen to it now by subscribing to Slate Plus. By joining, not only will you unlock exclusive episodes of What Next —you’ll also access ad-free listening across all your favorite Slate podcasts. You can subscribe directly from the What Next show page on Apple Podcasts and Spotify. Or, visit slate.com/whatnextplus to get access wherever you listen.

Podcast production by Elena Schwartz, Paige Osburn, Anna Phillips, Madeline Ducharme, and Rob Gunther.


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