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The Gray Area

The Gray Area with Sean Illing takes a philosophy-minded look at culture, technology, politics, and the world of ideas. Each week, we invite a guest to explore a question or topic that matters. From the state of democracy, to the struggle with depression and anxiety, to the nature of identity in the digital age, each episode looks for nuance and honesty in the most important conversations of our time.

New episodes drop every Monday. Transcripts of the show are available here.

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The latest in The Gray Area

The media wants the audience’s trust. But is it being earned?The media wants the audience’s trust. But is it being earned?
Audio
Politics

Brian Stelter on the fracturing of news, the decline of trust, and what we’ve learned from the Fox News scandal.

By Sean Illing
How Palo Alto created capitalism as we know it
Audio
Podcasts

From Stanford to Theranos, Malcolm Harris explains the weird, dark history of the mythic California city.

By Sean Illing
Neil deGrasse Tyson gets politicalNeil deGrasse Tyson gets political
Audio
The Gray Area

Why the influential astrophysicist is increasingly worried about scientific ignorance.

By Sean Illing
Embrace uncertaintyEmbrace uncertainty
Audio
The Gray Area
A GOP insider on the Republicans who knew Trump was dangerous — and went MAGA anywayA GOP insider on the Republicans who knew Trump was dangerous — and went MAGA anyway
Audio
Politics

A conversation with ex-GOP operative Tim Miller about how Trumpism swallowed the Republican Party whole.

By Sean Illing
What we get wrong about being in loveWhat we get wrong about being in love
Audio
Podcasts

Carrie Jenkins on what philosophy can teach us about love and heartbreak.

By Sean Illing
The profound pessimism of Clarence ThomasThe profound pessimism of Clarence Thomas
Audio
Politics

How “the sense of defeat over the Black freedom struggle” shaped the Supreme Court justice’s thinking.

By Sean Illing
The Marxist scholar who thinks reparations are “a waste of time”
Audio
Podcasts

Adolph Reed on why talk about reparations is counterproductive.

By Fabiola Cineas
The cost of reparations
Audio
Podcasts

Economist William “Sandy” Darity and folklorist Kirsten Mullen on how the United States can compensate Black Americans.

By Fabiola Cineas
Want to be happy? Don’t follow your gut.
Audio
Even Better

A data scientist on what truly makes us happy.

By Sean Illing
Reparations could heal America
Audio
Podcasts

How the US can create a better future by reconciling the past.

By Vox Staff
Reviving the case for reparations
Audio
Podcasts

Lawyer and activist Nkechi Taifa explains why reparations is a policy issue “whose time has come.”

By Fabiola Cineas
What if your financial future wasn’t stressful?What if your financial future wasn’t stressful?
Audio
Even Better

Financial planning isn’t only for people who have a lot of money.

By Julia Furlan
Setting boundaries is more than just saying “no”Setting boundaries is more than just saying “no”
Audio
Even Better

Relationships aren’t always easy to preserve. Boundaries can help.

By Julia Furlan
How capitalism ensnared some of its radical critics
Audio
Podcasts

Postmodernism could’ve been revolutionary. But neoliberalism neutered it.

By Sean Illing
How to define success on your own terms
Audio
Even Better

Minda Harts and Julia Furlan discuss equity and demanding space for yourself in the workplace.

By Julia Furlan
How to save democracy from the Supreme CourtHow to save democracy from the Supreme Court
Audio
Politics

A Harvard law professor on the evolution of the Court and what Congress can do to make it more democratic.

By Sean Illing
New to activism? Here’s where to start.
Audio
Even Better

A conversation with Brea Baker on starting small and getting involved.

By Julia Furlan
Free speech is essential for democracy. Could it also be democracy’s downfall?Free speech is essential for democracy. Could it also be democracy’s downfall?
Audio
Podcasts

Margaret Sullivan and I talk about my new book, The Paradox of Democracy.

By Sean Illing
What keeping secrets does to youWhat keeping secrets does to you
Audio
Science

We can keep a secret — but should we?

By Sean Illing
“How do you go through the world and not be bitter and angry?”“How do you go through the world and not be bitter and angry?”
Audio
The Gray Area

Stoicism, explained.

By Sean Illing
Ukraine and the problem of “futurelessness”Ukraine and the problem of “futurelessness”
Audio
Politics

Historian Timothy Snyder on the war in Ukraine and the future of democracy.

By Sean Illing
Being a good father means rethinking masculinityBeing a good father means rethinking masculinity
Audio
The Gray Area

Michael Ian Black on how to raise better men.

By Sean Illing
The end of history is historyThe end of history is history
Audio
The Gray Area

Francis Fukuyama on liberal democracy and its discontents.

By Sean Illing
Cornel West’s pragmatic AmericaCornel West’s pragmatic America
Audio
Podcasts

Pragmatism is America’s homegrown philosophical tradition. Its lessons are as urgent as ever.

By Sean Illing
Why Anita Hill wants us to take the long view on the Supreme Court
Audio
Politics

“The Supreme Court is only as good as the people who are on it,” the lawyer and scholar tells Vox.

By Fabiola Cineas
Why Americans aren’t happy with their sex livesWhy Americans aren’t happy with their sex lives
Audio
The Gray Area

A new book examines the downsides of sex positivity — and explores the alternatives to our unhappy sexual culture.

By Sean Illing
The philosopher who warned us about loneliness and totalitarianismThe philosopher who warned us about loneliness and totalitarianism
Audio
The Gray Area

Revisiting Hannah Arendt’s ideas about social isolation and mass resentment.

By Sean Illing
Michael Lewis on why Americans don’t trust expertsMichael Lewis on why Americans don’t trust experts
Audio
The Gray Area

How a society that is so good at creating knowledge can be so bad at applying it.

By Sean Illing
The case for regretThe case for regret
Audio
The Gray Area

Regrets, I’ve had a few, and they’re good actually.

By Sean Illing
The wisdom of childrenThe wisdom of children
Audio
The Gray Area

An old book makes an interesting case for parenting as a spiritual practice.

By Sean Illing
The limits of forgiveness
Audio
The Gray Area

A philosopher on the complicated role of forgiveness in a polarized society.

By Sean Illing
Standup comedy and the myth of cancel cultureStandup comedy and the myth of cancel culture
Audio
The Gray Area

David Cross on political humor, how standup has changed, and why complaints about cancellation are “bullshit.”

By Sean Illing
The conversation about guns we’re not havingThe conversation about guns we’re not having
Audio
The Gray Area

A Q&A with a pro-gun journalist about guns and tribalism, the blind spots on both sides, and where the debate might go from here.

By Sean Illing
Russia’s war with Ukraine — and realityRussia’s war with Ukraine — and reality
Audio
Russia-Ukraine war

Peter Pomerantsev on whether Putin’s ability to manufacture reality may have reached its limits in Ukraine.

By Sean Illing
The real story of “Don’t Look Up”The real story of “Don’t Look Up”
Audio
The Gray Area

Co-writer (and Academy Award nominee) David Sirota on what the movie is really about.

By Sean Illing
Why you (probably) won’t finish reading this storyWhy you (probably) won’t finish reading this story
Audio
The Gray Area

We live in the most distracted time in human history. Can we reclaim our attention spans?

By Sean Illing
Why good messaging won’t save DemocratsWhy good messaging won’t save Democrats
Audio
The Gray Area

Dan Pfeiffer on the Democratic brand and how to revive it.

By Sean Illing
Virtual reality is reality, tooVirtual reality is reality, too
Audio
The Gray Area

Philosopher David Chalmers on the significance of digital worlds and why we’re maybe living in a simulation.

By Sean Illing
“When everything looks hopeless, you’re the hope”“When everything looks hopeless, you’re the hope”
Audio
Future Perfect

Jamie Raskin lost his son. He didn’t want to lose American democracy too.

By Dylan Matthews