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The Gray Area with Sean Illing

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 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. N

Why everyone is embracing populism
Nov 2026
0:00 / 27:24
How Silicon Valley learned to love war
Nov 2026 · 1 book
0:00 / 52:38
Cover of The Imagineers of War: The Untold Story of DARPA, the Pentagon Agency That Changed the World
The Imagineers of War: The Untold Story of DARPA, the Pentagon Agency That Changed the World
Sharon Weinberger
her new book is called valley of death how big tech is fueling the future of war ▶ tap to play from here
Is America a gerontocracy?
Oct 2026
0:00 / 47:07
Inside the secret race to build artificial intelligence
Oct 2026 · 2 books
0:00 / 44:14
Cover of The AGI Chronicles: The Inside Story of the Race to Create an Artificial Superintelligence
The AGI Chronicles: The Inside Story of the Race to Create an Artificial Superintelligence
Kevin Roose
journalist kevin roos whose new book the agi chronicles the inside story of the race to create an artificial superintelligence ▶ tap to play from here
Cover of The Making of the Atomic Bomb
The Making of the Atomic Bomb
Richard Rhodes
dario amade in particular is obsessed with this book the making of the atomic bomb which is a polter winning history of the manhattan project written by richard rhodes ▶ tap to play from here
What makes a life good enough?
Oct 2026 · 1 book
0:00 / 44:04
Cover of The Art of the Nice Life: How to Elevate the Everyday and Find Joy in What You Have
The Art of the Nice Life: How to Elevate the Everyday and Find Joy in What You Have
Rachel Wilkerson Miller
we talk about her book the nice life how to elevate the everyday and find joy in what you have ▶ tap to play from here
Can prediction markets be good for society?
Oct 2026
0:00 / 48:08
Our gender divide
Oct 2026 · 3 books
0:00 / 46:44
Cover of Generation Uncoupled: A Generation Apart: America's New Gender Divide and the Crisis of Human Connection
Generation Uncoupled: A Generation Apart: America's New Gender Divide and the Crisis of Human Connection
Daniel Cox
danielle has just written a new book titled generation uncoupled america's new gender divide and the crisis of human connection ▶ tap to play from here
Cover of Rethinking Sex: A Provocation
Rethinking Sex: A Provocation
Christine Emba
some of that was drawn from your you know truly excellent book rethinking sex right ▶ tap to play from here
Cover of The Second Coming
The Second Coming
Carter Sherman
from the journalist carter sherman's book the second coming ▶ tap to play from here
The death row assembly line
Oct 2026 · 1 book
0:00 / 58:34
Cover of To Catch a Devil
To Catch a Devil
Pamela Colloff
she has a new book out called to catch a devil ▶ tap to play from here
Is it bad to want to be rich?
Oct 2026 · 3 books
0:00 / 50:36
Cover of Why It's Okay to Want to Be Rich
Why It's Okay to Want to Be Rich
Jason Brennan
author of a book with an unforgettable title why it's okay to want to be rich ▶ tap to play from here
Cover of The Wealth of Nations
The Wealth of Nations
Adam Smith
adam smith wrote this book called the wealth of nations in seventeen seventy six ▶ tap to play from here
Cover of Glass Houses: Choosing Grace in a Judgmental World
Glass Houses: Choosing Grace in a Judgmental World
Jason Brennan
a book coming out in about a month that's called uh uh glass houses choosing grace in a judgmental world ▶ tap to play from here
Why does killing a bug feel wrong?
Oct 2026
0:00 / 34:45
How trauma became a status symbol
Sep 2026 · 4 books
0:00 / 41:12
Cover of Traumatized: The New Politics of Public Suffering
Traumatized: The New Politics of Public Suffering
Catherine Liu
scathing new book traumatized the new politics of public suffering ▶ tap to play from here
Cover of The Making of the English Working Class
The Making of the English Working Class
E. P. Thompson
e p thompson tries to paint a port portrait of that in the invention of the english working class ▶ tap to play from here
Cover of Capital
Capital
Karl Marx
you have to go into e p thompson and marks to get an account of what it was like to be in in the factories ▶ tap to play from here
Cover of The Cult of Smart: Education and Our Degrading Democracy
The Cult of Smart: Education and Our Degrading Democracy
Freddie deBoer
i think you're talking about freddie deborah's book i think on um mental illness as identity ▶ tap to play from here
Inside the world of cash advance apps
Sep 2026
0:00 / 41:08
This is how you rule the world
Sep 2026 · 1 book
0:00 / 58:31
Cover of How to Rule the World: An Education in Power at Stanford University
How to Rule the World: An Education in Power at Stanford University
Theo Baker
theew's book is called how to rule the world and the title isn't a metaphor ▶ tap to play from here
Is starting a family becoming impossible?
Sep 2026 · 1 book
0:00 / 58:01
Cover of Inconceivable: The Impossibility of Family in an Age of Uncertainty
Inconceivable: The Impossibility of Family in an Age of Uncertainty
Anna Louis Sussman
her new book inconceivable the impossibility of family in an age of uncertainty goes deep reporting with insight and fantastic stories on the web of factors influencing the new turn away from childbearing ▶ tap to play from here
The millennial midlife crisis
Sep 2026 · 2 books
0:00 / 49:55
Cover of But You're Still So Young
But You're Still So Young
Kayleen Schaeffer
there's this book that i read when i was in my early 30s ▶ tap to play from here
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Life After Ambition, a Good Enough Memoir
Emile Niazi
it's called life after ambition a good enough memoir ▶ tap to play from here
How to be less neurotic
Sep 2026 · 2 books
0:00 / 39:35
Cover of Me, But Better: The Science and Promise of Personality Change
Me, But Better: The Science and Promise of Personality Change
Olga Kazan
author of me but better the scientist and promise of personality change ▶ tap to play from here
Cover of 10% Happier
10% Happier
Dan Harris
one of the books that i read kind of in in reporting out my book is 10 happier ▶ tap to play from here
Your body wasn’t built for a desk
Sep 2026 · 2 books
0:00 / 44:19
Cover of Body Electric
Body Electric
Manoush Zomorodi
a benoiticious new book body electric about what a life of sitting and staring at screens is doing to us ▶ tap to play from here
Cover of The Anxious Generation
The Anxious Generation
Jonathan Haidt
we know john height's book the anxious generation has been on the bestseller list for years now ▶ tap to play from here
Why we want to believe in aliens
Aug 2026 · 1 book
0:00 / 51:16
Cover of We Want to Believe: How Aliens Went Mainstream and Why It Matters
We Want to Believe: How Aliens Went Mainstream and Why It Matters
Adam Kirsch
he's a senior editor at the atlantic and author of we want to believe how aliens went mainstream and why it matters ▶ tap to play from here
Straight dating isn’t broken
Aug 2026 · 1 book
0:00 / 42:30
Cover of Men Are from Mars, Women Are from Venus
Men Are from Mars, Women Are from Venus
John Gray
men are from mars women are from venus was a bestseller for a reason ▶ tap to play from here
Kidneys for sale
Aug 2026 · 1 book
0:00 / 49:29
Cover of Moral Economics
Moral Economics
Al Roth
his new book is called moral economics ▶ tap to play from here
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