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. New episodes drop every Monday.

Philosophy
Politics
News Commentary
401
Malcolm Gladwell’s Stranger Things
Ezra Klein and Malcolm Gladwell discuss Cuban spies, talking to strangers, the process of creative storytelling, and much more
91 min
402
An inspiring conversation about democracy
Danielle Allen and Ezra Klein discuss what a democratic policy agenda would looks like, how to talk to strangers, and why we need to reform civic education.
87 min
403
Samantha Power’s journey from foreign policy cr...
A conversation about human nature, China, and the blurry line between morality and strategy in US foreign policy
87 min
404
When meritocracy wins, everybody loses
Is meritocracy responsible for rampant inequality, waning social mobility, and widespread dissatisfaction? Ezra Klein and Daniel Markovits discuss.
85 min
405
Nikole Hannah-Jones on the 1619 project, choosi...
Ezra Klein and Nikole Hannah-Jones discuss America's founding contradiction, racial segregation, capitalism and more
98 min
406
Randall Munroe, the genius behind XKCD
A quirky, weird, illuminating, curious trip through the mind of a genius
82 min
407
Julián Castro's quiet moral radicalism
Why Julián Castro wants to decriminalize migration, admit climate refugees, reimagine our relationship with the homeless, and protect animals.
61 min
408
Political animals (with Leah Garcés)
Leah Garcés and Ezra Klein discuss how building coalitions with unlikely allies may just be the key to reducing animal suffering
87 min
409
John McWhorter thinks we're getting racism wrong
John McWhorter and Jane Coaston discuss the limits of third-wave antiracism
63 min
410
The rocky marriage between libertarians and con...
Jane Coaston and Conor Friedersdorf discuss the future of the GOP in Trump's America
83 min
411
A mind-bending, reality-warping conversation wi...
What psychedelics, burning money, and postmodernism have in common
85 min
412
Jia Tolentino on what happens when life is an e...
Ezra Klein and Jia Tolentino discuss how the Internet distorts identities, cheapens solidarity, and erodes morality
99 min
413
The original meaning of “identity politics” (wi...
Ezra Klein and Keeanga-Yamahtta Taylor discuss the origins of identity politics and the future of Black liberation
79 min
414
Are bosses dictators? (with Elizabeth Anderson)
Elizabeth Anderson sits down with Ezra Klein to discuss workplace tyranny, the power of ideology, and a vision for a more democratic society
85 min
415
The Constitution is a progressive document
Gerrymandering, constitutionalism, and the future of the Supreme Court
56 min
416
Matt Bruenig’s case for single-payer health care
Ezra interviews Matt Bruenig
119 min
417
Can Raj Chetty save the American dream?
Ezra chats with Raj Chetty about the fading American dream.
77 min
418
Astra Taylor will change how you think about de...
Is democracy even possible? A conversation with Astra Taylor
76 min
419
Is big tech addictive? Nir Eyal and I debate.
Is big tech addictive? Nir Eyal and Ezra debate.
73 min
420
Generation Climate Change
Ezra sits down with Varshini Prakash of Sunrise Movement
91 min
421
Is the media amplifying Trump’s racism? (with W...
Ezra interviews Whitney Phillips
82 min
422
Rutger Bregman’s utopias, and mine
Ezra interviews Rutger Bregman
86 min
423
How white identity politics won the Republican ...
83 min
424
George Will makes the conservative case against...
70 min
425
What deliberative democracy can, and can’t, do ...
Ezra interviews Jane Mansbridge
51 min