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.

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Title Date published
When meritocracy wins, everybody loses 2019-09-23
Nikole Hannah-Jones on the 1619 project, choosing schools, and Cuba 2019-09-19
Randall Munroe, the genius behind XKCD 2019-09-16
Julián Castro's quiet moral radicalism 2019-09-12
Political animals (with Leah Garcés) 2019-09-09
John McWhorter thinks we're getting racism wrong 2019-09-05
The rocky marriage between libertarians and conservatives 2019-09-02
A mind-bending, reality-warping conversation with John Higgs 2019-08-29
Jia Tolentino on what happens when life is an endless performance 2019-08-26
The original meaning of “identity politics” (with Keeanga-Yamahtta Taylor) 2019-08-22
Are bosses dictators? (with Elizabeth Anderson) 2019-08-19
The Constitution is a progressive document 2019-08-15
Matt Bruenig’s case for single-payer health care 2019-08-12
Can Raj Chetty save the American dream? 2019-08-08
Astra Taylor will change how you think about democracy 2019-08-05
Is big tech addictive? Nir Eyal and I debate. 2019-08-01
Generation Climate Change 2019-07-29
Is the media amplifying Trump’s racism? (with Whitney Phillips) 2019-07-25
Rutger Bregman’s utopias, and mine 2019-07-22
How white identity politics won the Republican civil war 2019-07-18
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