The Gray Area with Sean Illing

grayarea@vox.com

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The “real” America at 250

July 03, 2026

Who are America’s heroes? Who deserves our admiration and a place in our nation’s story? In today’s episode, guest host Jonquilyn Hill talks with constitutional law professor Kermit Roosevelt about his book The Nation That Never Was: Reconstructing America’s Story, which argues that America’s most important ancestors are not the founding fathers but the heroes of Reconstruction. The two discuss the importance of founding myths, why Americans are constantly fighting over “the real America,” a...

How to fix America’s spiritual crisis

June 29, 2026

Sean talks with Connecticut Senator Chris Murphy about the crisis lurking beneath America's political dysfunction. Murphy’s new book “Crisis of the Common Good” argues that the country is suffering from a collapse of connection, belonging, and purpose. They discuss loneliness, powerlessness, liberalism, democracy, Trumpism, corporate power, social media, and why so many Americans feel disconnected from their communities, their institutions, and each other. Host: Sean Illing (@seanilling) Gu...

The end of the human internet

June 26, 2026

Sean talks with Atlantic writer Charlie Warzel about the increasingly weird experience of being online. They discuss AI-generated content, bots, algorithms, the “dead internet theory,” and why so much of the web now feels artificial, manipulated, or unreal. They also explore psyops, conspiracy culture, social media, and the deeper question lurking beneath the AI boom: What are human beings actually for? Host: Sean Illing (@seanilling) Guest: Charlie Warzel (@cwarzel) We would love to hear ...