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. From the Vox Media Podcast Network.
| Title | Date published | ||
| The case against free will | 2025-11-03 | ||
| What the climate story gets wrong | 2025-10-27 | ||
| The Great Enshittening | 2025-10-20 | ||
| America chose violence. Now what? | 2025-10-13 | ||
| What's worth remembering? | 2025-10-06 | ||
| Why TikTok matters | 2025-09-29 | ||
| The sun will save us | 2025-09-22 | ||
| How much free speech is too much? | 2025-09-15 | ||
| Imagine there's no billionaires | 2025-09-01 | ||
| America's lawyers vs. China's engineers | 2025-08-25 | ||
| So, what exactly is the “New Right?” | 2025-08-18 | ||
| America is losing big on sports betting | 2025-08-11 | ||
| It’s time to get weird | 2025-08-04 | ||
| What if humans went extinct next Friday? | 2025-07-28 | ||
| Can college survive Trump? | 2025-07-21 | ||
| Hopeful pessimism | 2025-07-14 | ||
| If AI can do your classwork, why go to college? | 2025-06-30 | ||
| Is Trump winning? | 2025-06-16 | ||
| A right-wing economist makes his case | 2025-06-09 | ||
| What "near death" feels like | 2025-06-02 |