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.
| Title | Date published | ||
| 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 | ||
| Machiavelli on how democracies die | 2025-05-26 | ||
| Do you have moral ambition? | 2025-05-12 | ||
| The science of ideology | 2025-05-05 | ||
| A new analysis of the pandemic | 2025-04-28 | ||
| Halfway there: a philosopher’s guide to midlife crises | 2025-04-21 | ||
| Whatever this is, it isn’t liberalism | 2025-04-14 | ||
| A new way to listen | 2025-04-11 | ||
| The beliefs AI is built on | 2025-04-07 | ||
| Stop comparing yourself to AI | 2025-03-31 | ||
| Democrats need to do something | 2025-03-24 | ||
| How to live in uncertain times | 2025-03-17 | ||
| How to sink into silence | 2025-03-10 | ||
| How to change your personality | 2025-03-03 | ||
| Is ignorance truly bliss? | 2025-02-17 | ||
| Is America broken? | 2025-02-10 | ||
| The cost of spending time alone | 2025-02-03 |