The Gray Area with Sean Illing

Washington has been gripped of late by the world’s most depressing, least imaginative, debate over health care. The question, as it stands, is whether Obamacare will survive (while being mildly, but persistently, sabotaged by the Trump administration), or whether it will be rolled back and replaced with a system that covers 24 million fewer people in order to fund tax cuts for the richest Americans. Huzzah!But a better conversation awaits...

Elizabeth Warren is the founder of the Consumer Financial Protection Bureau, the senior senator from Massachusetts, and the author of the new book, “This Fight Is Our Fight: The Battle to Save America's Middle Class.”You might have heard of her.Warren is also one of the Democrats most capable of defining the Democratic Party’s soul and message in a post-Trump era...

I was asked recently to name a book that changed my life. The book I chose was Cal Newport’s “Deep Work,” and for the most literal of reasons: it’s changed how I lived my life. Particularly, it’s led me to stop scheduling morning meetings, and to preserve that time for more sustained, creative work...

This is a podcast about topics we don’t always cover on this show. Religion. Spirituality. Gender roles. Traditionalist societies. Comic books.G. Willow Wilson is the author of The Butterfly Mosque, Alif the Unseen, and the Hugo award winning comic book, Ms. Marvel. She’s also lived a fascinating, unusual life: she’s an American who converted to Islam and then moved to Egypt, where she met her now-husband...

I could describe this podcast, and I will. But the tl;dr is this is one of my favorite conversations so far, and you’re going to enjoy it. So just go listen. Chris Hayes is, of course, the host of the MSNBC primetime show, “All In.” He’s also the author of the new book “Colony in a Nation,” as well as (the extremely prescient) Twilight of the Elites. But beyond the bio, Chris is a crazily smart and insightful thinker on US politics and society, and he's in rare form here...

I have never come across a mind quite like Tyler Cowen’s. The George Mason economist, and Marginal Revolution blogger, has an interesting opinion on, well, everything. He’s a genuine polymath who can talk knowledgeably about more subjects than I even know exist.So coming in to this interview, I had a simple plan: ask Cowen for his thoughts on as many topics as possible. And I think it worked out pretty well...

You may remember the Atlantic's Molly Ball from the fantastic pre-election conversation we had on this podcast. She's back this week to talk about an issue I've become more and more obsessed with — does factual argument matter in American politics? Or is it just a contest of identity activation?In the most recent Atlantic, Ball profiles Kellyanne Conway, whose television appearances and "alternative facts" offer an unusually clear window into this debate...

How do you actually run a White House? What is the president’s actual job? What is the chief of staff’s role? What happens if you screw up? These are questions I’ve been reflecting on rather a lot lately, for obvious reasons. And so I asked Denis McDonough on the podcast to talk about them.McDonough served as President Barack Obama’s chief of staff from 2013 to 2017 — a position in which he earned the nickname “Obama’s Obama...

Before Cecile Richards was president of Planned Parenthood, she was a labor organizer working with garment workers in El Paso, Texas. The experience taught her a key principle of political change: people do things for their reasons, not your reasons.In this conversation, we talk about her organizing background, and how it's informing her work as she tries to protect her the institution she leads. Defunding Planned Parenthood is a core Republican promise...

Tim Ferriss is the author of the 4-Hour Workweek, as well as the new book, Tools of Titans. He’s also the host of The Tim Ferriss Show, which is one of my favorite podcasts, and an inspiration for this show. Tim is a relentless optimizer, and on his program, he interviews fascinating people to discover how they work, think, and get things done. It’s a show about the secrets of high performers. Here, I ask Tim about basically the reverse of that...