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The Gray Area with Sean Illing

Latest episodes

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Jun 20, 2017 • 58min

Al Franken on learning to be a politician

Sen. Al Franken’s new book, Al Franken, Giant of the Senate, is the rare politician memoir that’s actually interesting. And note that I said interesting, not funny (though it is also funny).Most books by politicians are about how they’re not really politicians — they’re authentic, they’re honest, they shoot from the hip, they still remember what it was like growing up in a mill town raised by feral dogs and subsisting on nothing but hay.Franken’s book is the opposite: It’s the story of how he learned to be a politician, and even how he learned to respect politicians. It’s about realizing he couldn’t litigate his past comedy, about trusting his staff, about understanding why politicians act the way they do in interviews, about recognizing why the norms of the Senate matter.So this is an interview about what it’s like to be a politician, why perfectly nice and interesting people end up acting like all those other politicians after getting elected, and the role we as voters (and we in the media) play in it. If you’re interested in how politics actually works, you should listen.Books!Captured: The Corporate Infiltration of American Democracy by Sheldon WhitehouseHow Children Succeed: Confidence, Curiosity and the Hidden Power of Character by Paul ToughOur Kids by Robert Putnam Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Jun 13, 2017 • 1h 35min

Zephyr Teachout on suing Trump, fighting corruption, and breaking monopolies

Zephyr Teachout is a law professor at Fordham University, the author of Corruption in America, one of the lead lawyers in the emoluments case that’s been brought against Donald Trump, and a former gubernatorial and congressional candidate. Which is all to say that Teachout is someone who knows a lot about political corruption, and so we dive deep into that topic in this podcast.We talk about how political corruption was defined by the Founding Fathers, and why, during the Constitutional Convention, they discussed the threat posed by corruption more than they discussed the threat posed by foreign invasion. And we talk about the way today’s Supreme Court — in the Citizens United and related decisions — has narrowed the definition to be almost meaningless. Teachout is also one of the lead lawyers in the case being brought against Trump on his foreign profits and gifts — “emoluments” that, arguably, are unconstitutional. We go through that lawsuit — and its prospects and potential remedies — in some detail.We also dig into the role monopolies and related concentrations of industry power are playing in American life — this is an increasingly influential argument on today’s left, and Teachout does a nice job here explaining why.Finally, we talk a lot about an issue that I think today’s politicians wildly underestimate in importance: not corruption itself, but the appearance of corruption, and the way it’s rotting the public’s faith in the political system. How do you solve that? What are the possible unintended consequences of the solutions that get proposed?As they say, all that and more!Books:Middlemarch by George Eliot The Gilded Age by Mark TwainAll the King’s Men by Robert Penn Warren Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Jun 6, 2017 • 1h 9min

Masha Gessen offers a plausible Trump-Russia theory

Masha Gessen debates the existence of a conspiracy between the US and Russian governments, explores the Trump-Russia investigation, discusses Trump's contradictory statements and poor response under pressure, delves into bullshitting and its role in authoritarian regimes, highlights the power of ideology, examines toxic politics and conspiracy theories, and offers book recommendations.
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May 30, 2017 • 1h 9min

Kwame Anthony Appiah on cosmopolitanism

Kwame Anthony Appiah, philosopher and writer, discusses the challenges of living in a cosmopolitan world. They explore topics such as the implications of cosmopolitanism on immigration, responsibility and risks, appreciating differences, and the importance of emotional responses and solidarity.
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May 23, 2017 • 1h 37min

Yascha Mounk: Is Trump’s incompetence saving us from his illiberalism?

Yascha Mounk, a Lecturer on Government at Harvard University, discusses the weakening consensus on democratic governance, Trump's illiberal instincts, the rise of right-wing populism, and the threat to American institutions. Mounk's international perspective and personal story of becoming an American citizen add depth to the conversation.
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May 16, 2017 • 1h 35min

Bryan Stevenson on why the opposite of poverty isn’t wealth, but justice

Bryan Stevenson is the founder and executive director of the Equal Justice Initiative. He and his staff have won reversals, relief, or release for more than 115 wrongly convicted prisoners on death row. He’s the author of the power book Just Mercy, and a winner of a MacArthur “Genius” grant. There are only a few people I’d say this about, but he’s a genuine American hero.This conversation begins with one of Stevenson’s most provocative arguments. “The opposite of poverty isn’t wealth,” he says. “It’s justice.” In this podcast, he explains what he means.We also talk at length about his argument — an argument I am now fully convinced by — that the question is not whether a criminal deserves to die but whether the state deserves to kill. We talk about America’s history, our justice system, our prejudices. We talk about what it’s like to be a black man in the South, driving down highways named for Robert E. Lee and attending high schools named for Jefferson Davis. We talk about the value of shame, and the way we honor it in the justice system even as we dismiss it in our national dialogue.The nature of writing these podcast descriptions is that they lend themselves to hype. I want you to listen, and I use this space to try to persuade you to listen. But that backfires a bit when it gets to a conversation like this one, which left me more changed than perhaps any of the discussions that came before it. This is worth listening to.Books:“The Brothers Karamazov," by Fyodor Dostoyevsky"Gilead," by Marilynne Robinson“Anna Karenina," by Leo Tolstoy Learn more about your ad choices. Visit podcastchoices.com/adchoices
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May 9, 2017 • 56min

Death, Sex, and Money’s Anna Sale on bringing empathy to politics

There’s much talk of “empathy” in today’s politics, but it’s a cramped, weaponized form of empathy — an empathy designed to force us to grudgingly tolerate each other, or an empathy used to explain away the reasons we hurt each other.You can glimpse something better in the space Anna Sale creates on the WNYC podcast Death, Sex, and Money. Her show is, in this moment, powerful; the empathy she extends to her guests feels real and deep; the conversations she holds are bracingly difficult while still being honest and kind.Sale, it turns out, developed the idea for Death, Sex, and Money when she was a reporter covering politics, shouting questions at Anthony Weiner, crisscrossing the campaign trail. As we discuss in this podcast, that’s no accident.Sale and I talk about what she learned covering politics, as well as how she’d cover it if she were to do it again today. We dive into her interviewing technique — you’ll hear her turn it on me more than once — and the wonderful story behind her marriage, in which former Sen. Alan Simpson plays an unexpected but crucial role. We talk about death, about religion, and about what she learned from Bill Withers. Enjoy!Books:“Goodnight Moon," by Margaret Wise Brown"Everything in Its Path: Destruction of Community in the Buffalo Creek Flood," by Kai T. Erikson“Reviving Ophelia: Saving the Selves of Adolescent Girls," by Mary Pipher Learn more about your ad choices. Visit podcastchoices.com/adchoices
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May 4, 2017 • 1h 13min

Cory Booker returns, live, to talk trust, Trump, and basic incomes

Senator Cory Booker is back! In this special live episode of The Ezra Klein Show — taped at Vox Conversations — Booker and I dig into America’s crisis of trust. Faith in both political figures and political institutions has plummeted in recent decades, and the product is, among other things, Trump’s presidency. So what does Booker think can be done about it?We also talk about: Whether Democrats need to be angry to fight Trump The $400,000 President Barack Obama recently accepted for a speech to a bond firm The lecture Booker’s mother gave him when he was sworn into the SenateBooker’s fight with the left over drug reimportation, and how he and Bernie Sanders came to agreementWhat Booker thinks of a universal basic income, single payer health care, political correctness on campus, artificial intelligence as a threat to humanity, and more.Speaking of which, when I asked Booker about a UBI — which he says his staff is aggressively exploring — he responded with an expansive, surprising riff that sure sounded a nascent presidential platform. So don’t miss that! Learn more about your ad choices. Visit podcastchoices.com/adchoices
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May 2, 2017 • 1h 15min

VC Bill Gurley on transforming health care

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. Bill Gurley is a partner at Benchmark Capital, and an early investor in Uber, Grubhub, Opentable, and more. In 2016, TechCrunch named him venture capitalist of the year. And for the last few years, he’s been studying the American health care system, trying to find an opening where technology can make a difference, and build a business. Now he thinks he’s found it.This is a conversation about what kinds of health care systems are, and aren’t, possible in this country. As you’ll hear in this discussion, I’m much more skeptical than Gurley is about both the need and the desirability for reforms that push costs onto consumers, but I agree with him that Obamacare has moved the system farther and faster in that direction than people realize. We talk about that, as well as why it’s been so hard for technology to cut costs in health care, the Singaporean health care system and the lessons American can learn from it, the way regulation protects incumbents, the government’s strangely structured investments in electronic medical records, and whether Silicon Valley’s move-fast-and-break-things culture can work for something as personal as medical care. We also discuss Gurley’s view that democracy and capitalism will, if given enough time, eat each other, and why he’s looking to China for the next great health innovations. This conversation won’t fix the American health care system, but it was, for me, a refreshing reminder that better, more productive discussions are possible. Books:“Catastrophic Care: Why Everything We Think We Know about Health Care Is Wrong," by David Goldhill"Startup: A Silicon Valley Adventure," by Jerry Kaplan“Myth or Magic - The Singapore Healthcare System," by Jeremy Lim"Shoe Dog: A Memoir by the Creator of Nike," by Phil Knight Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Apr 25, 2017 • 49min

Elizabeth Warren on what Barack Obama got wrong

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. In her book, she says she had at least one big disagreement with President Obama — a disagreement that speaks to the direction she wants to lead the party. Obama told Americans, “the system isn’t as rigged as you think.”"No, President Obama,” Warren replies, "the system is as rigged as we think. In fact, it’s worse than most Americans realize.”In this interview, we go deep into Warren’s view on how, where, and why the system is rigged — as well as what can be done about it. We also talk about whether fighting Trump requires matching his tone and tactics, how complex policies and processes create space for special interests to take over, and why Trump’s abandonment of economic populism hasn’t affected his support among his voters.Warren is an able, thoughtful advocate for one of the Democratic Party’s possible futures: becoming a party that represents the economic populism Trump claimed to champion, but quickly abandoned. But as she’s the first to admit, that won’t be easy.Books:“Evicted," by Matthew Desmond"Two Dollars a Day," by Kathryn Edin “The Little Engine that Could," by Watty Piper Learn more about your ad choices. Visit podcastchoices.com/adchoices

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