The Gray Area with Sean Illing cover image

The Gray Area with Sean Illing

Latest episodes

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Apr 18, 2017 • 1h 26min

Cal Newport on doing Deep Work and escaping social media

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.Which is all to say that I’m a bit obsessed with Newport’s work right now, and especially his account of how the digital environment we inhabit is training us out of concentration and into distraction in ways that are bad for us, bad for our work, and ultimately bad for the world. Most of the conversations on this podcast are how to think about things differently. This one is too, but it’s more importantly about how to do things differently, and why you should do them differently. We discuss:-How Newport defines depth when it comes to work-Why the information revolution boosted productivity up until the 2000s, but then stagnated-What he thinks is problematic about the constant accessibility of technologies like email, Slack, and other communication tools-His perspective about how we’re still in an early age of the internet, and what looking back at periods like the Industrial Revolution can teach us about using new technology to work smarter-How to take productive breaks, rather than flicking through email and Facebook and Twitter-How “flow work” and deep work overlap, and how they’re distinct from each other-Why he consumes and produces information more slowly and more traditionally—through newspapers and radio, and why that might benefit people who work in the knowledge economy-His vision of the workplace of the futureI hope you get as much out of Newport’s ideas as I have.Books:-Jaron Lanier, “You Are Not A Gadget” and “Who Will Own The Future"-Douglas Rushkoff’s “Throwing Rocks at the Google Bus” Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Apr 11, 2017 • 1h 18min

G. Willow Wilson on religion, comics, and modern myths

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. The hallmark of her work is an empathy and appreciation for societies that are often caricatured or even reviled by Americans. This conversation went in some wonderful, weird directions. We talk about Richard Dawkins’ “God gene,” and why Wilson feels she has it, and I don’t. We talk about how sickness can strengthen faith, what happens to spirituality when it’s decoupled from beauty, and why being in Egypt made Wilson feel less free, but more appreciated.We also talk about writing and comics, about the ways in which superheroes have become modern myths, and how her character, Ms. Marvel, became an surprise commercial success as well as an unexpected protest icon. We touch on Gamergate, representation in comic books, and Mike Pence’s rules for interacting with women who aren’t his wife.Wilson has a quality you find in the very best writers: an ability to look at the same world you see every day, but somehow discover much more behind it. Books:Anya’s Ghost, by Vera BrosgolThe Color of Earth, by Dong Hwa KimFun Home, by Alison Bechdel“A Revolution Undone,” by H.A. Hellyer“Throne of the Crescent Moon,” by Saladin Ahmed“The Meccan Revelations,” by Ibn al'Arabi Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Apr 4, 2017 • 1h 45min

Chris Hayes on the crisis of elites and the politics of order

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. Among our topics:• The way Donald Trump’s success represents both the problems of elite power and elite weaknessWho even counts as an elite, anyway?How people decide what to trustThe difficulties of trying to approach politics with decency and charity in the age of TrumpWhy the key to “law and order politics” isn’t law, but orderThe underestimated power of humiliation in daily American life, and during America’s foundingHow Chris would cover Trump if he were a White House correspondentThe ways in which the media actually can be unfair to TrumpWhy the fight between Trump and the press is more a staged WWE-match than an actual warThe power of seeing politics as a zero-sum competition, even when it isn’t oneAnd much more. This conversation is dense and it’s fast and it’s interesting and it’s fun. Enjoy!Books:“Democracy for Realists,” by Chris Achen and Larry Bartels"Locking up our own,” by James Forman“Racecraft,” by Barbara Fields and Karen Fields"Ghettoside,” by Jill Leovy Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Mar 28, 2017 • 1h 37min

Tyler Cowen explains it all

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. We discuss everything from New Jersey to high school sports to finding love to smoked trout to nootropics to Thomas Schelling to Ayn Rand to social media to speed reading strategies to happy relationships to the disadvantages of growing up in Manhattan. And believe me when I say that is a small sampling of the topics we cover. We also talk about Tyler’s new book, “The Complacent Class,” which argues, in true Cowenian fashion, that everything we think we know about the present is wrong, and far from being an age of rapid change and constant risk, we have become a cautious, even stagnant, society. This as information dense a discussion as I’ve hosted on this podcast. I took a lot away from it, and I think you will too. Books:-Autobiography of John Stuart Mills-Derek Parfitt’s Reasons and Persons-Fisher Black’s On Business Cycles  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Mar 21, 2017 • 1h 19min

Molly Ball on whether facts matter in politics

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. We talk about that, as well as:- What's surprised us about Trump's presidency so far- How different elections activate different political identities- Fake news, how much it matters, and the ways in which it's rising among liberals- Why presidencies are defined by crises, and what we've learned about how Trump will manage his first- Whether Democrats are completely irrelevant now- How hatred of the other party became a more powerful motivator than belief in your party- Sean Trende's "missing white voters" theory- The low-grade espionage happening all over DC all of the time- Ezra's theory of what really happened between the Trump campaign and Russian operatives- Why Trump's approval numbers are far from disastrousAnd much more. Ball is one of my favorite people to talk politics with, and I hope you enjoy this conversation as much as I did.  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Mar 14, 2017 • 1h 24min

Denis McDonough on how to run the White House

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.” This is his first lengthy interview since leaving the White House, and he was thoughtful, reflective, and sober about both the job he did, and the job his successors must do.This is a discussion about running the most important organization in the world well — and what happens when you fail. McDonough and the Obama administration did have their failures, and those failures taught them hard lessons.This discussion, to me, speaks to a great vulnerability opening up under the Trump White House. They are trying to pursue their agenda, but they are not effectively managing the vast organization they’re in charge of. That’s going to lead to mistakes, and those mistakes could come to define, or even destroy, this administration.Which is why, if there’s anyone who should listen to this podcast, it’s the current occupants of McDonough’s old workplace. This discussion is full of advice that’s useful to anyone running anything big, or anyone interested in how big things are run. I learned a lot from it. You will too.  Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Mar 7, 2017 • 1h 18min

Cecile Richards on Planned Parenthood, labor organizing, and the Supreme Court

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. It is also, as she explains, a more punitive policy idea than people realize — there is no Planned Parenthood line in the federal budget, and so defunding the organization means denying it reimbursement for cancer screenings, birth control, and wellness visits. We dig into the possible consequences of that, as well as:-Why the core skill of organizing is listening-How she talks about Planned Parenthood with people who are pro-life-What today’s politicians could learn from her mother, Texas Governor Ann Richards-Why unplanned pregnancy and abortion rates are at post-Roe lows-The reason Planned Parenthood has tried to stop using the terms “pro-life” and “pro-choice”-What’s behind the sharp rise in IUD use-Why she thinks there’d be a very different debate over women’s health if more members of Congress could get pregnant-Which policies she thinks would work to drive down unplanned pregnancy in the US -What she thinks of Neil Gorsuch, Donald Trump’s nominee to the Supreme CourtAnd much more. Also, a quick programming note: we’re accepting applications for Vox’s next unconference, which will be held April 26-27th, and focus on the first 100 days of policy under Trump. Head to https://conversations.vox.com/events/spring-2017/ for more!Books:-Mountains Beyond Mountains by Tracy Kidder-Barbarian Days by William Finnegan Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Mar 2, 2017 • 1h 54min

Tim Ferriss on suffering, psychedelics, and spirituality

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. How does he think about the parts of his life that, though crucial, are harder to optimize and systematize? We discuss friendship, love, psychedelics, spirituality, death, health, and whether it’s possible to get too addicted to productivity hacks. Amidst all that, we dig into:-Why Tim’s house is filled with reminders of his eventual death-Why he tries to build new friendships atop a foundation of shared suffering-Why he hasn't written a book on romantic relationships and probably won't-How productivity goes bad-How a serious bout of Lyme disease changed how he lives his life-Why some strange experiences on psychedelics convinced him there’s much more to this world than we understand-The difficulty of describing a sneeze-How his interviews have evolved since doing his podcast-What he feels constitutes good adviceOn his own show, Tim is always trying to offer takeaways and lessons about how to live, and he does that here, too. This episode is packed with ideas you can apply to your own life. Books:-David Deida’s The Way of the Superior Man-Frank Luntz’s Words That Work-Ted Chiang’s Stories of Your Life and Others-Peter Drucker’s The Effective Executive-Sebastian Junger’s Tribe-Oliver Sacks’ Gratitude-Less is More, an anthology on minimalist thinking-Ann Lamont’s Bird by Bird-Frank Herbert’s Dune-The Magic of Thinking Big by David Schwartz-Nikos Kazantzakis’ Zorba the Greek-Josh Waitzkin’s The Art of Learning Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Feb 28, 2017 • 1h 13min

Yuval Harari, author of “Sapiens,” on AI, religion, and 60-day meditation retreats

Yuval Noah Harari’s first book, “Sapiens,” was an international sensation. The Israeli historian’s mind-bending tour through the trump of Homo sapiens is a favorite of, among others, Bill Gates, Mark Zuckerberg, and Barack Obama. His new book, Homo Deus, is about what comes next for humanity — and the threat our own intelligence and creative capacity poses to our future. And it, too, is fantastically interesting. I’ve wanted to talk to Harari since reading Sapiens. I’ve had one big question about him: what kind of mind creates a book like that? And now I know. A clear one.Virtually everything Harari says in this conversation in fascinating. But what I didn’t expect was how central his consistent practice of vipassana meditation — which includes a 60-day silent retreat each year — is to understanding the works of both history and futurism he produces. We talk about that, and also:-His theory on how all large-scale collaboration is based on fictions, from mythologies and religions to nationalism to human rights-Why he sees money as one of the greatest stories human beings have ever told-Why he reads only 5-10 pages of a huge number of books-His theory that human beings have moved from venerating gods, to venerating themselves, to venerating data — and what that means for our future-How we treat other animals and what that might imply for how artificial intelligences could treat us -Whether wide swaths of human beings will be rendered useless by advances in computing-The ways in which a narrow idea of what intelligence is — and the way it relates to consciousness — is holding us back from understanding AIThis is one of my favorite conversations we’ve had. Enjoy! Books:-Jared Diamond’s Guns, Germs, & Steel-Frans de Waal’s Chimpanzee Politics-Aldous Huxley’s Brave New World Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Feb 21, 2017 • 1h 14min

Elizabeth Drew covered Watergate. Here's what she thinks of Trump.

Elizabeth Drew is the author of Washington Journal, one of my favorite books about Watergate. Drew covered the story as a reporter for the New Yorker, and the book emerges from the real-time, journalistic diary she kept amidst the chaos. As such, it does something no other Watergate book does: tells the story not as a tidy tale with a clear beginning and inevitable end, but as an experience thick with confusion, rumors, alarm, and half-truths.Of late, I've heard a lot of people comparing the early days of Donald Trump's administration — with the strange scandals around Russia, the fast resignation of Trump's national Security Advisor, and the mounting pressure for investigation — with Watergate. And so I asked Drew, who is now a writer at the New York Review of Books, to provide some perspective on whether that comparison makes sense, and how to think about the Trump scandals that are unfolding, slowly and haltingly, right now.Books:-Philip Roth’s The Plot Against America-Andrew Schlesinger’s The Age of Jackson Learn more about your ad choices. Visit podcastchoices.com/adchoices

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