Ann Friedman is a writer, editor and co-founder of Tomorrow.

"The notion of kissing up is super weird to me. You should always be kissing down and sideways, to the people who are going to be working alongside you and coming up behind you. I'm really aware of my impending irrelevance. ... I'm waiting for that day when I'm in dire need of work and 65 years old—because none of us are retiring, obviously—and I don't understand how to write on Google Glass or whatever we're composing on then. I want there to be some journalist who remembers when I got on the phone with her in 2013 and helped her negotiate for her first salary and throws me a fucking bone. I think about that moment a lot."</i>

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Jonathan Shainin is senior editor at The Caravan in Delhi.

"Working in an environment that's foreign, where you have to kind of think through a lot of things from the ground up ... I find it to be really stimulating to have to interrogate the assumptions that you have as an editor about what's interesting and what's not interesting, what's a good story and what's a bad story, what's the story that's been done a million times already. When you get out of a place that is your place, you have to kind of think through some things in a fresh way. And that can be really productive."

Thanks to this week's sponsor, TinyLetter!

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Chris Heath, winner of the 2013 National Magazine Award for Reporting, is a staff writer at GQ.

"I present myself as someone who is going to be rigorous and honest. And if you can engage in the way I'm asking you to engage, then I hope that you will recognize yourself in a more truthful way in this story than you usually do. And maybe even, with a bit of luck, more than you ever have before. That's what I bring. That's my offer."

Thanks to TinyLetter and the The Literary Reportage concentration at NYU's Arthur L. Carter Journalism Institute for sponsoring this week's episode.

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Kliph Nesteroff writes for WFMU's Beware of the Blog. His book, The Comedians: Drunks, Thieves, Scoundrels, and the History of American Comedy, was released in November.

“Well, comedy always becomes stale. Whether it’s offensive or not offensive, it has an expiry date, unfortunately. A lot of people don’t want to hear this because that means a lot of their favorite comedians suddenly become irrelevant. But that’s the history of comedy: the hippest, coolest guy today—whoever that is to you in comedy—50 years from now, the new generation is going to say, ‘That guy’s not funny, and he’s square.’ And they’re going to say, ‘This new young guy is funny.’ But in another 50 years that guy becomes the square who isn’t funny. And it’s not that they weren’t funny and everybody was wrong; it was that that person was relating to their time.”

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Lawrence Wright, author of The Looming Tower and Going Clear, is a staff writer for The New Yorker.

"If I had the chance to interview Osama Bin Laden, should I kill him? It’s a fair question. Suppose we’re having dinner — should I stab him with the bread knife? Do I have a moral obligation to kill him? Or do I have a moral obligation as a reporter to simply hear him?"

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George Quraishi is the co-founder and editor of Howler.

“We raised $69,001. And that paid for the first issue. I call it subsistence magazine making, because every issue pays for the next one.”

Thanks to this week's sponsors: TinyLetter, Squarespace, The Great Courses, and Aspiration.

Wesley Lowery is a correspondent for “60 in 6” from 60 Minutes. He is the author of They Can't Kill Us All: Ferguson, Baltimore, and a New Era in America's Racial Justice Movement and won the 2016 Pulitzer Prize for "Fatal Force," a Washington Post project covering fatal shootings by police officers.

“The police are not, in and of themselves, objective observers of things. They are political and government entities who are the literal characters in the story. They are describing the actions of people who are protesting them. They have incentives.”

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Jack Hitt contributes to Harper’s, The New York Times Magazine, and This American Life.

“I’ve always lived more or less unemployed in these markets, and happily so. I think being unemployed keeps you a little more sharp in terms of looking for stories. It never gets any easier. That motivation and that desperation, whatever you want to call that, is still very much behind many of the conversations I have all day long trying to find those threads, those strings, that are going to pull together and turn into something.”

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Nate Silver is the founder of FiveThirtyEight and the author of The Signal and the Noise.

“I know in a perfectly rational world, if you make an 80/20 prediction, people should know that not only will this prediction not be right all the time, but you did something wrong if it’s never wrong. The 20% underdog should come through sometimes. People in sports understand that sometimes a 15 seed beats a 2 seed in the NCAA tournament. That’s much harder to explain to people in politics.”

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Jeff Maysh is a freelance writer based in Los Angeles. His latest article is "How an Ex-Cop Rigged McDonald’s Monopoly Game and Stole Millions."

“I’ve always looked for stories with the theme of identity and identity theft. I’m very interested in people leading double lives. All of my stories are the same in a sense. Whether that’s a spy or a fake cheerleader or a bank robber or even a wrestler—someone is pretending to be someone they’re not, leading a double life. I find that really exciting. I’m drawn to characters who put on a disguise.”

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Joseph Cox is a cybersecurity journalist and co-founder of 404 Media. His new book is Dark Wire: The Incredible True Story of the Largest Sting Operation Ever.

“In the not too distant future, I will be a very old man, and maybe I won't be able to spend all day talking to drug traffickers. I will be mentally and physically exhausted. So I will doggedly pursue the story right now while I can.”

Lori Gottlieb is a contributing writer at The Atlantic and the author of Marry Him: The Case for Settling for Mr. Good Enough. Her new book is Maybe You Should Talk to Someone.

“Everything that I had done all coalesced into one thing. As a journalist i was helping people to tell their stories, as a therapist I could help people to edit their stories, to change their stories. I could be immersed in the human condition in both of these things.”

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Alexey Kovalev is a Moscow-based journalist and the author of the recent article, “A Message to My Doomed Colleagues in the American Media."

“It’s really disheartening to see how little it takes for people to start believing in something that directly contradicts the empirical facts that they are directly confronting. The Russian TV channel tells you that the pill is red, but the pill in front of you is blue. It completely alters the perception of reality. You don’t know what’s real anymore.”

Thanks to MailChimp and Penn State World Campus.

Wesley Lowery is a national reporter at the Washington Post, where he worked on the Pulitzer-winning project, "Fatal Force." His new book is They Can’t Kill Us All: Ferguson, Baltimore, and a New Era in America’s Racial Justice Movement.

“I think that we decided at some point that either you are a journalist or you are an activist. And I identify as a journalist, to be clear, but one of the reasons I often don’t engage in that conversation—when someone throws that back at me I kind of deflect a little bit—is that I think there’s some real fallacy in there. I think that every journalist should be an activist for transparency, for accountability—certainly amongst our government, for first amendment rights. There are things that by our nature of what we do we should be extremely activist.”

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Steven Levy covers technology for Wired, where he is the editor of Backchannel.

“It’s about people. Travis Kalanick’s foibles aren’t because he’s a technology executive. It’s because he’s Travis Kalanick. That’s the way he is. There is a certain strain in Silicon Valley, which rewards totally driven people, but that is humanity. And advanced technology is no guarantee—and as a matter of fact I don’t think it’ll do anything—from stopping ill-intentioned people from doing ill-intentioned things.”

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