Jessica Lessin is founder and editor-in-chief of The Information.

“It's very, very hard to predict the winners. A lot of investors try to do this. And I think sometimes where the press gets in trouble is trying to make a call.… It's not always our job to say this thing is doomed or not. I think many journalists, unfortunately, are more interested in that than in understanding, What is this company trying to do?”

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Luke Mogelson is a journalist and fiction writer whose work has appeared in The New Yorker, The New York Times Magazine, and other publications. His latest feature is ”Among the Insurrectionists.”

“Get to the front and document as much as you can. ... I think my approach is much more similar to photographers than other writers. I spend a lot of time with photographers and ... I feel like I've gotten pretty good at getting myself into situations where there's few or maybe no other writers around, but there's always a bunch of photographers…. I try to get in right behind the first photographers.”

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Josh Levin is the national editor at Slate. He is the host of the podcast Hang Up and Listen and the author of The Queen: The Forgotten Life Behind an American Myth.

“I think it’s a strength to make a thing, one that people might have thought was familiar, feel strange. And reminding people - in general, in life - that you don’t really know as much as you think you know. I think that carries over into any kind of storytelling.”

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Sam Biddle writes for Valleywag.

"It's a lot of overgrown, entitled manchildren pulling price tags out of the ether and passing them around. Considering Silicon Valley worthy of contempt is the first premise that we work from."

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Wendy MacNaughton is a graphic journalist and the co-author of Pen & Ink: Tattoos and the Stories Behind Them.

"We mostly hear stories from big personalities who already have a spotlight on them. I think that everybody carries stories that are just as profound as the ones we hear from celebrities or whoever. I’m interested in the stories of people who don’t usually get to tell them. I think those are sometimes the most interesting."

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Wil S. Hylton, a contributing writer for The New York Times Magazine, is the author of Vanished.

"I despise the fucking nut graf. I think it's a joke, a cop out. The story probably should be about something larger than itself but if you have to tell people what that is, you've failed from the beginning. If they can't find it, you didn't put it there and you shouldn't be beating them over the head with it."

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Mattathias Schwartz has written for The New Yorker, The New York Times Magazine and Harper's.

"I figure it's like digging through a wall with a spoon: if you spend enough time at it eventually you get to the other side."

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Buzz Bissinger, a Pulitzer Prize winner, has written for Vanity Fair, The New York Times Magazine, GQ and more. He is the author of several books, including Friday Night Lights.

"It’s quiet. And I really felt I needed that quiet. People say, 'Well anger was your edge, and agitation was your edge, and that’s going to hurt your writing.' I don’t know, maybe. It may be that in order to live a happier life you become a shittier writer. I don't know. But I just couldn't live in that fashion anymore, I just couldn't. It would've destroyed my marriage. It was destroying me."

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Margaret Sullivan is the public editor of The New York Times.

“Jill Abramson said to me early on, ‘What will happen here is you’ll stick around and eventually you’ll alienate everybody, and then no one will be talking to you, and you’ll have to leave.’ I’m about three-quarters of the way there.”

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Maggie Haberman covers the White House for The New York Times.

“If I start thinking about it, then I’m not going to be able to just keep doing my job. I'm being as honest as I can — I try not to think about it. If you’re flying a plane and you think about the fact that if the plane blows up in midair you’re gonna die, do you feel like you can really focus as well? So, I’m not thinking about [the stakes]. This is just my job. This is what we do. Ask me another question.”

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Maggie Haberman covers the Trump Administration for The New York Times.

“If I start thinking about it, then I’m not going to be able to just keep doing my job. I'm being as honest as I can — I try not to think about it. If you’re flying a plane and you think about the fact that if the plane blows up in midair you’re gonna die, do you feel like you can really focus as well? So, I’m not thinking about [the stakes]. This is just my job. This is what we do. Ask me another question.”

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Evan Ratliff, a co-host of the Longform Podcast, is the author of The Mastermind: Drugs. Empire. Murder. Betrayal.

“We’re all less moral than we think we are, including myself. I’m interested in the justifications people provide for themselves to get deep into something that starts as one thing and ends up as a murderous criminal cartel. Paul Le Roux, sure—but also doctors and pharmacists. It’s interesting to think about where the pressures in our lives create moral ambiguity that we didn't think was there, and why we do things that we’ve said we'll never do. We look at someone else and think that they’re really bad or evil, but then we’ve never experienced those pressures. That cauldron of factors is something I’m very interested in because I think it applies to everyone.”

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Sean Wilsey has written for The New Yorker, The London Review of Books, The New York Times, and McSweeney’s Quarterly, where he is an editor-at-large. His latest book is More Curious.

"I’m actually apparently a fairly competent person at getting things done, making deadlines and all these things. But the Wilsey you might get in the piece about NASA is the guy who eats a ton of oysters and drinks a lot of beer before getting on the vomit comet."

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Jon Favreau, former chief speechwriter for President Obama, is a columnist at The Ringer and co-host of Keepin’ It 1600.

“And then Obama comes over to my desk with the speech, and he has a few edits. And he’s like, ‘I just want to go through some of these edits and make sure you’re ok with this. I did this for this reason. Are you ok with that?’ And I’m like, ‘Yeah, buddy. You’re Barack Obama.’”

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John Grisham is the author of 38 books, including his latest novel, Camino Island.

“A Time to Kill didn’t sell. It just didn’t sell. There was never any talk of going back for a second printing. No talk of paper back. No foreign deal. It was a flop. And I told my wife, I said, ‘Look, I’m gonna do it one more time. I’m gonna write one more book…hopefully something more commercial, more accessible, more popular. If this doesn’t work, forget this career. Forget this hobby. I’m just gonna be a lawyer and get on with it.’”

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Sheila Heti is the author of seven books. Her latest is Motherhood: A Novel.

“[My parents] were afraid for me. As anybody who has a kid who wants to be a writer. I think they understood it was a hard life. It was a life in which you wouldn’t necessarily make enough money. It was a life in which you might be setting yourself up for a great amount of disappointment. My dad’s father was a painter, so there was in him this idea that it wasn’t so crazy to him. It wasn’t so outside his understanding. And, yeah, my mom thought it was a bad idea. And it probably is a bad idea in a lot of ways, but my dad was supportive but also cautioning. I think the book really moved [my mom] and really had an effect on her, so maybe you understand that it’s not necessarily a frivolous thing to be doing. Maybe it’s not just playing. I think my mom always had this idea that writing is playing, and it is playing, but it’s a serious kind of playing.”

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