Anna Sale is the host of Death, Sex & Money. Her new book is Let’s Talk About Hard Things.

“What hard conversations can do is—you can witness what's hard. You can be with what's hard. Admit what's hard. That can be its own relief. … Some hard conversations … are successful when they end in a place that's like, Oh, we're not going to agree on this. … I think you can get used to the feeling of feeling out of control and that makes them less scary.”

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Ben Smith is the media columnist for The New York Times. He was the founding editor-in-chief of BuzzFeed News.

“I do think there's some kind of personality flaw deep in there of wanting to like, you know, find stuff out and tell people.... I'm not sure that's a totally sane or healthy personality trait, but it is definitely, for me, a personality trait…. I think that in political reporting, certainly, there's a kind of reporter who thinks that their job is basically to pull the masks off of these monsters. And I generally tend to think all these people—with some exceptions—are weird and complicated and often doing really awful things. But they aren't necessarily irredeemable or impossible to understand. They're interesting.”

Michael Pollan is a contributing writer for New York Times Magazine, the host of Netflix's How To Change Your Mind, and the author of nine books. The latest is This Is Your Mind On Plants.

“I have found myself at two distinct points in my history having this transition from being the journalist, learning at the feet of these people, to becoming an advocate. And it’s an awkward role for a journalist, but at a certain point it would be kind of false to pretend you didn't have points of view, that there weren't directions in which you think the world should go. And the great thing about doing narrative nonfiction is that editors cut you a fair amount of slack at the end of a 10,000–word piece to say what you think.”

Paul Ford is a writer and programmer.

"You don't really read a newspaper to preserve journalism, or save great journalism, or to keep the newspaper going. You read it because it gives you a sense of power or control over the environment that you're in, and actually sort of helps you define what your personal territory is, and what the things are that matter for you. As long as products serve that need—as long as books allow you to explore spaces that it's otherwise really hard for you to explore and so on—I think people will continue to read them."

Choire Sicha is co-founder of The Awl.

"People come to me pretty much every week ... and say 'I'm starting a website about ... say ... Canadian ... candy makers' and they're like 'What's the secret?' And I say, the secret is when we launched there were three of us. Two of us were doing editorial. And one of was doing business. And guess what? We had a new product and he had nothing to do all day so he had to make himself a job that was about revenue. So, who is this dedicated person at your company? And they're like 'we're both editorial' and I'm like 'you're hosed, you're done, forget about it.'"

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Jess Zimmerman is editor-in-chief of Electric Literature. Her new book is Women and Other Monsters.

“My goals are to be exactly as vulnerable as I feel is necessary. And not that’s necessary to me—that's necessary to the observer, to the reader. If [my story] is out there, it's out there because in order to make the larger point that I wanted to make … I had to give this level of access. It does kind of feel more strategic than cathartic.”

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PJ Vogt is the host of Search Engine.

“One of our tests editorially is if we think we’ve got something good, but we haven’t started reporting or recording on it, I’ll just try asking the question at dinner and stuff. If it derails conversations, that’s a really good sign.”

Ben Anderson is a war journalist and documentary filmmaker for Vice News. His latest book is The Interpreters.

"You're surrounded by people who are so poor. Maybe their family members have already been killed. And they still can't leave. So compared to that, I can't really take the idea that I've suffered and that I need stop and go to a spa for a few days. I can't take that idea that seriously. Compared to them, it feels like I am leading an almost privileged existence."

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Frank Rich, a former culture and political columnist for The New York Times, writes for New York and is the executive producer of Veep.

“All audiences bite back. If you have an opinion—forget about whether it’s theater or politics. If it’s about sports, fashion, or food—it doesn’t really matter. Readers are gonna bite back. And they should, you know? Everyone’s entitled. Everyone’s a critic. Everyone should have an opinion. You’re not laying down the law, and people should debate it.”

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Joshuah Bearman is the co-founder of Epic Magazine and a freelance writer. His latest story is "Coronado High."

"People who know me well will realize that parts of this story are actually about me. … It's about loss of innocence and getting to a certain point in your life where you realize the excitement of youth is over. Life at a certain point gets complicated and there are consequences and things get hard. These are people who dealt with those consequences in a way that I never did — they had to go to prison or destroy their friends lives — but that's what I liked about this story. It's a true crime story, but it became universal when I realized that there is this emotional experience that these characters go through that anybody can relate to."

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Rembert Browne is a staff writer at Grantland.

“I'm ok with not being at my most refined online at all times. It's happening in real time and some of that is therapeutic. I could write a lot this stuff privately, but I'd rather just hit publish and see what happens. It's a weird world. But I'm super deep in.”

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Jazmine Hughes is an associate editor at The New York Times Magazine. Her writing has appeared in The New Yorker, Elle, Cosmopolitan, and The New Republic.

“You hope that one day when you’re the editor-in-chief of Blah Blah Blah that you’ll wake up and be like, ‘Okay, I deserve my job.’ But so far I haven’t met anyone who has told me that they feel that way. But, I will say, I don’t talk to white men a lot.”

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Heather Havrilesky writes the Ask Polly advice column for New York and is the author of the upcoming How to Be a Person in the World.

“I don’t give a shit if I succeed or fail or what I do next, I just want to do things that are strange and not sound bitey. I don’t want to be polished. I want to be such a wreck that no one will ever say ‘let’s put her on her own talk show.’”

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Matthew Cole is an investigative reporter at The Intercept, where he recently published “The Crimes of Seal Team 6.”

“I’ve gotten very polite and very impolite versions of ‘go fuck yourself.’ I used to have a little sheet of paper where I wrote down those responses just as the vernacular that was given to me: ‘You’re a shitty reporter, and I don’t talk to shitty reporters.’ You know, I’ve had some very polite ones, [but] I’ve had people threaten me with their dogs. Some of it is absolutely cold.”

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Azmat Khan is an investigative reporter and a contributing writer to The New York Times Magazine.

"For me, what matters most is systematic investigation, and I think that’s different than an investigative story that might explore one case. It’s about stepping back and understanding the big picture and getting to the heart of something. It doesn’t have to be a number’s game, but being able to say: Look, I looked at a wide enough sample of whatever this issue is, and here is what this tells us. That is what I crave and love the most."

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Michael Idov is a screenwriter, journalist, and the former editor-in-chief of GQ Russia. His latest book is Dressed Up for a Riot.

"It just goes to show that the best thing you can possibly do as a journalist is to forget you’re a journalist, go out, have some authentic experiences, preferably fail at something really hard, and then write about that."

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Rukmini Callimachi covers ISIS for The New York Times. Part 2 of this episode is available here.

“Nine out of 10 Americans said they were aware of James Foley's execution. That's a huge win for ISIS. That's what they want. I think they've realized that journalists are the crème de la crème as far as targets. And that's a really scary thing for our profession.”

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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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Jeffrey Gettleman is the East Africa Bureau Chief for the New York Times and the author of Love, Africa: A Memoir of Romance, War, and Survival.

“I’m not an adventure-seeking adrenaline junky. I like to explore new worlds, but I’m not one of these chain-smoking, hard-drinking, partying types that just wants thrills all the time. And unfortunately that’s an aspect of the job. And as I get older and I’ve been through more and more, the question gets louder. Which is: Why do you keep doing this? Because you feel like you only have so many points, and eventually the points are going to run out.”

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Julie Snyder, one of the first producers at This American Life, is the co-creator of Serial and S-Town.

“I am constantly second-guessing myself. I am full of regret and recrimination all the time. I don’t pride myself on it cause it probably goes too far, but in other ways I do feel like I am a person who is very flawed and I make mistakes and I try and learn from them. And I try to be very open to other people’s thoughts and input and everything like that. So to be that open to criticism after season one [of Serial] was rough for being that open because we just got so much attention. I could feel people being like, ‘Oh, go cry on your bags of money.’ It was huge. I got that, but at the same time, it was hard to ignore.”

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Jia Tolentino is a staff writer at the New Yorker and the author of the essay collection Trick Mirror: Reflections of Self-Delusion.

“I feel a lot of useless guilt solidifying my own advantages at a time when the ground people stand on is being ripped away. And I feel a lot of emotional anxiety about the systems that connect us — about the things that make my life more convenient and make other people’s lives worse. It’s the reality of knowing that ten years from now, when there are millions of more climate refugees, that you’ll be okay. It makes me feel so crazy and lucky and intent on doing something with being alive.”

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