Alex Blumberg is a former producer for This American Life and Planet Money. Last year he founded Gimlet Media, a podcast network, and hosts its first show, StartUp.

“When someone starts talking about something difficult, when they get unexpectedly emotional, your normal human reaction is to sort of comfort and steer away. To say, ‘Oh I’m sorry, let’s move on.’ What you need to do, if you want good tape, is to say, ‘Talk more about how you’re feeling right now.’ It feels like a horrible question to ask. It feels like you're going against your every instinct as a decent human being to go toward the pain that this person is experiencing.”

Thanks to TinyLetter, Lynda and Alarm Grid for sponsoring this week's episode.

Ta-Nehisi Coates is a senior editor at The Atlantic and author of The Beautiful Struggle.

"I was 24 when my son was born. People always say that kids get in the way, right? But actually it had the opposite effect on me. I feel like I could have spent my twenties doing all sorts of self-destructive things--that was my natural inclination--but having a kid suddenly makes that not OK ... The stakes of everything just went up. I think I'm the type of person where, for any reason, I only respond to pressure. That kid just so raised the pressure, for everything ... So I started writing for the Washington Monthly, and the Monthly pays shit, everybody knows that, right? They were paying ten cents a word at this point. But because they have these big-shots writing for them, nobody ever calls for the check! But I would say, 'no, I need you to send me that check. Yeah, I know it's only $150, but I actually need that check, you really need to send that check.'"

Taffy Brodesser-Akner is a staff writer at the New York Times and the creator of the new Hulu television series Fleishman Is in Trouble, based on her bestselling novel.

“I took the cast out to dinner … And the way they began talking to each other, which was very intimate, was like a punch in the stomach. Because I had always thought that I got people to open up to me [in celebrity profiles]. And I was like, Oh, no, I got them to answer questions differently than maybe they had before. … And that was a little devastating to me.”

Alexandra Lange is a design critic whose work has appeared in The New Yorker, The New York Times, and many other publications. Her new book is Meet Me by the Fountain: An Inside History of the Mall.

“I really like to write about things that I can hold and experience. I'm not that interested in biography, but I am very interested in the biography of an object. ... Like I feel about the objects, I think, how most people feel about people. So what I'm always trying to do is communicate that enthusiasm and that understanding to my reader, because these objects really have a lot of speaking to do.”

John Jeremiah Sullivan is a contributing writer at the New York Times Magazine and has written for Harper's, The New Yorker, and GQ. He is the author of Pulphead and the forthcoming The Prime Minister of Paradise: The True Story of a Lost American History.

“I love making pieces of writing and trying to find the right language to say what I mean. It's such a wonderful way of being alive in the world. I mean, your material is all around you. ... I'm lucky that it has stayed interesting for me. It hasn't faded. The challenges of writing, they still glow.”

Claudia Rankine is a poet, essayist, and playwright. She is the author of the new book, Just Us: An American Conversation.

“I began to wonder, why am I maintaining civility around things that are actually very important to me? This might be the only chance I get to stand up for myself. As Claudia. As a Black person. As a Black woman. As an American citizen. So what am I waiting for? What am I preserving when the thing I am supposedly preserving is also the thing that is on some level killing me?”

Thanks to Mailchimp for sponsoring this week's episode.

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?”

Thanks to Mailchimp for sponsoring this week's episode.

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.”

Sean Flynn is a GQ correspondent and National Magazine Award winner.

"I find it satisfying to be able to give a voice to people that sort of get lost…You know, when these big horrible things happen, and the spotlight is very briefly on them, and then it moves away, and it's not that I'm dragging them out and forcing them to 'Relive your horrible moments!' It's more a thing of, 'If you'd like to relive your horrible moment, if you want people to know what actually happened, talk to me. I will tell your story.'"

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

Maria Streshinsky is the executive editor at Wired.

“Sometimes a story comes in and it’s really lovely and well done. And you think if you just got on the phone with this person and pointed out the structure is wrong here and the chronology is wrong here, ask them to change that and send them what is known at Wired as the ‘praise sandwich letter’: how wonderful something is, how much work it will need, how wonderful it will be. … It’s not the kiss of death, it’s ‘we have a lot of work to do.’ … There are lots of pieces that come in that you’ve assigned because it’s the person with the right information with the right access, and they’re a good reporter, but maybe not a terrific wordsmith. So, you do more rewriting. Then there’s the other person that’s a really lovely, lovely writer that doesn’t have the structure and the reporting so you push on that. It’s sort of a three or four-pronged thing—it depends on the piece. I will say, somewhat controversially, there aren’t that many pieces that come in pretty clean.”

Thanks to MailChimp, Skagen, and Pitt Writers for sponsoring this week's episode.

Malcolm Gladwell is a New Yorker staff writer, the author The Tipping Point and Blink, and the host of Revisionist History. His new podcast is Broken Record.

“The loveliest thing is to interview someone who’s never been interviewed before. To sort of watch them in a totally novel experience. Particularly when you’re interviewing them about things they never thought were worthy of an interview. That’s a really lovely experience. It’s like watching a kid on a roller coaster for the first time. But a celebrity is a very different kind of experience. The bar for them is quite high. They’ve been interviewed a million times, so you have to be on your game. You have to take them somewhere that’s a little unfamiliar to get them to perk up. Otherwise it’s just another of a long line of interviews. It’s a lot more demanding.”

Thanks to MailChimp, Aspen Ideas To Go, and Pitt Writers for sponsoring this week's episode.

Clare Malone is a staff writer for The New Yorker, where she covers the media. Her latest article is ”Hasan Minhaj’s ‘Emotional Truths.’”

“You're going to work a lot of hours if you want to be successful, and you're probably not going to make as much money as your dumb friend from college does. You're choosing it for a different reason, but I do think we have to make efforts to have the [journalism] industry be a middle-class profession.”

A.J. Daulerio is the former editor-in-chief of Gawker.

“The choices they’ve given me are take back everything that you loved about Nick [Denton], Gawker, and your job, and we’ll give you your $1,000 back or your ability to make money. You can walk away from this, but you just can’t talk about it ever again. I don’t see there’s any question for me. I definitely thought long and hard about it, and I’ve talked to a lot of people about it. It’s just not in me. Some days I absolutely wish I could say, ‘Is there a phone call I could make to make this all go away?’ Because I want my life back. That’s happened. But for the most part I just think I would regret doing that.”

Thanks to MailChimp, EA SPORTS FIFA 17, School of the Arts Institute of Chicago, Casper, and Texture for sponsoring this week's episode.

Zach Harris is a journalist whose latest article for Rolling Stone is "Meet the Gen Z Hothead Burning Up Pro Bowling."

“I'm not like a staff writer who has … status and access. But if I come up with something fun that you've never heard of that might connect to the larger culture, then it kind of hits a nerve and a sweet spot for me. Someone like a pro skateboarder or a pro bowler, you guys have never heard of. And so being able to present a person and a culture and a world to a wider audience, I think suits me well and has been really a fun way to do profiles.”

Miles Johnson is an investigative reporter for the Financial Times. He is the author of Chasing Shadows: A True Story of Drugs, War and the Secret World of International Crime and the host of Hot Money: The New Narcos.

“I’m really fascinated always by the ways in which people just have to do really boring parts of running a crime organization … I love the banalities of this stuff. We have a fictionalized version of crime groups and it’s obviously glamorous, and they’re really smart, but there’s a lot of stuff that’s bumbling incompetence as well or just quite unglamorous.”

Evan Ratliff, a co-host of the Longform Podcast, is host of the new podcast Persona: The French Deception.

“One of these big scams is like a story. And in the story, what they're doing is they're manipulating you to be a participant in the story, and they're getting you so hooked that you will not just do anything they say, but you will invest yourself in bringing the story to its conclusion. And like, isn't that what you're doing if you're trying to get someone to listen to eight episodes, spend that much of their life listening to your voice? … The idea that every story has this person pulling the strings... I like revisiting that in everything that I do."

In this special episode with Stephen Rodrick, contributing writer at the New York Times Magazine and contributing editor at Men's Journal, Rodrick discusses his recent story "Here Is What Happens When You Cast Lindsay Lohan in Your Movie."

"Publicists don't want to give you access because they're afraid of what you're going to see. But if you spend enough time with anybody, short of Mussolini or Ghengis Khan, they're going to humanize themselves. Because they're human beings, like you are. And they have whatever demented battles they're fighting, their version of crazy, but if you get to spend some time with them as flesh and blood, they're going to come across as flesh and blood in the story."

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."

Thanks to TinyLetter and GoDaddy for sponsoring this week's episode.

Adrian Chen is a freelance journalist who has written for The New Yorker, The New York Times Magazine, and Wired. His latest article is "Unfollow," about a former member of the Westboro Baptist Church.

“Twitter and social media get such a bad rep for being full of hate and trolls. And, you know, a lot of the stories I’ve written have probably bolstered that stereotype. I think a lot of people have a lot of anxiety and ambivalence about social media even though they love it—they’re on it all the time—and they’re kind of thinking of it as a vice, as something they should be ashamed of, as bad. But this is a very clear win. It's not some abstract thing you could never measure. No, it’s like, [social media] really did cause her to leave the church.”

Thanks to MailChimp, Casper, Squarespace, Mack Weldon, and Howl.fm for sponsoring this week's episode.

Will Mackin is a U.S. Navy veteran who served with a SEAL team in Iraq and Afghanistan. His debut book is Bring Out the Dog.

“I wanted to write nonfiction and I started writing nonfiction. And the reason I did that was — first of all, I felt all the people did all the hard work, and who was I to take liberties? And the second reason was, I just felt an obligation to the men and women who I served with not to misrepresent them, or what they’d been through, or what it had meant to them, or how they felt about it. I kept piling these requirements on to myself: Well, if I present this particular event in this light, this guy’s going to get his feelings hurt. Or, I don’t know how this guy’s family will feel about me talking about this. And it became debilitating, all those restrictions, I kind of kept layering on myself. I was talking to George Saunders at one point about this, and I was like, ‘I don’t know if this book is going to happen. I’m just stuck’ And he pointed out, ‘You’re putting all these restrictions on yourself because it puts this perfect book off in the never-to-reach future. If you remove those and start fictionalizing things and getting at it a different way, maybe it’ll work for you.’”

Thanks to MailChimp and Breach for sponsoring this week's episode.