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Andrea Bernstein is a journalist and co-host of Trump, Inc., a podcast from WNYC and ProPublica. Her new book is American Oligarchs: The Kushners, the Trumps, and the Marriage of Money and Power.

“Hope is an action. And I feel that writing and documenting is an action. When I stop doing those things, I will be hopeless. But because I am still doing those things, it means that I still have hope… so long as we continue to be actors in the world, we can be hopeful human beings.”

Thanks to Mailchimp and Pitt Writers for sponsoring this week's episode.

Mitchell S. Jackson is a journalist and author. His profile of Ahmaud Arbery, ”Twelve Minutes and a Life,” won the 2021 Pulitzer Prize for Feature Writing.

”What is 'great'? 'Great' isn’t really sales, right? No one cares what James Baldwin sold. So: Are you doing the important work?”

Pamela Colloff is an executive editor and staff writer at Texas Monthly.

"That sense of loss, that sense of normal life turning on a dime is something that, in a very different way, I’ve experienced. And I carry that with me into some of the more difficult stories."

Smiley face Mimi Swartz has written for Talk, The New Yorker and Vogue. She is an executive editor at Texas Monthly.

"Here’s this great [public interest] story that nobody’s ever told. Now how can I write it so the maximum number of people want to read it? I try to make the homework part as interesting and compelling as possible."

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

Jonah Weiner is a contributing writer for The New York Times Magazine and co-author of the newsletter Blackbird Spyplane.

“It's a version of myself. It's a hyperbolic version of myself. And I think it keeps it fun for me. It doesn't feel like a job. Ideally, it keeps it fun for readers. And I think that there actually is this function where X out of 10 people coming to it, their eyes are going to cross and they're going say, I'm out. No thanks. And that's fine, because the Y out of 10 who stick around feel that much more in on something and it just makes it feel like a funky, special place.”

Derek Thompson is a staff writer for The Atlantic and host of the podcast Plain English.

“I am an inveterate dilettante. I lose interest in subjects all the time. Because what I find interesting about my job is the invitation to solve mysteries. And once you solve one, two, three mysteries in a space, then the meta-mystery of that space begins to dim. And all these other subjects—that's the new unlit space that needs the flashlight. And that's the part of the job that I love the most: that there are so many dark corners in the world. And I've just got this flashlight, and I can just shine it wherever the hell I want.”

Jackie MacMullan is an NBA journalist who has written for The Boston Globe, Sports Illustrated and ESPN. She hosts the podcast Icons Club for The Ringer.

“[Athletes] think they don't need journalists—and they're wrong. And I tell them all this. I'm like, ‘I know you think you've got your own production company, but we can tell your story better than you can.' That's just the truth. No one tells their own story the best. It's the people around them that tell the story the best. And nobody wants a whitewashed version of you. They want warts and all. That's what makes you lovable. That's what makes you interesting. ... There are great journalists out there that can tell your story—and it might not be exactly the way you want it to be told, but it'll have weight and it'll have legacy to it.”

Nancy Updike is a founding producer and senior editor at This American Life. Jenelle Pifer, a former Longform Podcast editor, is a senior producer at Serial. Their new three-part podcast, hosted by Updike and produced by Pifer, is We Were Three.

Updike: “I say it’s a story that’s a bit about COVID, but really about a family, and that’s the closest I’ve gotten to a short version. I don’t know. Why is that? I never have a short version of something I’m working on—never.”

Pifer: “We were doing a lot of talking about, for Nancy, what are the driving questions you tend to be attracted to? There were a few things we came up with, one of which was that you tend to gravitate toward stories where somebody is in the middle of something that they don’t know what to make of yet, and you kind of just want to sit with them and see what direction they walk in, or what they say, or what meaning they put onto something.”

Kelsey McKinney is a features writer and co-owner at Defector.com. She hosts the podcast Normal Gossip and is the author of the upcoming book You Didn't Hear This From Me: (Mostly) True Notes on Gossip.

“I was always very interested in how you strategize a creative career. And I think that that is an unsexy thing to talk about, right? It's much sexier to be like, Oh, I love working on my sentence-level craft, which is not true for me. But I think that a lot of a creative career is understanding it is still a job, and then understanding how you make sure that within the container of the job you can do the work that you want to do. That is a really difficult balance to make. So if you can understand how people who have done it before you, you can copy them.”

Anna Sale is the host of Death, Sex & Money.

“It's the result of listening, of feeling listened to, that people open up. I look like a crazy person when I do interviews, because sometimes someone will be describing something and I will close my eyes and try to picture what they’re telling me. And if I can’t picture the moment they’re describing I’ll just try to dig in a little bit more.”

Thanks to TinyLetter, The Great Courses, MarketingProfs, and WealthFront for sponsoring this week's episode.

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.”

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.”

Rachel Aviv is a staff writer for The New Yorker. Her new book is Strangers to Ourselves: Unsettled Minds and the Stories That Make Us.

“I used to feel that if I knew everything, that was a good sign. And I've become more aware that if you know everything you want to argue, that's not such a good sign…. Do I have a genuine question? Is there something I’m trying to figure out? Then the story is worth telling. But if I don’t really have a question or if my question is already answered, then maybe that should give you pause.”