Jessica Pressler writes for New York, Elle and GQ.

“I really like hustlers, stories about someone who comes out of nowhere and tries to do it for themselves. Those people are just easy to like. Even when they're sort of terrible, they're easy to like.”

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

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."

Thanks to TinyLetter for sponsoring this week's episode.

Don Van Natta Jr., a three-time Pulitzer Prize winner, writes for ESPN and is the author of several books, including Wonder Girl.

"The nature of the kind of work I do as an investigative reporter, every story you do is going to get attacked and the tires are going to get kicked. It’s going to get scrutinized down to every phrase and down to every letter. You have to have multiple sources for key facts on this type of story. We set out to get that and we got it."

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

"The kind of stories I've gotten to do have involved fulfilling my childhood fantasies of having an adventurous life."

We are re-airing our February 2013 interview with our friend Matt Power, who died while on assignment in Uganda, to help raise money for The Matthew Power Literary Reporting Award.

Founded by Matt's friends and family, the annual award will support promising writers early in their careers with a stipend of $12,500 to bring forward an unreported story of importance in some overlooked corner of the world.

Please donate today.

Anne Helen Petersen writes for BuzzFeed. Her book Scandals of Classic Hollywood is out this week.

"I was obsessed with Entertainment Weekly from the very first issue and I obsessively catalogued it. I made a database on my Apple IIe where I put in the title of the magazine and the number and whether it was a little 'e' or a big 'E' on the cover and the different topics and then I gave it a grade. You know how in Entertainment Weekly they give everything a grade, so I’d be like 'Oscar’s Issue: A minus.' But I learned how to obsessively track Hollywood industry even though I grew up in a very small town in northern Idaho."

Thanks to TinyLetter, Bonobos, and EA SPORTS FIFA 15 for sponsoring this week's episode.

Chris Hayes hosts All In with Chris Hayes on MSNBC and is an editor-at-large for The Nation.

"The instability was so intense and the anguish and frustration were so intense that there wasn’t a ton of time to think through, 'Well, what is my role in this?' Mostly it was: wake up in the morning after two or three hours of sleep and start going to stuff, talking to people, and keep doing that until the show happens."

Thanks to GoDaddy for sponsoring this week's episode. Apply for the TinyLetter Writers Residency by September 26. And nominate your favorite soccer article for a chance to win a free Xbox One and EA SPORTS FIFA 15.

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."

Thanks to this week's sponsors. Apply for the TinyLetter Writers Residency by September 26. And nominate your favorite soccer article for a chance to win a free Xbox One and EA SPORTS FIFA 15.

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.

Emily Bazelon is a staff writer at the New York Times Magazine and the author of Sticks and Stones.

"There’s nothing purely, or maybe even at all, altruistic about this exchange. It’s transactional in the Janet Malcolm classical sense, but also in the emotional sense. There is a way in which I’m super open. I take in these experiences. They keep me up at night. They really get inside me. But then, I'm also using them to craft whatever I’m working on."

Thanks to TinyLetter for sponsoring this week's episode.

Zach Baron is a staff writer for GQ.

“People love to put celebrity stuff or culture stuff lower on the hierarchy than, say, a serial killer story. I think they're all the same story. If you crack the human, you crack the human.”

Thanks to TinyLetter and Squarespace for sponsoring this week’s episode.

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."

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

Lewis Lapham, formerly the editor of Harper's, is the founder of Lapham's Quarterly.

"The best part of my job was to come across a manuscript. You never knew what would show up. ... I always had the sense of opening a present, hoping to be both delighted and surprised. Often I was disappointed. But when I wasn't, it was a lot of fun. And word got around that I was that kind of an editor, that I was willing to try anything if you could make it interesting."

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

Adam Higginbotham has written for Businessweek, Wired and The New Yorker. His latest story is A Thousand Pounds of Dynamite, for The Atavist.

"There's always a narrative in a crime story. Something has always gone wrong. These guys are always in prison, because they all fucked something up or trusted the wrong person. They always get caught in the end. Because if they hadn't, you wouldn't be reading about it."

Thanks to TinyLetter for sponsoring this week's episode.

Brin-Jonathan Butler has written for SB Nation, ESPN, and The New York Times. His new book is A Cuban Boxer’s Journey.

"He smiled at me and just to make small talk, I said, 'You know, you’ve got this gold grill on your teeth. Where did you get that from?' And he said, 'Oh, I just melted my gold medals into my mouth.' And I thought, 'I think I’ve got a story here.'"

Thanks to TinyLetter, WW Norton & Company and Open Road Integrated Media for sponsoring this week's episode.

Rachel Kaadzi Ghansah has written for The Believer, The LA Review of Books, Transition and The Paris Review. "If He Hollers Let Him Go," her essay on Dave Chappelle, was a 2014 National Magazine Award finalist.

"So the stakes are high. I’m not just writing this to write. I’m writing because I think there’s something I need to say. And there’s something that needs to be said. ... What I hope is that a young kid or an older person will see that you have choices, that you don't have to accept what people hand to you. That you have control."

Thanks to TinyLetter for sponsoring this week's episode.

A look back at some of our favorite moments from the first 99.

Thanks to our sponsors, TinyLetter and Squarespace.

John Heilemann is the managing editor of Bloomberg Politics and the co-author of Game Change and Double Down.

"If you're a writer, and you're not an asshole, you want the maximum number of people to read your stuff. There's nothing wrong with that. There's no great glory in cultivating some niche audience. I do this work because I believe in what I'm doing. I'm not trying to compromise my principles or my standards to get a larger audience. But once I've written the thing of which I feel confident and proud, which I feel is ethically and journalistically sound, I then want the maximum number of people to read it."

Thanks to TinyLetter for sponsoring this week's episode.

Sarah Nicole Prickett is the founding editor of Adult.

"I'll admit to being resistant to the 'by women for women' label that Adult had before because I saw it as being just 'by women,' period. That’s way more feminist than making something for women, which is very prescriptive and often comes in various shades of pink."

Thanks to TinyLetter for sponsoring this week's episode.

Ta-Nehisi Coates is a senior editor at The Atlantic. His latest cover story is "The Case for Reparations."

"The writer hopes for change, but writers can't assume that their work is going to cause change."

Thanks to TinyLetter and I Am Zlatan, the international bestseller published by Random House, for sponsoring this week's episode.

Nathaniel Rich writes for Rolling Stone, Harper's and the New York Times Magazine. His latest novel is Odds Against Tomorrow.

"I'm drawn to obsession. I think I'm an obsessive in a way, probably most writers are. It's an obsessive act to sit at a desk by yourself."

Thanks to TinyLetter and EA SPORTS FIFA WORLD CUP for sponsoring this week's episode.

Wesley Morris, a Pulitzer Prize winner, covers film at Grantland.

"That's what writing about race and popular culture is for me: it's crime reporting. It's not me looking for an agenda when I go to the movies ... but I feel a moral responsibility to report a crime being committed. That's what I'm forced to do over and over again."

Thanks to this week's sponsors, Warby Parker and TinyLetter.

Gary Smith, a four-time National Magazine Award winner, retired last month after 32 years at Sports Illustrated.

"We were on the Santa Monica Freeway, Ali's driving 70 miles an hour and his eyes are drifting asleep—the medication for Parkinson's would do that to him. I'm thinking, 'Oh, crap.' We're weaving between lanes, cars are honking, and I'm wondering in the passenger seat, 'Should I grab the wheel from the greatest champ of all-time?' The writer in me wants to let it go, let the crash happen just so I get a scene for the story. But the human in me was just getting scared as hell."

Thanks to TinyLetter and EA SPORTS FIFA WORLD CUP for sponsoring this week's episode.

Michael Paterniti, a correspondent for GQ, has also written for Esquire, Rolling Stone and Outside. His latest book is The Telling Room.

"I want to see it, whatever it is. If it's war, if it's suffering, if it's complete, unbridled elation, I just want to see what that looks like—I want to smell it, I want to taste it, I want to think about it, I want to be caught up in it."

Thanks to this week's sponsors: TinyLetter and Hari Kunzru's Twice Upon a Time, the new title from and Atavist Books.

Leslie Jamison has written for The Believer, Harper's and The New York Times. Her latest book is The Empathy Exams.

"I sort of love imagining a small army of 22-year-old men who are just like, 'Fuck that book, I wish it was never published.'"

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

Michael Lewis has written for The New Republic, Vanity Fair and The New York Times Magazine. His latest book is Flash Boys.

“When you're telling a story, you're essentially playing the cards you're dealt. ... Sometimes the hand is very easy to play. Sometimes the hand is difficult to play. At the end, I just try to think, ‘Is there anything I would have done differently?‘ ‘Is there any trick I missed?’ If I don't have the feeling that I missed something big, I feel happy about the book.”

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