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Is Lindsay Too Tall to Be Mayor?

The author reflects on his mayoral run with Norman Mailer against John Lindsay.

At the bar one night a couple of weeks after the primary, I looked up from a drink and saw my face and Norman's face floating across the screen on the NBC First Tuesday show. It is a network thing, and they did a 20-minute look at our campaign. The show reinforced my opinion that Norman and I had some of the most terrific lows in the history of anything that ever took place in this city. And, perhaps, a couple of highs that could be recognized as time passes a bit. Like maybe colleges for years will be using the things Norman Mailer was saying out in the streets.

Andy Ward, a former editor at Esquire and GQ, is the editorial director of nonfiction at Random House.

"How you gain that trust is a hard thing to quantify. The way I try do it is by caring. If you don't care about every word and every sentence in the piece, writers pick up on that. ... Ultimately, it's their book or their magazine article. Their name is on it, not mine. I always try to keep that in mind."

Thanks to this week's sponsors: TinyLetter and EA SPORTS FIFA 14.

Kashmir Hill is a tech reporter for The New York Times. Her new book is Your Face Belongs to Us: A Secretive Startup’s Quest to End Privacy as We Know It.

“I often do feel like what my work is doing is preparing people for the way the world is going to change. With something like facial recognition technology, that's really important because if the world is changing such that every photo of you taken that's uploaded is going to be findable, it's going to change the decisions that you make.”

David Marchese is the interviewer for New York's "In Conversation" series.

"The thing I like about doing long interviews with people is that each one feels like a totally unique experience to me. It’s not like I go into an interview and already know the arc of the story I’m going to tell, and I’m going to just fill that in the best I can. I have ideas of what to talk about and what the conversation might entail, but it does feel like I’m starting at zero and the conversation can go anywhere.”

Thanks to MailChimp, Read This Summer, Google Play, and Pitt Writers for sponsoring this week's episode.

Leon Neyfakh is a writer and the host of Slow Burn.

“We didn’t want to be coy about why we were doing the show. We wanted to be up front. We’re interested in this era because it seems like the last time in our nation’s history where things were this wild and the news was this rapid fire and the outcome was this uncertain. That was the main parallel we were thinking about when we started. It was only when we started learning the story and identified the turning points we kept running into these obvious parallels. We mostly didn’t lean into them. We didn’t chase them. There wasn’t a quota of parallels per episode.”

Thanks to MailChimp, MUBI, and Thermacell for sponsoring this week's episode. Also: Longform Podcast t-shirts are now available for a limited time only!

New Tiger, Old Stripes

How the golfer hasn’t changed, post-scandal.

Try as his publicity squad might, it's tough to maintain—or now restore—the Tiger Image when former insiders sprout secret-sharing campaigns. "It's always a divorce," David Feherty, longtime commentator and golf-gab-show host, told me recently. "Tiger expects the curtains to remain drawn, and when somebody opens them, it pisses him off. He has appeared superhuman for so long, and it's like he feels the need to perpetuate that myth."

Taffy Brodesser-Akner is a staff writer at the New York Times and the author of Fleishman Is in Trouble: A Novel.

“As a profile writer, the skill I have is getting in the room and staying in the room until someone is like, ‘Why is this bitch still in the room? Get her out of there!’ It’s a journalistic skill that is not a fluffy skill. There are people who are always actively trying to prevent your story, prevent you from seeing it, from seeing the things that would be good to see. There’s a lot of convincing, comforting and listening going on. And there’s a lot of dealing with the fact that somebody in the middle of talking to you can suddenly decide that you are the worst. Those things are very tense and it’s a specific skill that I have that can defray all those things. Or it lets me stay.”

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

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.”

James Verini is a contributing writer at The New York Times Magazine and National Geographic. His new book is They Will Have to Die Now: Mosul and the Fall of the Caliphate.

“War is mostly down time. War is mostly waiting around for something to happen.”

Thanks to Mailchimp, Pitt Writers, and "Couples Therapy" for sponsoring this week's episode.

Lydia Polgreen, former foreign correspondent and director of NYT Global at The New York Times, is the editor in chief of HuffPost.

“Like a lot of people, I think I went a little bit crazy after Donald Trump got elected. ... If Hillary Clinton had won the election, I have a feeling that I would still be a mid-level manager at The New York Times. But after the election, I really started to think about journalism, about my role in it, about who journalism was serving and who it was for, and I just became really enamored with this idea that you could create a news organization that was less about people who are left out of the political and economic power equations, but actually for them.”

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

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.

Business, Casual.

TheFacebook, as it was then called, had just reached 1.5 million users:

In the end, Zuckerberg says, quarrels over money rarely come up because money is not their priority. “We’re in a really interesting place because if you look at the assets we have, we’re fucking rich,” Zuckerberg adds. “But if you look at like the cash and the amount of money we have to live with, we’re dirt poor. All the stuff we own is tied up in random assets” like servers and the company itself. “Living like we do now, it’s, like, not that big of a deal for us. We’re not like, Aw man, I wish I had a million dollars now. Because, like, we kind of like living like college students and being dirty. It’s fun."

Max Chafkin is a features editor and reporter for Bloomberg Businessweek. His new book is The Contrarian: Peter Thiel and Silicon Valley’s Pursuit of Power.

“I think there's like a really good way to come up with story ideas where you basically just look for people who have given TED Talks and figure out what they're lying about. And there's also a tendency in the press to pump up these startups based on those stories. ... It's worth taking a critical look at these stars of the moment. Because often there's not as much there as we think. And if you’re talking about Theranos or something, there's some potential to do harm—but also it means that maybe more worthwhile efforts are not getting the attention they deserve.”

Vauhini Vara is a contributing writer at Wired and author of the novel The Immortal King Rao.

“With a magazine story, it might be like six months or a year or two, if it's something that took you a long time. With this [novel], it was 13 years for me, but the sort of emotional arc felt similar, where there were these periods of despair and a sense that like, this wasn't going anywhere, and then these periods where like, I'm a genius and this is going to be the best book ever written. You go back and forth, as we do with our journalism. But then with every draft of it, I always felt like, all right, this is better than the last draft at least. I don't know what the next one is going to look like, but this is definitely an improvement. And I feel like that's what kept me feeling like I was at least moving in the right direction.”