recommends / book
“The first one is The Power Broker by Robert Caro, which is an incredibly aggressive recommendation, given that it's like 1100 pages. But I think, in this era, when our attention spans are so short, I think this is actually worth reading end to end, because I think there are very few collections or memoirs where it spans through someone's entire life, and you sort of see how somebody changes throughout those decades. And it's also somebody who's really controversial too. And it's nice to read a really nuanced view of somebody, Robert Moses. And I think we just lose out on some of this long arc thinking, because we're thinking so much about right now. So it's just an important reminder that careers are long, and is also really good for understanding how somebody just gets things done really well. So Power Broker. The second one that I recommend to a lot of people is a book called Insomniac City, which is written by Bill Hayes, who was the partner of the scientist, Oliver Sacks, around the time that Oliver Sacks died. And it's just this really beautiful, ethereal memoir of Oliver Sacks' last days, and their sort of love story. I think this has very little to do with the stuff on your podcast, Lenny, but it's just a book that I really love, and just makes you think about mortality, but also love and life and stuff like that. So that's one of my favorite books.”
Jenny Wen · Lenny's Podcast · The design process is dead. Here’s what’s replacing it. | Jenny Wen (head of design at Claude) · 1 Mar 2026
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recommends / book
“Yeah, I totally agree. I don't want to repeat myself, because I talked about this on my Byrne episode but we were talking about Robert Caro's books and one interesting thing is this guy was nominated for a Pulitzer Prize before he wrote The Power Broker. He was a top tier investigative journalist. Can you imagine crunching the numbers as a top tier investigative journalist at the peak of your career and you're like, “You know what would be a good use of my time? I'm going to spend the next seven years, in almost poverty, writing about this one guy who had a lot of influence in New York. I'm going to talk to any person who had conceivably even been in the same room as him or had been indirectly affected by his policies in any way. And I'm gonna do that obsessively for the next seven years.” There's no way the number crunching would get you there but it's probably been one of the most influential books in terms of how urban governance is done. Presidents have praised and read the book and said it changed how they think about politics. It is the kind of thing where you wouldn't have gone to that conclusion just from thinking about it beforehand and this is the most effective thing I could do.”
Dwarkesh Patel · Dwarkesh Podcast · Nadia Asparouhova — Tech elites, democracy, open source, & philanthropy · 15 Dec 2022
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