Episode · Lenny's Podcast · 2026-05-24
Lenny Rachitsky & Dan Shipper: books mentioned on Lenny's Podcast
The AI paradox: More automation, more humans, more work | Dan Shipper
Dan Shipper is the co-founder and CEO of Every, a media and software company that’s become a living laboratory for the future of work.
Dan Shipper recommended The Writing Life by Annie Dillard, The Second World War by Sir Winston S. Churchill, and The Rigor of Angels by William Egginton. Lenny Rachitsky discussed The Power Broker by Robert A. Caro.
Books mentioned, in the order they came up
-
The Writing Life
Recommended“Everyone at Every has to read The Writing Life. Like when you join you get a copy and you have to read it. Uh you only have to read the last chapter though. I think the last chapter is incredible”
Where to get it
-
The Second World War
Recommended“Churchill's a really good writer. And he has a whole history of World War II that he wrote, and it's like a combination history and memoir. And I think that's so cool because he was there, you know, he did it.”
Where to get it
-
The Rigor of Angels
Recommended“And there's this book called The Rigor of Angels that I just finished, which is um, it's like a it's a history of ideas that relates uh, Heisenberg, who has the his uncertainty principle, um, Borges”
Where to get it
-
The Power Broker
Discussed“My current obsession is The Power Broker. I don't I think we talked about it when I was visiting you. It's just never ends, but it's uh, surprisingly compelling to read through the history of New York.”
Where to get it
Other mentions in this episode (1) — ad reads, self-promotion and passing references, never counted
Passing The Golden Compass
“It's like if you ever Did you ever read The Golden Compass? Um it's like having a little daemon on your shoulder. You know, it's a little part of your soul.”



