Why Andrew Ross Sorkin Spent 8 Years Chasing One Story

The Daily Stoic

Daily Stoic | Backyard Ventures

Education, 694393, Daily Stoic, Society & Culture, Stoic, Stoicism, Self-improvement, Business, Stoic Philosophy, Philosophy, Ryan Holiday

4.6 • 4.7K Ratings

🗓️ 3 December 2025

⏱️ 47 minutes

🔗️ Recording | iTunes | RSS

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Summary

How do you stay locked in on one project for eight years? Andrew Ross Sorkin shares what he learned while writing his bestselling book 1929: Inside the Greatest Crash in Wall Street History and How It Shattered a Nation in today’s conversation with Ryan. They talk about what it really takes to write a massive, deeply researched book while juggling a demanding career and family life. Andrew opens up about the fear, insecurity, and obsession that fueled his eight year journey into the world of 1929. Ryan and Andrew get into why writing still feels hard for him, the surprising reality of how much of history comes down to human behavior, and the strange process of trying to understand people who lived a century ago.

Andrew Ross Sorkin is a financial columnist for The New York Times and a co-anchor of CNBC's Squawk Box. He is also the founder and editor of DealBook, a financial news service published by The New York Times. He wrote the bestselling book Too Big to Fail and co-produced a movie adaptation of the book for HBO Films. He is also a co-creator of the Showtime series Billions. His new book is 1929: Inside the Greatest Crash in Wall Street History--and How It Shattered a Nation.

You can grab signed copies of 1929 by Andrew Ross Sorkin at The Painted Porch: https://www.thepaintedporch.com/

Follow Andrew Ross Sorkin on Instagram @SorkinSays and on X @AndrewRSorkin

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Transcript

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