The Financial Mistake We Keep Making and How to Stop

The Financial Mistake We Keep Making and How to Stop

August 25, 2026 · 46 min · Episode 97

About this episode

Oprah discusses financial lessons and parallels between the 1929 crash and today's economy with Andrew Ross Sorkin.

BUY THE BOOK! ' 1929: Inside the Greatest Crash in Wall Street History--and How It Shattered a Nation ' by Andrew Ross Sorkin Are we headed for a financial crash like the one in 1929? Oprah sits down with Andrew Ross Sorkin, financial columnist for The New York Times, co-anchor of CNBC's Squawk Box and bestselling author of 1929: Inside the Greatest Crash in Wall Street History and How It Shattered a Nation, for a thought-provoking conversation about money, human nature and the warning signs we may be missing right now. From the irrational exuberance of the Roaring Twenties to meme stocks, A.I. and today’s “YOLO” culture Andrew explores the surprising parallels between then and now and why every generation eventually faces a financial reckoning. Andrew answers audience questions about whether we could be headed for another major downturn and what that could mean for everyday Americans. Plus, he shares some of his most important money lessons: from why women may be better investors and the six-month savings rule to teaching kids the value of a dollar and preparing for an uncertain financial future. 00:00:00 - Welcome Andrew Ross Sorkin, author of “1929”  00:04:50 - Credit…

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