The Financial Mistake We Keep Making and How to Stop

The Oprah Podcast

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'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 didn’t exist

00:07:00 - How 1929 parallels today

00:08:33 - Biggest lessons from 1929

00:12:09 - The patterns that give Andrew pause 

00:14:20 - Andrew was daunted by writing this book 

00:17:50 - The financial crash is coming 

00:20:12 - America would have been better off with women in charge 

00:22:00 - Retirement is a woman’s issue 

00:23:15 - Advice for recession 

00:25:20 - Most Americans are not ready 

00:27:25 - Will AI delay life milestones?

00:28:52 - Financial mistake people make over and over 

00:30:50 - Is college still important? 

00:33:13 - Important financial lessons for kids

00:36:00 - What Andrew has learned about power

00:38:45 - Are trillionaires a problem? 


Follow Oprah Winfrey on Social:

https://www.instagram.com/oprahpodcast/

https://www.facebook.com/oprahwinfrey/


Listen to the full podcast: 

https://open.spotify.com/show/0tEVrfNp92a7lbjDe6GMLI

https://podcasts.apple.com/us/podcast/the-oprah-podcast/id1782960381

More description

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 didn’t exist

00:07:00 - How 1929 parallels today

00:08:33 - Biggest lessons from 1929

00:12:09 - The patterns that give Andrew pause 

00:14:20 - Andrew was daunted by writing this book 

00:17:50 - The financial crash is coming 

00:20:12 - America would have been better off with women in charge 

00:22:00 - Retirement is a woman’s issue 

00:23:15 - Advice for recession 

00:25:20 - Most Americans are not ready 

00:27:25 - Will AI delay life milestones?

00:28:52 - Financial mistake people make over and over 

00:30:50 - Is college still important? 

00:33:13 - Important financial lessons for kids

00:36:00 - What Andrew has learned about power

00:38:45 - Are trillionaires a problem? 


Follow Oprah Winfrey on Social:

https://www.instagram.com/oprahpodcast/

https://www.facebook.com/oprahwinfrey/


Listen to the full podcast: 

https://open.spotify.com/show/0tEVrfNp92a7lbjDe6GMLI

https://podcasts.apple.com/us/podcast/the-oprah-podcast/id1782960381

2026-08-25 45 min
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