EP 500: Is 2025 the Next 1929? Andrew Ross Sorkin on Bubbles, Crashes, and What’s Coming

This week, Jean sits down with Andrew Ross Sorkin, bestselling author of Too Big to Fail and the brand-new 1929: Inside the Greatest Crash in Wall Street History—And How It Shattered a Nation. Andrew shares why the patterns of 1929 are repeating themselves, from the rise of new technology and market euphoria to record consumer debt and risky new financial products entering retirement accounts. Jean and Andrew break down what’s happening in the markets, what’s fueling the AI-driven investing mania, and what you should be doing now to protect your financial future.

Plus, don’t miss our Insurance Mailbag! Jean and Kathryn tackle your real-life insurance questions, whether you’re downsizing your home, passing down family valuables, or just making sure your coverage fits your next chapter.

You’ll learn:

• Why history says optimism can be dangerous (but useful)
• How today’s “buy now, pay later” mindset mirrors 1929’s credit explosion
• What risks may be hiding in your 401(k)
• Whether crypto and private equity belong in retirement portfolios
• And how to build a portfolio that can actually weather a crash

Empty nest resources from our partners at Nationwide.

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