We Are All Wayfinders

We Are All Wayfinders

May 13, 2026 · 23 min · Episode 556

About this episode

David discusses the importance of navigating investing and life with a compass rather than a GPS, sharing insights from his experiences with live portfolio cohorts and AI analysis.

Why we have to navigate investing, business, and life with a compass rather than a GPS. David also provides an update on what he has learned from hosting live portfolio cohorts and letting AI analyze his portfolio trades over the past 12 years. Sponsors Square - Get up to $200 in hardware Delete Me – Use code David20 to get 20% off Insiders Guide Email Newsletter Get our free Investors' Checklist when you sign up for the free Money for the Rest of Us email newsletter Our Premium Products Asset Camp Money for the Rest of Us Plus Show Notes Almost Reckless by Amy Smilovic—Penguin Random House Related Episodes 555: Five Practices That Have Shaped My Career 127: Investing Is Wayfinding See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .

People in this episode

Host: J. David Stein

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Sponsors

Square, Delete Me

Mentioned in this episode

Books & works: Almost Reckless

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