10 Years Later: 5 Stocks to Feed the Bear
Ten years ago this week, in the teeth of a downturn, David picked five stocks under the banner “5 Stocks to Feed the Bear.” This week, he and longtime Fool Rick Munarriz revisit that full basket—not a...
11 Feb 43min
Let’s Talk About the Future in 2026 with Kevin Kelly
Kevin Kelly—founding editor of Wired magazine and a lifelong observer of technology in motion—returns to Rule Breaker Investing for a conversation about how the future actually shows up. We don’t trad...
4 Feb 1h 4min
January 2026 Mailbag: Values, Kids, Games & Inspiration
This week’s Rule Breaker Investing Mailbag brings together beautiful questions and stories to start the new year. We wrestle with a values-alignment dilemma around owning Robinhood, explore what it lo...
28 Jan 37min
Calculating Risk Foolishly, Vol. 4: ETSY v. DUOL
Risk gets talked about a lot in investing—and often defined poorly. This week on Rule Breaker Investing, David is joined by Motley Fool analysts Alicia Alfiere and Yasser El-Shimy to walk through his ...
21 Jan 1h 24min
Healing Leaders: An Inside-Out Path to Better Decisions
This week on Rule Breaker Investing, David is joined by Raj Sisodia and Nilima Bhat, co-authors of Healing Leaders, for a conversation about leadership burnout, meaning, and why wholeness may be a str...
14 Jan 51min
Essays From Yesterday, Vol. 8
As we open 2026, David looks backward to get clearer about what really matters going forward. In the eighth installment of Essays From Yesterday, he revisits four Rule Breaker essays written between 2...
7 Jan 53min
December 2025 Mailbag: “Am I a Fool?”
It’s the final Rule Breaker Investing podcast of 2025, and the year ends as it always does—with your Mailbag. David shares his annual year-forward market call, then works through listener notes that c...
31 Dec 202553min
Market Cap Game Show: Bubble Wrap & Sidewalk Robots
It’s time once again for the Market Cap Game Show Holiday Edition, where intuition meets valuation and everyday life meets market caps. Bill Barker and Matt Argersinger take the stage, vying for the f...
24 Dec 20251h 10min
