Rule Breaker InvestingInvesting

Rule Breaker Investing


Rule Breaker Investing

September 2026 Mailbag: 16 Years Old to 25 Years Foolish

Wed, 30 Sep 2026
This month, eight correspondents bring us questions and stories from very different points along the Foolish journey. We talk time freedom, indexing in a faster-changing world, investing “miracles,” the rewards of choosing stocks even when the scoreboard disagrees—and the challenge of knowing when patience has simply become waiting.Plus, a little career advice, a one-man podcast production company named Bart, and a final letter 25 years in the making.Companies Mentioned: AMZN, HOG, JMIA, LFMD, NFLX, NVDA, PLUG, SBUXHost: David GardnerProducer: Bart Shannon




Learn more about your ad choices. Visit megaphone.fm/adchoices

Market Cap Game Show: What’s Rare Earth Worth?

Wed, 23 Sep 2026
Price per share is only half the story. Multiply it by shares outstanding and you get the number that matters: market capitalization, the market’s current price tag on a public company. And for the 43rd time, it’s time to turn that lesson into a game.

David welcomes Motley Fool analyst Yasser El-Shimy and longtime Fool producer and personality Mac Greer for ten companies spanning cloud software, credit cards, Norwegian energy, sleep apnea, community banking, rare-earth minerals, biotech real estate, and 78,000 miles of pipelines. Along the way: two Throwdowns, the King-Sharon rule, some company-history surprises—and a coveted future seat in the March Market Cap Madness Final Four hanging in the balance.

As always, the most important contestant is you. Agree or disagree with the stated ranges, risk the extra half-point by calling higher or lower when you dare, keep your own score—and see whether you can beat the Fools.

Companies Mentioned: ARE, AXP, EQNR, INSP, JKHY, KMI, LOB, MP, WDAY, ZM

Host: David GardnerGuests: Yasser El-Shimy, Mac GreerProducer: Bart Shannon
Learn more about your ad choices. Visit megaphone.fm/adchoices

ChatGPT Asks & David Answers, Vol. 4

Wed, 16 Sep 2026
ChatGPT is back on the mound, David is back in the batter’s box, and for the first time in more than a year it’s time for five fresh pitches.This time, the questions aren’t quizzes—they’re provocations. What advantages did David have as an investor at 30 that he no longer has at 60—and what has he gained in return? Which Rule Breaker principle might prove less durable over the decades ahead? What could the future price of a single company tell us about the future of the world? And when two very different kinds of Rule Breakers compete for one spot in your portfolio, which way do you swing?

Five questions designed to challenge assumptions, expose blind spots, summon a few strange hypotheticals, and perhaps produce an answer or two David himself didn’t know he had.ChatGPT asks. David answers. Five questions, five swings. Play ball!

Companies Mentioned: AAPL, AMZN, GOOG, ISRG, NFLX, NVDA, PLTR, RKLB, SPCX, SPY, TSLA

Host: David GardnerProducer: Bart Shannon
Learn more about your ad choices. Visit megaphone.fm/adchoices

10 Years Later: 5 Low-Risk Stocks for the Next Year

Wed, 09 Sep 2026
en years ago, amid plenty of bearish sentiment, David did something unique in the history of his 5-Stock Samplers: he picked five stocks specifically to beat the market over just the next year. The common denominator? Each ranked among the lowest-risk companies in his investing universe.A decade later, Rick Munarriz joins him to fire up the time machine. Apple, Canadian National Railway, Disney, Ecolab, and Alphabet go back on the scoreboard—not merely for the one-year contest they were chosen to play, but for the nine bonus years that followed. Which delivered? Which disappointed? And what does a decade teach us about what “low risk” really means?Five companies. One unusually short original time horizon. Ten years of actual results—and another chance to ask what we got right, what we got wrong, and what we can learn for the decade ahead.Host: David GardnerGuest: Rick MunarrizProducer: Bart ShannonCompanies Mentioned: AAPL, CNI, DIS, ECL, GOOG
Learn more about your ad choices. Visit megaphone.fm/adchoices

Old, New, Borrowed & Blue, Vol. 11

Wed, 02 Sep 2026
Every once in a while, Rule Breaker Investing sets aside the theme and embraces the hodgepodge. Something Old, something New, something Borrowed, something Blue—four directions, no particular reason they should fit together, and that’s part of the fun.

This time, a World Series champion offers a lesson about sample sizes and staying with a winning process. An old investing truth finds a new home—in exactly 350 words. Kevin Kelly makes the case for becoming the most improbable version of yourself in an increasingly predictable, AI-powered world. And then, because Blue means whatever Blue wants to mean: blueberries! Genuinely blue, surprisingly interesting, and even capable of teaching an investor a thing or two about… compounding.Baseball, bear markets, improbable lives, and blueberries. Fool on!

Host: David GardnerProducer: Bart Shannon
Learn more about your ad choices. Visit megaphone.fm/adchoices

Send Message to Rule Breaker Investing

Unverified Podcast
Is this your Podcast? Claim It!

Podcaster File Rule Breaker Investing

Reviews for Rule Breaker Investing