Rule Breaker Investing

Some truths are too good to say only once. This week, David re-blasts five timelessly powerful ideas from the past—about identity, investing, serenity, frameworks, and questioning—and brings them together in a fresh 2026 mix. One quietly powerful idea runs underneath: What you do, repeatedly, becomes who you are.Along the way:


A single line that might rewire how you think about your own habits (and your portfolio)

A Silicon Valley inversion that flips investing on its head

Shakespeare, serenely out-investing most of Wall Street

Why Warren Buffett shouldn’t have bought Amazon—and why that’s good news

And a modern upgrade to “question everything” for the age we’re actually living in


Companies mentioned: AMZN, CMG, ISRG, MELI, NFLX, NVDA, SHOP, TSLAHost: David GardnerProducer: Bart Shannon
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March Madness may be over, but the Mailbag is just beginning—and as always, you’re the star of the show. This month we hear from listeners who tracked the data on our Market Cap Game Show strategies (does “always disagree”… really work?), revisit a thoughtful challenge from Professor Jason Corso on whether Rule Breaker Investing is built on habits, recipes, or something closer to an algorithm, pick up a clever Google News hack that lets you see the world through another country’s headlines, and yes… return to Pet Peeves territory with a “Bamm!” vs. “Boom!” breakdown of locker room acoustics. Along the way, we touch on how we think, how we learn, and how we behave—in markets and in life.And we close with one Fool’s simple question: Does the Snap Test apply… beyond stocks?



Sign up for The Motley Fool’s Breakfast News here: ⁠⁠⁠⁠⁠⁠www.fool.com/breakfastnews⁠⁠⁠⁠⁠⁠



Order David’s Rule Breaker Investing book here: ⁠⁠⁠⁠⁠⁠https://www.amazon.com/gp/product/1804091219/⁠⁠⁠

Companies mentioned: AXON, DIS

Host: David GardnerProducer: Bart Shannon


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The bracket is complete. The stakes are highest. And now… it’s time to crown a champion.This week on Rule Breaker Investing, defending champion Emily Flippen faces off against Cinderella challenger Loren Horst in the March Market Cap Madness World Championship. As always, you’re not just watching—you’re playing along. Ten companies. Ten chances to test your market cap intuition. Range it… and decide: in or out?From elevators to hotel loyalty programs to the strange ways we all think about “blood,” this one takes a few delightfully unexpected turns along the way. Throwdowns raise the stakes, instincts get tested, and you’re right there in it the whole time. Keep your own score, trust your gut, and see how you stack up.

Companies mentioned: DGX, H, LYV, MAR, OTIS, PLTR, SBUX, SNOW, TRMB, TXN



Sign up for The Motley Fool’s Breakfast News here: ⁠⁠⁠www.fool.com/breakfastnews⁠⁠⁠



Order David’s Rule Breaker Investing book here: ⁠⁠⁠https://www.amazon.com/gp/product/1804091219/⁠⁠

Host: David GardnerGuests: Emily Flippen, Loren HorstProducer: Bart Shannon
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The Madness continues! This week on Rule Breaker Investing, the second semifinal of March Market Cap Madness tips off as defending world champion Emily Flippen faces long-time Motley Fool advisor Bill Barker for a place in the championship round. It is a rematch of the epic Final Four game they played this very week one year ago.

As always, the real game is for you: ten companies, ten market-cap ranges, and one simple question each round: Inside or outside? Play along and keep score as you listen—and see if your intuition can meet or beat our two veteran Foolish analysts.

Companies mentioned: ABNB, ACM, ADYEY, GRAB, MIELY, MSCI, PAYC, SKYT, TDG, WIX

Host: David GardnerContestants: Bill Barker, Emily FlippenProducer: Bart Shannon
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March Market Cap Madness tips off its Final Four this week on Rule Breaker Investing, and you’re not just watching—you’re playing. Past world champion Andy Cross (6–1 lifetime) squares off against Cinderella contender Loren Horst (1–0) in our first semifinal matchup, with a spot in the World Championship at stake. Grab a pencil, set your ranges, and see whether your market-cap intuition can outscore Andy, Loren… or both. The Madness is on, and the bracket is tightening.

Companies mentioned: ACN, AMD, BA, CSU, GLOB, IDXX, INTU, SERV, TCEHY, WIX



Sign up for The Motley Fool’s Breakfast News here: ⁠⁠⁠⁠⁠www.fool.com/breakfastnews⁠⁠⁠⁠⁠



Order David’s Rule Breaker Investing book here: ⁠⁠⁠⁠⁠https://www.amazon.com/gp/product/1804091219/⁠⁠

Host: David GardnerContestants: Andy Cross, Loren HorstProducer: Bart Shannon
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