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Rule Breaker Investing


Rule Breaker Investing

March 2026 Mailbag: Habits, Hacks & “Boom”

Wed, 25 Mar 2026
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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2026 March Market Cap Madness Championship: Loren v. Emily

Wed, 18 Mar 2026
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
Learn more about your ad choices. Visit megaphone.fm/adchoices

2026 March Market Cap Madness: Emily vs. Bill (BEMILY 2!)

Wed, 11 Mar 2026
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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2026 March Market Cap Madness: Andy vs. Loren

Wed, 04 Mar 2026
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
Learn more about your ad choices. Visit megaphone.fm/adchoices

February 2026 Mailbag: Countless… Right?

Wed, 25 Feb 2026
This week’s Mailbag picks up where Pet Peeves left off—and then some. Listeners write in with their own linguistic grievances, from “10 straight unanswered points” to the curious inflation of words like “countless,” to the conversational reflex of “Right?” that may or may not actually validate anything. Along the way, we touch on Evernote in an AI world, foreign exchange risk from a Fool down under, and the eternal market phenomenon of buying the day before the drop. It’s playful, pointed, and a reminder that words shape how we think… and how we invest.



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

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