For summer’s final Mailbag, a listener shares how he dropped sports betting and picked up investing, while another wants to know how to allocate portfolios as a Rule Breaker. David brings back Motley Fool Chief Investment Officer, Andy Cross, to discuss tools for tracking your portfolio against the S&P 500, thinking briefly about dividend allocation, then answering the question, “If you were investing your first $1,000 today, what would your approach be?” Those gems, along with Author in August Sam Horn—like a river—running through it!

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Host: David Gardner
Guest: Andy Cross
Producer: Bart Shannon

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To close out the 2025 Authors in August series, we flip the script—and the mic. Chris Hill, longtime Fool and creator of Motley Fool Money (and host of Money Unplugged) returns as guest host to grill David about his forthcoming book, “Rule Breaker Investing.”

David reveals his first-ever Rule Breaker stock (before he’d even coined the phrase), the inspiration for his discipline… he names names on current dark clouds investors may be able to see through, and brings Rule Breaker thinking across diverse topics, from portfolio construction to sports betting.

Finally, it’s Chris who leads a round of Buy, Sell, or Hold, with David!

Companies Discussed: AAPL, AMZN, AXON, CMG, CRM, DDD, GPRO, ISRG, META, MRNA, MSFT, NFLX, NVDA, ODFL, PTON, SHOP, TREX, TSLA

Pre-order Rule Breaker Investing here:

https://www.amazon.com/gp/product/1804091219/

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www.fool.com/breakfastnews

Guest Host (first one ever): Chris Hill

Guest: David Gardner

Producer: Bart Shannon

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Continuing our eighth annual Authors in August series, David welcomes Sam Horn, renowned communications strategist and founder and CEO of the Intrigue Agency, based in Austin, Texas. Sam gamely plays a little book roulette. She starts by detailing how to nail a sixty-second pitch, then walks us through how to handle rude people, blamers, shamers, complainers, non-stop talkers, people who refuse to cooperate, and those who ignore rules or boundaries.

They also reveal the word that David is trying his best to avoid saying, and finish with a raucous round of Buy, Sell, or Hold.

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

Pre-order David’s upcoming Rule Breaker Investing bookhere: https://www.amazon.com/gp/product/1804091219/

Host: David Gardner

Guest: Sam Horn

Producer: Bart Shannon

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In this inaugural episode of our eighth annual Authors in August series, David welcomes back bestselling author, Harvard professor, and Atlantic columnist Arthur Brooks. Arthur brings along counterintuitive ideas about happiness as a habit, the difference between joy and happiness, public vs. anonymous philanthropy, and how the pursuit of money can sometimes… reduce freedom?! David and Arthur also dive into what makes feedback actually helpful, and finish with a spirited round of Buy, Sell, or Hold: Happiness Edition.

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

Pre-order David’s upcoming Rule Breaker Investing bookhere: https://
www.amazon.com/gp/product/1804091219/

Host: David Gardner

Guest: Arthur Brooks

Producer: Bart Shannon

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Grab the popcorn—this Mailbag goes well beyond beach talk. A listener uses Rule Breaker tactics, keeps adding as the stock climbs, and lands their first spiffy-pop. David retells the term’s origin and brings back analyst Yasser El-Shimy, whose original pick sparks a rocket-themed chat. Another listener feeds Keats’s “On First Looking into Chapman’s Homer” to AI for a Rule-Breaker remix full of wild surmise. Those nuggets—plus the new Authors in August lineup—power this week’s breezy, idea-packed summer episode.

Companies mentioned: RKLB, SBUX

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

Pre-order David’s upcoming Rule Breaker Investing book
here: https://www.amazon.com/gp/product/1804091219/

Host: David Gardner

Guest: Yasser El-Shimy

Producer: Bart Shannon

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Fresh off of his mixed doubles title at Wimbledon, Sem Verbeek sits back down with David (three years later) to share his journey from professional tennis player, facing a career crossroads, to becoming a Wimbledon champion. He compares the similarities in mindset between tennis and financial strategies, and even turns the tables by becoming the interviewer, asking David some thought-provoking
questions of his own. Sem Verbeek, a man of many talents, on and off the court.

Host: David Gardner

Guest: Sem Verbeek

Producer: Bart Shannon

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As summer in the Northern Hemisphere kicks into second gear, David unveils the second volume in this episodic series. He explores the four types of capital, speaks to the importance of embracing good ol’ “R”eality, brings back an honest-to-goodness pet peeve, and unravels a spool of cool words that rhyme with “Fool.”Grab your lemonade, find a comfy spot in the shade, and join us under the summer sun!

Companies Discussed: AMZN, NVDA

Host: David Gardner

Producer: Bart Shannon

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We’re approaching the 10-year anniversary of the dawn of our 30 five-stock samplers, picked from 2015 to 2021. In this special episode, David reflects on the fully updated results, sharing 10 fresh lessons from both the wins and the whiffs. How’d we do? Discover the highs and lows, the reversals in just a year’s time… and the enduring principles of Rule Breaker Investing.

Companies Discussed: AXON, IRBT, ISRG, LYV, MELI, NVDA, PAC, PEGA, PI, RMD, W, Z

Host: David Gardner

Producer: Bart Shannon

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Independence Week in the United States is the perfect time to explore financial freedom. This week’s podcast highlights nine key points leading to financial independence, featuring insights from Greek Philosophers, Rule Breaker listeners, and David himself. Rediscover Ask For a Raise Day and living below your means. Learn from listener stories about the importance of resilience, avoiding debt, multiplicands or multiplican'ts, and when your kids begin to see the financial light. 

Real stories and inspiration helping you achieve financial freedom, American-style.

Host: David Gardner

Producer: Bart Shannon

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June brings us another motley mailbag, where your notes nudged David to share, among other things:

*his top quantitative traits for a great stock

*summary thoughts a few years later on Michael Hebb’s Let’s Talk About Death (over Dinner)

*consideration of a Peacock streaming road trip show with Fools that never happened

*a trip back in our time machine to see what was Amazon’s market cap in 1999!

Companies mentioned: AMZN, BRK.A, BRK.B, WMT

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

Pre-order David’s upcoming Rule Breaker Investing book here: https://www.amazon.com/gp/product/1804091219/

Host: David Gardner

Producer: Bart Shannon

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