Break the rules. Build lasting wealth. Buy Rule Breaker Investing today.
David’s Rule Breaker Investing podcast has featured numerous recurring episodic series over the years, each designed to explore different aspects of investing, business, and life through focused themes and formats. These series showcase David’s distinctive Rule Breaker thinking and perspective — his ability to find wisdom in unexpected places, challenge conventional approaches, and connect investing principles to broader life lessons.
Below you’ll find descriptions of each episodic series, demonstrating the creative and unconventional methods that have made David’s teachings stick with listeners seeking to become smarter, happier, and richer. And for long-time listeners this is a special treat: David’s favorite series finally for the first time organized in one handy, accessible place.
Finding the personal and professional improvement programs to fit your needs.
10 Years Later
We’re opening time capsules — revisiting 5-Stock Samplers on their 10th birthdays to see what really happened. David and guests share the wins, losses, and lessons learned from a decade of real-world investing.
Vol. 5, 5 Brexit-Inspired Stocks (07/16/2026)
Vol. 4, 5 Winners in a Thinking World (05/06/2026)
Vol. 3, 5 Stocks to Feed the Bear (02/11/2026)
Authors in August
Each August, David reads cover to cover and then dives deep with remarkable non-fiction authors—on happiness, leadership, investing, cities, math, neuroscience, games, and history/adventure—plus the occasional novelist (hello, Amor Towles). It’s a month of big ideas made useful, designed to educate, amuse, and enrich.
David Gardner on “Rule Breaker Investing” (08/20/2025)
“Talking on Eggshells” With Sam Horn (08/13/2025)
Arthur Brooks’s “Happiness Files” (08/06/2025)
“Games” With C. Thi Nguyen (08/28/2024)
David Eagleman’s “Sum” (08/21/2024)
Whole Foods Founder John Mackey’s Whole Story (08/14/2024)
Of Investing & The Fools I Sing (08/07/2024)
“The Lincoln Highway” With Amor Towles (08/23/2023)
We’re Talking About Math With Author Jordan Ellenberg (08/16/2023)
An American Ramble With Neil King Jr. (08/02/2023)
Candice Millard Chats With “Rule Breaker Investing” (08/24/2022)
Leadership With Les McKeown (08/17/2022)
Game Designer Jesse Schell (08/10/2022)
Charles King and “Gods of the Upper Air” (08/18/2021)
Michael Bungay Stanier on Doing More Great Work (08/10/2021)
Shirzad Chamine Is Positively Intelligent (08/04/2021)
Amy Castoro on Transitioning Family Wealth (08/19/2020)
Jeremy Brown on Influenza… and Covid (08/12/2020)
Jay Jakub Helps Us Complete Capitalism (08/05/2020)
Edward Glaeser’s Triumph of the City (08/21/2019)
True Heroism With Chris McDougall (08/14/2019)
Warren Berger’s Beautiful Questions (08/07/2019)
Talking About Storycraft With Novelist Amor Towles (08/15/2018)
Mark Penn Looks Into His “Microtrends” Crystal Ball (08/16/2018)
A Foolish Chat With Meetings Maestra Priya Parker (08/08/2018)
Besties
An annual year-end celebration highlighting the top 10 favorite Rule Breaker Investing podcast episodes of the past year, featuring guest star cameos and reflections on the most memorable and meaningful episodes.
The Besties of 2025 (12/17/2025)
The Besties of 2024 (12/11/2024)
The Besties of 2023 (12/13/2023)
The Besties of 2022 (12/14/2022)
Blast From the Past
The best ideas for the future… may have been discussed in the past! We’re revisiting the most important lessons from 10+ years of Rule Breaker Investing, spanning hundreds of episodes—Rule Breaker signs, what makes businesses win, and investing’s greatest secrets. Welcome back to the archives!
Blast from the Past, Vol. 12 (04/01/2026)
Blast from the Past, Vol. 11 (10/01/2025)
Blast from the Past, Vol. 10 (01/01/2025)
Blast from the Past, Vol. 9 (05/08/2024)
Blast from the Past, Vol. 8 (01/17/2024)
Blast from the Past, Vol. 7 (02/08/2023)
Blast from the Past, Vol. 6 (06/01/2022)
Blast from the Past, Vol. 5 (02/10/2021)
Blast from the Past, Vol. 4 (07/22/2020)
Blast from the Past, Vol. 3 (02/05/2020)
Calculating Risk Foolishly
A periodic deep-dive series built around David’s proprietary 25-point risk rating system – a methodical, question-by-question framework that replaces vague labels like “high” or “medium” risk with something concrete and measurable. Each volume puts one or two real companies through the full scoring process, turning a sometimes-dreaded investing concept into a Foolish and illuminating exercise. Studying risk, it turns out, is really just studying quality.
Calculating Risk Foolishly, Vol. 4: ETSY v. DUOL (01/21/2026)
Calculating Risk Foolishly, Vol. 3: KNSL v. CHWY (01/24/2024)
Calculating Risk Foolishly, Vol. 2: CHGG v. TORO (05/19/2021)
Calculating Risk Foolishly, Vol. 1, Part 3: CRI v. VA (03/16/2016)
Calculating Risk Foolishly, Vol. 1, Part 2: CRI v. VA (03/09/2016)
Calculating Risk Foolishly, Vol. 1, Part 1: CRI v. VA (03/02/2016)
Essays From Yesterday
A reflective series where David revisits essays written years earlier to draw fresh, timeless lessons about investing, mindset, and how history sharpens judgment.
Essays from Yesterday, Vol. 8 (01/07/2026)
Essays from Yesterday, Vol. 7 (04/02/2025)
Essays from Yesterday, Vol. 6 (09/04/2024)
Essays from Yesterday, Vol. 5 (01/03/2024)
Essays from Yesterday, Vol. 4 (02/01/2023)
Essays from Yesterday, Vol. 3 (01/05/2022)
Five Idle Thoughts of a Summer’s Day
A midsummer annual tradition on Rule Breaker Investing: David sets aside the markets for a week and follows curiosity wherever it leads – wandering through investing, technology, language, sports, literature, and whatever else catches his eye. Five thoughts, lemonade optional.
Five Idle Thoughts of a Summer’s Day, Vol. 3 (07/22/2026)
Games, Games, Games
Each holiday season, David curates Games, Games, Games—a new lineup of standout board and strategy games from the last few years. Think easy family hits, clever party titles, and deeper strategy picks, each tagged with who it suits and why it belongs under the tree.
Games, Games, Games, Vol. 7 (12/03/2025)
Games, Games, Games, Vol. 6 (12/04/2024)
Games, Games, Games, Vol. 5 (12/06/2023)
Games, Games, Games, Vol. 4 (12/07/2022)
Games, Games, Games, Vol. 3 (12/01/2021)
Gotta Know the Lingo
A series explaining financial and investing terminology, helping listeners understand the language and concepts essential to successful investing.
Gotta Know the Lingo, Vol. 8 (04/15/2026)
Gotta Know the Lingo, Vol. 7 (05/07/2025)
Gotta Know The Lingo, Vol. 6 (10/16/2024)
Gotta Know the Lingo, Vol. 5 (01/10/2024)
Gotta Know the Lingo, Vol. 4 (05/10/2023)
Gotta Know the Lingo, Vol. 3 (02/21/2018)
Gratitude 202X
Annual episodes, timed around the U.S. Thanksgiving holiday, expressing gratitude and reflecting on positive developments in business, investing, and life for each respective year.
Great Quotes
A long-running series featuring inspirational and educational quotes from various sources, with David providing commentary on how they apply to investing, business, and life. Each episode is unique with fresh quotes (typically five); no repeats!
Great Quotes, Vol. 22: A Nation Forever Young (07/08/2026)
Great Quotes, Vol. 21: The Primary Pull is the Vision (11/05/2025)
Great Quotes, Vol. 20: Build Yourself a Great Story (01/08/2025)
Great Quotes, Vol. 19: Authors in August (07/24/2024)
Great Quotes, Vol. 18: As You Like It (04/17/2024)
Great Quotes, Vol. 17: Hope Around the World (11/15/2023)
Great Quotes, Vol. 16: Entrepreneurial Insights (03/01/2023)
Great Quotes, Vol. 15: Sharpening the Axe (10/05/2022)
Great Quotes, Vol. 14: Things That Matter (05/18/2022)
Great Quotes, Vol. 13: Morgan Housel Edition (06/01/2021)
Great Quotes, Vol. 12: Don’t Hate Nobody! (07/01/2020)
Great Quotes, Vol. 11: Listener Edition (03/04/2020)
Great Quotes, Vol. 10: Don’t Be a Dip (06/12/2019)
Great Quotes, Vol. 9: Pursued by a Bear (10/24/2018)
Great Quotes, Vol. 8: Conscious Capitalism Through the Ages (05/16/2018)
Great Quotes, Vol. 7: Making Potential Energy Kinetic (01/17/2018)
Great Quotes, Vol. 6: Call Me Not Fool Till Heaven Hath Sent Me Fortune (08/16/2017)
Great Quotes, Vol. 5: A Fool to Make You Merry (01/04/2017)
Great Quotes, Vol. 4: Lessons From Past & Present (08/17/2016)
Great Quotes, Vol. 3: Lessons from Buffett (06/08/2016)
I Fought the Law (And the Law Won)
A recurring cerebral series celebrating the laws you can’t break – the ones governing human behavior, institutions, and markets. David tours a handful of memorable principles per episode (Newton, Sutton, Hofstadter, and more), explaining why fighting these laws is a losing game and why understanding them makes you a smarter, happier, and richer investor.
I Fought the Law (And the Law Won), Vol. 3 (06/03/2026)
Mental Tips, Tricks & Lifehacks
Episodes sharing practical mental strategies, cognitive techniques, and life optimization tips to help listeners think more effectively about investing and decision-making.
Mental Tips, Tricks & Lifehacks, Vol. 11 (04/08/2026)
Mental Tips, Tricks & Lifehacks, Vol. 10 (11/06/2024)
Mental Tips, Tricks & Lifehacks, Vol. 9 (02/14/2024)
Mental Tips, Tricks & Lifehacks, Vol. 8 (07/12/2023)
Mental Tips, Tricks & Lifehacks, Vol. 7 (11/02/2022)
Mental Tips, Tricks & Lifehacks, Vol. 6 (10/06/2021)
Mental Tips, Tricks & Lifehacks, Vol. 5 (10/14/2020)
Mental Tips, Tricks & Lifehacks, Vol. 4 (03/06/2019)
Mental Tips, Tricks & Lifehacks, Vol. 3 (03/01/2017)
Pet Peeves
A recurring romp where David skewers not just bad investing habits but everyday irks—sloppy language, tech nuisances, pointless fees, earnings-season hysteria—and then usually offers a cleaner, smarter alternative. It’s therapy aiming to educate, amuse, and (occasionally) improve your workflow.
Vol. 9, Buy Now, Pay Later… Right? (02/18/2026)
Vol. 8, Class Action (11/08/2023)
Vol. 7, Based on a True Story (09/07/2022)
Vol. 6, Bulls, Bears, and Pigs (09/14/2021)
Vol. 4, Growing Value (10/02/2019)
Pet Perks
The positive counterpart to Pet Peeves, highlighting small joys and advantages David notices in investing, business, and life.
Vol. 2, Small Joys That Make Everything Better (02/19/2025)
Vol. 1, Pet Peeves Are Fun to Talk About, but Don’t Forget Pet Perks (06/12/2024)
Signature Episodes
Once in a while, an episode arrives that’s simply different — more personal, more expansive, more David at his best. These are the essential-listening entries in the Rule Breaker Investing podcast catalog: the ones he pours himself into when a moment demands it, whether that’s a market crash, a milestone birthday, or a decade of Five-Stock Samplers finally tallied up. About one a year earns this designation. All of them are timeless.
60 Thoughts As I Turn 60 (05/20/2026)
Reviewapalooza Ultima: 30 Five-Stock Samplers in 10½ Chapters (07/10/2024)
The Year the Market Skyrocketed (02/16/2022)
A Road Less Traveled in 10½ Chapters (05/12/2021)
Thoughts On Our World in 10½ Chapters (03/11/2020)
Stock Stories
Join us around the campfire: Our long-running Stock Stories series is where we swap true tales about companies like they’re characters: scrappy founders, lucky breaks, near-death pivots, and the sparks that turned ideas into moats. It’s the human story behind the ticker—and why some stocks are worth rooting for.
Stock Stories, Vol. 12: Time Travel Investing (6/10/2026)
Stock Stories, Vol. 11: Silicon, Supply Chains & Spicy Wings (10/15/2025)
Stock Stories, Vol. 10: Frosty Campfire, Fiery Stocks (2/12/2025)
Stock Stories, Vol. 9: You Have More Than You Think (10/2/2024)
Stock Stories, Vol. 8: The Dividends of Patience (9/6/2023)
Stock Stories, Vol. 7: The Oral Tradition (1/11/2023)
Stock Stories, Vol. 6: Peaks & Valleys (11/10/2021)
Stock Stories, Vol. 5 (11/4/2020)
Stock Stories, Vol. 4 (1/1/2020)
Stock Stories, Vol. 3 (5/1/2019)
Telling Their Stories
The people behind the picks. Telling Their Stories features Motley Fool analysts and advisors sharing the wins, wounds, and “a-ha’s” that shaped their approach—and might sharpen yours.
Telling Their Stories, Vol. 6: Sports, Family & Finance (Bill Barker, Robert Brokamp) (04/10/2024)
Finding Your Tribe, Vol. 5 (Jeff Fischer, Kirsten Guerra) (04/05/2023)
Lifelong Rule Breakers, Vol. 3 (Aaron Bush, Tim Beyers) (06/02/2021)
An Embassy in Kazakhstan, Vol. 2 (Jason Moser, Matt Argersinger) (04/14/2021)
2 Investors Tell Their Stories, Vol. 1 (Emily Flippen, Rick Munarriz) (03/10/2021)
What You Have Learned from David Gardner
David’s favorite birthday present: your stories. What You Have Learned from David Gardner is an annual celebration where listeners send in the investing ideas, mindset shifts, and life lessons they’ve put to work—equal parts thank-you note and field guide for the next Fool.
What You Have Learned from David Gardner, Vol. 7 (05/13/2026)
What You Have Learned from David Gardner, Vol. 6 (05/14/2025)
What You Have Learned from David Gardner, Vol. 5 (05/15/2024)
What You Have Learned from David Gardner, Vol. 4 (05/17/2023)
What You Have Learned from David Gardner, Vol. 3 (05/11/2022)
What You Have Learned from David Gardner, Vol. 2 (05/19/2020)
What You Have Learned from David Gardner, Vol. 1 (05/22/2019)
What You’ve Done to Create Financial Freedom
Timed to U.S. Independence Day every year, What You’ve Done to Create Financial Freedom gathers listener letters—wins, lessons, and concrete moves—showing how everyday Fools are building autonomy, one decision at a time.
What You’ve Done to Create Financial Freedom, Vol. 4 (07/01/2026)
9 Great Notes About Financial Freedom, Vol. 3 (07/02/2025)