In short
David Gardner (Rule Breaker Investing) explains how to spot “rule breaker” companies—top dogs/first movers in emerging industries—while avoiding “faker breakers,” overpaying for winners, and learning from missed opportunities and losers. He also discusses skepticism toward innovations (internet, AI), “dark clouds” of negativity around big innovators, portfolio construction (diversify by industry/company size; don’t invest in every industry), and why AI won’t magically beat markets. Notable examples include America Online as his first rule breaker stock, AOL’s rise, Yahoo as a “missed” $30 bagger, and later winners/losers like Peloton, Moderna (-83%), Amazon (95 to 7), Netflix’s Quickster drop, GoPro, and 3D Systems. He cites Disney/Marvel’s IP value and companies like Axon Enterprise, Intuitive Surgical, Netflix, GE/Kodak, plus internet-era leaders (Amazon, Apple, Salesforce, Shopify) and AI as a tool used for good/ill.
Guests
Chris Hill (host of Money Unplugged) interviews David Gardner (Motley Fool co-founder; author of Rule Breaker Investing).
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOSetting the Stage for Rule Breaker Investing
1:32 to 2:34
Chris and David discuss the unique opportunity of David's book interview.
“Welcome back to Rule Breaker Investing and our Authors in August series, now in its eighth year.”
David's Investment Journey Begins
2:34 to 4:19
David reflects on receiving his first investment portfolio from his father.
“So David, typically when you are talking with authors, you are asking questions about their origin, where they grew up, all that sort of thing.”
Shifting Strategies in Investing
4:19 to 5:48
David shares how he moved his portfolio to a discount brokerage and made his first trades.
“It had been at a longstanding, well-known bank.”
Identifying Rule Breaker Stocks
5:48 to 7:45
David discusses his first experiences with rule breaker stocks, especially AOL.
“Do you consider AOL to be the first rule breaker stock that you ever bought?”
Learning from Missed Opportunities
7:45 to 11:15
David analyzes a missed investment opportunity with Yahoo and its implications.
“You're getting experience of stocks that appear to do well.”
Challenging Conventional Wisdom
11:15 to 13:26
David explores current conventional wisdom, especially regarding AI.
“things in the book and have you expand on a 2025 version of something that you've written about.”
Seeing Through Dark Clouds
13:26 to 14:01
David shares insights on finding opportunities in companies facing skepticism.
“But I would say in general, when I hear negativity around artificial intelligence, I think, yeah, that makes me want to buy a little bit more.”
Investing Insights from Disney's Marvel Acquisition
14:01 to 15:45
Learn about the value of intellectual property in investments using Disney and Marvel as a case study.
“One of the examples you cite that I vividly remember is when Disney bought Marvel and paid billions for it.”
The Dark Side of Popularity in Investing
15:46 to 16:47
Explore how public perception can negatively impact successful companies like Facebook and Amazon.
“It's always Chris and everyone listening, it's always about who are the innovators out there.”
Innovators vs. Stodgy Giants
16:48 to 18:14
Discuss the importance of innovation in large companies and the risk of stagnation.
“law of large numbers, which I don't, I think we need to revisit the law of large numbers.”
Show all 24 chapters
Identifying Rule Breakers in Underrated Companies
18:15 to 19:35
Learn how to spot innovative companies that are not well-known yet have significant growth potential.
“The dark cloud I can see through there is people just not being willing to allow technology to do all that it really can.”
Lessons from Past Stock Picks
19:36 to 21:45
Reflect on stock market experiences, including successes and failures in various sectors.
“You got yourself into this mess, I fume, the scolding parent.”
The Discipline of Investing
21:46 to 22:55
Discover the role of discipline in investment strategies and portfolio management.
“You're also going to have some flat out losers, but best of all, you're going to have some huge winners.”
Finding the Right Industries to Invest In
22:56 to 24:16
Explore key industries that investors should focus on for future growth opportunities.
“And if I have discipline in me, some of it must come from my parents.”
Innovative Companies Across Diverse Industries
24:17 to 28:00
Learn about various innovative companies and their impact on different sectors of the economy.
“You're also quick to point out that people shouldn't feel necessary to invest in absolutely every industry.”
Investing Like a Horse Race: The Power of Multiple Bets
28:00 to 31:30
Learn how investing in multiple stocks can lead to greater rewards, similar to betting on several horses in a race.
“But some of the analogies that we can draw, you made me think of it when you talked about the race to the swift and that's where the bet is.”
AI in Investing: Myth vs. Reality
31:30 to 36:06
Understand the role of AI in stock picking and why it may not outperform human investors.
“about how investors can use AI to track their stocks, review their portfolio.”
Writing the Book: Surprises and Insights
36:32 to 42:04
Explore David Gardner's experience writing his book, the process, and unexpected discoveries.
“I want to ask you a couple of questions about the book, and sort of the process of writing it, because I know that one of the areas of your life where you are disciplined is note-taking.”
The Purpose of the Book
42:04 to 44:05
David discusses the motivation behind writing his book and its intended impact on readers.
“I suspect and hope most listeners wouldn't say they are, but I think all of us, me included, would say, I probably could do that better.”
Glossary of Terms in Investing
44:05 to 46:25
David introduces the glossary at the end of his book, explaining its significance and some definitions.
“I mean, the standard go to is getting hit by a bus, which doesn't involve frying, but it's not necessarily better.”
Merchandising Ideas for Investors
46:25 to 48:32
Discussion on the idea of creating 'rule breaker magnets' to challenge traditional investing maxims.
“And the amount of money that is being bet these days, and I love ESPN, a Disney property as of today still.”
Buy, Sell or Hold: Investor Insights
48:32 to 55:04
David and Chris engage in a series of buy, sell, or hold discussions on various topics related to investing.
“Part of my style as a writer is, I don't know, every three or four pages in this rather short book, you're going to see a bolded line because I try to punch home lines from time to time.”
Show Closing and Reflections
55:04 to 56:00
Chris reflects on the conversation, and David thanks him for co-hosting, concluding the episode.
“The book is Rule Breaker Investing, How to Pick the Best Stocks of the Future and Build Lasting Wealth.”
Disclaimer on Stock Recommendations
56:18 to 56:33
A reminder about stock interests and recommendations provided by The Motley Fool.
“As always, people on this program may have interest in the stocks they talk about.”
Transcript
Automatic transcript. May contain errors.0:00We spend a lot of time thinking about how to grow and protect our money. But one convincing text, email, or fake website can put all of that at risk. Today's scams can look completely legitimate, even like your bank. And by the time an alert arrives, the money may already be gone. CoverOn is built for what happens before and after a scam. It monitors for exposed personal information, suspicious account activity, and changes to your credit. And when prevention isn't enough, CoverOn adds expert recovery support and financial protection for eligible losses. Instead of juggling separate privacy, identity, and security tools, you get a more complete layer of protection in one place.
0:49One scam can cost you everything. Protect yourself now. The first 100 users get 20 % off with code RULE20. That's RULE20 at coveron.com slash RULE20. I'm Chris Hill, host of the podcast Money Unplugged, and I'm here this week because it's authors in August, week number three. And the author sitting in the guest chair is none other than David Gardner. Of all the mistakes David has made in his professional career, letting me host his podcast may prove to be the biggest one yet. Let's find out, shall we? Only on this week's Rule Breaker Investing. It's the Rule Breaker Investing Podcast with Motley Fool co-founder David Gardner.
1:39Welcome back to Rule Breaker Investing and our Authors in August series, now in its eighth year. David, thank you for the invitation and for appropriately setting expectations at the beginning of last week's episode when you told your listeners I would be here hosting the show and you said, and I quote, I just hope we don't screw it up. And I thought, oh, that's exactly how I feel as well. Chris, I'm so honored to have you in that chair this week. You and I talked briefly about this. I think in the now 11th year of hosting a weekly podcast, I've never once given away the host chair. We did co-hosts at least once.
2:18We've done some memorable things together on this podcast. But if I were to think, who would I want to host this podcast in my absence on any given week? I could easily imagine the host of Money Unplugged. But this particular week, to have you interview me about my book is really special. Thank you. It's my pleasure. So David, typically when you are talking with authors, you are asking questions about their origin, where they grew up, all that sort of thing. I'm going to go ahead and assume that a fair number of people listening right now are familiar with some of the broader strokes of your origin story of growing up in Washington, D.C., learning about investing from your father.
2:58But specific to this new book you've written, I would like to drill down on a specific time period because you've talked and written about your father invests from when you were born in 1966. And in 1984, you turn 18 and he hands you the portfolio and says, here you go. This is now your portfolio. And what I'm curious about is the subsequent decade from 1984 to let's just say 1994, when the seeds of Rule Breaker investing are planted, maybe showing some green shoots. But that's not the sort of thing that I imagine happened overnight. So you get this portfolio from your father. Obviously, you're 18 years old.
3:47He's a mentor to you in more ways than one. You're going to check in with him about the decisions you make, but it's your decision to make. Do you start selling positions that first year? Do you start looking at this collection of stocks and think to yourself, well, I don't know. I don't know that I, this seems like a fine company for the past 20 years, but I don't know that I want this for the next 20. There was definitely some of that, Chris, and I appreciate you starting there. I think the first thing that I did, which probably slightly surprised Dad, but he was still supportive, is I moved the account.
4:19It had been at a longstanding, well-known bank. The broker that we both used to call in our trades had been in his wedding. And I'm like, Dad, I'm actually going to move this to Schwab because there's this new thing, discount brokerages and they charge less. And this old line bank that you've been using since your wedding, they're actually charging me not just quite a lot for commissions, but there's like annual semi-annual maintenance fees that just come out of nowhere that are a percent of assets. I think I can do better. And so I moved the account to Schwab and it still sits there years later.
4:55So I was definitely changing it up, but having inherited from my father, really good understanding around business-focused investing, something that you know so well, Chris, something that we've talked about at The Motley Fool. Since we launched in 1994 on AOL, we're really focused on the businesses themselves. And dad had stocked the portfolio with good businesses. I will say that I did end up selling the largest position a few years later. It was the Washington Post Company, a phenomenal company. Of course, the product was on our doorstep every morning waking up as kids. So by which you know, he was exemplifying that for us.
5:28but AOL was oncoming. And I was kind of like, I think AOL maybe is a better place to put this money than, than the Washington Post, even though I'd gotten to meet Warren Buffett at a Washington Post annual meeting. And there were, you know, the Graham family, it's phenomenal company, but I did start shaking up the portfolio a little bit myself, which I think he wanted us to do as his kids. Do you consider AOL to be the first rule breaker stock that you ever bought? I mean, it certainly has many of the qualities and, you know, first mover advantage, that sort of thing. I mean, it was, for those who don't remember, in the 1990s, AOL definitely passes the snap test.
6:07So I'm curious if it was, that's your first rule breaker stock or was it something else? It really was my first rule breaker stock. I wouldn't have used that phrase at the time because I didn't yet know what rule breaker investing was or would be, but it was such a great exemplar to me, the future me looking back, realizing the traits that AOL possessed as a company and as a stock were just so rule breakery. And it was a phenomenal investment. I had made previous investment, Chris, when I took over at 18. I did eventually sell that Washington Post and go into America online, but that was more me in my 20s.
6:43Some of my early moves were into what I would call and have called faker breakers, like companies that look like they're going to be breaking the rules, but don't end up great. So TCBY, do you remember the country's best yogurt? Absolutely. Of course you do. You and I are of a certain age and it's healthier than ice cream and it's expanding. It's franchised. They're coming out of Little Rock, Arkansas. And it was a phenomenal stock in the summer of 1986. I think it went up 50%, split three for two, went up 50 % again, split three for two again. I cared about stock splits more back then than I do now.
7:18and it didn't end great for TCBY. I think it was a good concept at the time, but not a timeless concept. There ended up being a lot of competition. So I had stocks that I thought were going to be monsters, but nothing ever emerged in the way that AOL did. And I learned a lot from its rise. When do you start to put some of these pieces together? And more importantly than when, And I'm curious how you start putting them together, because as you just said, you're making these decisions. You're getting experience of stocks that appear to do well. And then turns out the underlying business crumbles for one reason or another.
8:00So how do you start figuring out these are the types of things I'm looking for in companies beyond the solid business fundamentals that you learned about from your dad? That part about how companies can sometimes crumble after we bought them, that continues to be true for me in my 50s, just as it was in my 20s, Peloton. The list goes on of companies that haven't fulfilled what I was hoping for from them. And that's an important part of Rule Breaker investing. And I definitely include that in the book. But I think for me, Chris, it was an experience, first of all, picking stocks in front of an online public audience, AOL, back in the day.
8:37We weren't charging. We didn't have charge services back then. You know because you were with us as early as back then. We had a few books coming out. We had a newspaper column. We had a radio show. There were ways we could get paid. We had AOL dial-up fees. People were still paying$4 an hour to come online. We got 10 % of that at keyword fool. So there were ways to make money. But the act of picking stocks, being accountable to an anonymous global public at an early age was no doubt such an important thing for both Tom and me and you and all of us who are in our 20s or early 30s starting on this new medium and picking stocks.
9:17So I think that for me, the magnet moment was when I missed one. And I decided that's going to be the last one I ever miss. And here's, in a nutshell, what happened. Yahoo looked to me like a great stock, a great company. It was pre-Google. Yahoo, as you'll remember, was dominant. and it was at$29 a share. And I decided running my own valuation scheme, my own research, that it was only worth not 29, but 25 and a half. So I'm like, okay, I will recommend Yahoo when it gets down to my price, which I think is a fair price of 25 and a half. It's overvalued right now at 29. And history will show that Yahoo never did make it down to 25 and a half.
10:04Instead, it basically went to$1 ,000 over the succeeding five years. And I watched a stock that I had at$30, and none of our readers did either. None of our Fool community enjoyed the incredible$30 bagger rise of Yahoo. And it was all premised on me going, it's a little overvalued. It doesn't hit what I'm looking for, so I'm not going to buy it. And once that happened, when you miss a$30 bagger, something that you felt good about, You thought you're in the right space. And it was just a minor valuation concern. I just said, I'm not going to make that mistake again. But one thing I did learn from that, and it's steaded us well ever since you've already used the phrase, looking for companies that are top dogs and first movers in important emerging industries, you really should overpay for those companies almost every time.
10:54You're going to have some losers. Some of them Peloton don't work out, but the ones that do work out so fantastically that they wipe out all your losers. So for me, Chris, that was like the iconic, I missed it in front of a worldwide membership that never got to enjoy the rise of that stock because I decided it was a little overvalued. I want to highlight a couple of things in the book and have you expand on a 2025 version of something that you've written about. One of the things you write about that I appreciate is you take a little bit of time to remind us of the conventional wisdom of the 1990s and early 2000s that in hindsight looked ridiculous.
11:38But at the time, they were bedrock belief systems. I mean, I remember being with you when you were doing an interview on television and the majority of people are skeptical of online commerce. Who in their right mind is going to type their credit card information into a website? That's absurd. That's not safe. And again, in hindsight, it's hilarious. At the time, that's what you were fighting against. I'm curious, is there a bit of conventional wisdom that you see right now, whether it's a specific industry, a trend, a specific company that you find yourself on the other side of thinking, I don't think this conventional wisdom is correct.
12:22Well, I guess mainly when I think about that, I think about things that people are pessimistic about. And those are the areas that I find myself most interested in. Because as a lifelong optimist, I have generally found myself rewarded when I believe something will happen and be good. And everybody else or many other people seem to think it's not going to work out. And if it did, it would be bad. And the internet is a great example of that. So I would say it's kind of too buzzword-ish these days to even go there, Chris, but artificial intelligence, I think, is just phenomenal development for humanity.
13:00And I really am so excited about the possibilities. And just like any powerful tool, the internet being a recent example, it will be used for good, and it will be used for ill. And yet, the headlines always seem to be about the negatives and the fears about AI replacing jobs and AI making bad decisions and making us all stupid. And the list goes on of skepticism about AI. And while I would have also been skeptical about aspects of the internet back in the day, we're not happy-go-lucky, Pollyanna-ish, we can't see any downside to things. But I would say in general, when I hear negativity around artificial intelligence, I think, yeah, that makes me want to buy a little bit more.
13:42Speaking of negativity, one of the things you write about is the concept of dark clouds, that if you as an investor can see through the dark clouds that are hovering over an industry or a company, that can be an incredible competitive advantage. One of the examples you cite that I vividly remember is when Disney bought Marvel and paid billions for it. And there were people skeptical for the price Disney was paying. And I remember being in the office talking with you about it. And you said, don't look at the price. Don't look at the price tag. Look at the underlying intellectual property. Marvel has the intellectual property rights to literally thousands of characters.
14:27That's God knows how many TV series and movies and that sort of thing. Is there a business today that you look at that has some clouds around it getting attention and it makes you think to yourself, because of the clouds, a lot of people are missing fill in the blank? Well, I think that this is an ironic and funny answer, but as some of these great rule breakers have become really, really big, the world starts rooting against them. And this is kind of a natural American, especially for the Americans listening. This is a cheer on the underdog. We start to hate on Facebook, even though 2 billion people are using it.
15:10It ends up being always in danger of negative publicity. What's Zuck doing, et cetera. We see the same thing around Jeff Bezos and the same thing around Elon Musk. So a weird part of me wants to point out that these are all phenomenal companies that are doing mostly good most of the time in this world and at scale and are for profit and are creating huge amounts of jobs and possibilities for all of us that we're probably taking for granted. So part of me wants to say a dark cloud is hating on the rule makers. And I wouldn't, but I'm not a fan of every big company, but especially ones that are innovating.
15:45And I think that's such an important point for rule breaker investors. It's always Chris and everyone listening, it's always about who are the innovators out there. Companies like GE were once very innovative and then kind of lost that. Sometimes they can start fighting back or Kodak starts fighting back against digital cameras because it's not going to have film. That's a big part of their profit base. There is a natural tendency for some really big companies to get stodgy and slower. I think a dark cloud is that I think we should appreciate and recognize the greatness of these big companies.
16:19I throw Netflix in there as well. It's not quite as big as the others, but these big dogs are really taking us places that no one else can. And I think that's worth buying and holding. Well, and part of that negativity, only part, but it is part, part of it has nothing to do with the business or the people running it. Part of it just has to do with the market cap of the company. There are always going to be those investors on Wall Street who say, well, look, how much bigger can this thing get? And they cite the, I think it's the law of large numbers, which I don't, I think we need to revisit the law of large numbers.
16:55You're right. They do cite it and they're incorrectly citing it when they use it, but keep going. No, but I think that is part of the negativity and it is part of the argument against companies the size of Apple, Facebook, Microsoft, et cetera. Well, let me jump in with one level down, because when I think about rule breakers, they're not all Apple yet. But within their industries, a company like Axon Enterprise, the former Taser, providing great tools for law enforcement nationally, increasingly globally, phenomenal company, passes the snap test, which you referenced earlier, an important little section of the book.
17:35Intuitive surgical, robotic surgery, robot-assisted surgery, the DaVinci surgical robot. Most people, I submit, if you tap them on the subway or ask them at a cocktail party, hey, ever heard of intuitive surgical? Most people are gonna say no. And that is such a good sign for investors. So I think looking at companies that have blue ocean opportunities, no one is really competing with them. They're not as big as Apple. They're not as well-known as Facebook. book, and yet you can see the rule breaker in them. Both of those particular companies are stocks we've held for a long time in rule breakers.
18:13A lot of listeners have one or both of those companies. The dark cloud I can see through there is people just not being willing to allow technology to do all that it really can. People were skeptical of the taser. Doctors were very skeptical of the DaVinci Surgical Robot, especially if there were older doctors who didn't want to be trained in it. And so I think I especially love finding situations where people are doubters or haters around companies that are using technology to do better things. Just like on this podcast, in the book, you don't shy away from stocks that you've picked that have gone down, that are significant losers, 50 % or more, that sort of thing.
18:55One of the things I've wondered about in the past is because you're, you're a very even keeled person. And I've wondered about sort of like how you, I'm like, just think like, okay. Medication, Chris. It's incredible. But I have had the thought before, like, okay, but when David's in private, like it's just him and he's looking at his portfolio and he sees this. It's the power of kombucha, my friend. Well, it turns out the answer is something you shared in the book. And I'm going to directly quote from one of my favorite passages of the book, because it was informative to me. You write, when a stock of mine struggles, I prefer to let it recover on its own.
19:37You got yourself into this mess, I fume, the scolding parent. Now get yourself out of it. So I know you're not in the habit of looking back, but you've talked about rule fakers, faker breakers. Is there one in your past that you look back on and you think, boy, I really thought that one was going to make it. I'm genuinely surprised that that one didn't turn out to be a little bit better and a little bit bigger. I can almost pick an entire sector, Chris, because when I've dipped my toe into the biotech pool, I find myself frequently falling into it altogether because there was no water in there.
20:17And I thought that there was people told me it's OK. The water's fine. But, you know, think about a company like Moderna. This is a phenomenal company in some way. It saved a lot of lives. It came up during from a standing start nearly during covid. It found the vaccine that that saved lives. And you'd think, you know, Moderna, which we recommended at$81 in January of 2021, kind of right in the face of it. And it was a monster winner over the succeeding couple of years. You'd think that that would have been a really good stock pick. I now see five years later, well, almost five years, we're down 83 % with Moderna.
20:57And that was a winner. I've watched, you know, I write about this some in the book. I've watched Amazon go from 95 down to seven. We watched Netflix drop two thirds of its value during Quickster. Those are happy stories of companies that turned it around. But there are any number GoPro didn't work out so well for me. Any number of companies where each time that I picked a stock for The Motley Fool, I was like, I like this stock. I would buy this stock. And many of them I did. Our money's where our mouth is generally The Motley Fool. So I usually go in with some weird combination of confidence, but I guess I would say humility.
21:34I just know I'm wrong about some of my picks. I just can't figure out which ones before I pick them. And so I think part of being a rule breaker, I hope, part of being a rule breaker investor is recognizing that you are going to have some huge winners that turn to losers. You're also going to have some flat out losers, but best of all, you're going to have some huge winners. And that final group wipes out all your previous examples. Another one that comes quickly to mind, Chris, 3D systems, 3D printing, literally up eight or nine times in value after one year of our pick. And we ended up selling at a significant loss.
22:10So yeah, each of these is a promising company out front with a new technology. They don't always pan out. I'm assuming there are people out there who, if they know a little bit about your stock picking, what they know is surface level. You know, it's, oh, that's the guy who bought Amazon in 1997. He bought Netflix in the early 2000s, that sort of thing. But one of the things that this book demonstrates is your discipline as an investor in portfolio construction, in reviewing on a quarterly basis. I mean, these are things that you lay out for the reader. Did your father lay the groundwork for that discipline or is it something that you developed in other ways?
22:54Well, that's very kind. And I would say I don't actually think of myself as a particularly disciplined person. And if I have discipline in me, some of it must come from my parents. Perhaps some of it is genetic, but most of it I'm going to attribute to a past guest on this podcast, David Allen, who wrote a wonderful book called Getting Things Done that I read somewhere around 2003 or four, which means I was basically in my mid to late 30s And I felt incredibly disorganized. Had a young family, which you've had at the same time, Chris, right along with me. Very busy, growing business and professional life.
23:30And I just felt like I'm just a mess. I'm not organized. And so encountering getting things done, the GTD system, for me, if there's any discipline in me, it comes from some of the learning from that very simple, very readable book that I hope stands the test of time because it's been so helpful for me. Of course, books like Atomic Habits in recent years, huge seller for James Clear, also a guest in this podcast. But I want to bring authors on to this podcast this week, accepted, that will be incredibly practically helpful for listeners, not just for your investing or your business, but your life.
24:07And so, again, if there is any discipline in this capital F fool who doesn't think he's particularly disciplined, I credit it to GTD. But just to push back a little bit, I mean, there's a section in this book about portfolio construction, and you write about the importance of diversifying both by industry type and company size. You're also quick to point out that people shouldn't feel necessary to invest in absolutely every industry. So this question comes under the umbrella of invest the way the world is going. What are one or two industries of which you would say people really should be invested in this industry?
24:52If you look at your portfolio and you don't see this industry reflected, you need to change that. There's a combination for me of obvious answers to that question that may be boring to give the answers on this podcast, but I'd still give them. So the Internet, I think you've heard of it. companies that have really achieved dominant positions serving the world, whether it's Amazon or Apple, but even one level down, Salesforce, Shopify. I mean, these are all companies that, frankly, each of the companies I just mentioned, with the exception of Apple, didn't really exist 30 years ago. So it's incredible.
25:30Or even Shopify, I mean, companies have sprung up in just the last 15 to 20 years, 10 plus years after the internet started. So I continue to love and look at the internet as a source of great companies. Also, they're always just a click away. So I feel like I can research them a lot more easily. But then, you know, I would almost say without filling it up with an industry or say AI is another one or something like that. I think looking at every industry and ask yourself, who is the most innovative company? Who is the top dog and first mover with innovation in that industry? You can go to a company like Chipotle.
26:10Just healthier, fast, casual food. There are a lot of Chipotle imitators. Chipotle is absolutely a rule breaker. You think about a company like, well, I already mentioned Axon Enterprise or Intuitive Surgical. They are category leaders for what they're doing. They're in completely different industries. Trex has been a wonderful investment for Rule Breaker investors. And we're talking about composite outdoor decking or Old Dominion Freight Line, which is a brilliant, lighter-than-truckload logistics trucking company where they don't really have unionized truckers because they treat their employees really well.
Read the full transcript
26:44And so, multi-generational family business, also Major League Baseball's sponsor, that's another great example of a Rule Breaker. And each of them is just a completely different industry that they hail from, but they're each the innovators. They're each the winners. And Chris Hill, what do winners do? They keep winning. They keep winning. Not every single time and not every game, but that's the safest bet. So you and I have grown up in a world, all of us have, where the most frequent financial disclaimer is past performance is no guarantee of future results, which is some of the worst advice you can ever encounter.
27:18Past performance is often the very single best indicator we have of future results. And so, yeah, the rule breaker in me can't not call that out. But I appreciate the question. And I tend not to go for industries as much as I like to bottoms up pick individual companies and just look for like who the winners are, Tesla. You just reminded me of one of my favorite sayings, which is that the battle goes not always to the strong nor the race to the swift, but that's the way to bet. I love it. And since I think you've actually taken the time to read some of my book, and I really appreciate that, you know that horse racing analogies come very naturally to me.
27:56And I really love to think about horse racing, even though I can't really ride horses myself, I was always allergic. But some of the analogies that we can draw, you made me think of it when you talked about the race to the swift and that's where the bet is. What I love about the stock market, and we feature this in the six principles of the Rule Breaker portfolio later in the book, what I love about the stock market is you actually can bet during the horse race. You can go, you know what? Secretariat, baby, we are out front 10 lengths already, Chris Hill. I'm going down to the betting window right now, and I'm going to put it on secretariat, because what do winners do?
28:33But so much of the world thinks secretariat has already won or is about to trip and fall, or I don't know, there are other fears that people introduce, like the whole race is going to change in the middle and secretary won't do very well. We have been so well rewarded with rule breakers, not every type of company, not cyclicals, not faker breakers, but with rule breakers, you get to invest the whole race. And you get to, just like in horse racing, I suppose, you get to bet on multiple horses. When I was looking at the home improvement industry and was thinking, ah, should I buy Home Depot or Lowe's?
29:08Finally, it just occurred to me like, oh, I can buy both. I don't have to choose which one is the leader I think is going to overtake the other. I can buy shares of both. That's absolutely true. This is not a story I tell in the book. I've told it once or twice in the podcast. I'll just go back there briefly again. But I made the mistake of betting on just one of the two horses in an important industry to me back in the day, the 1990s, as a lifelong video gamer that continues in my late 50s. But I recognized the benefits of graphical cards that we could insert in our PCs and have better graphics for our video games.
29:45And so I decided a company called 3DFX was going to be my horse. And they had a rival that I was actively cheering against because it was like North Carolina and Duke or, I don't know, Notre Dame and Southern Cal. Who is Notre Dame's rival? But anyway, you know, I was there going, I got my guys. We're going to take down these other guys. And the other guys happened in 3DFX's industry to be NVIDIA. And so I was actively not investing and cheering against NVIDIA as not only did it win the race, it literally bought out my company for a song at a later point showing that I'd clearly bet on the wrong horse.
30:22Had I bet on both horses, I would be even happier than I am today. But I am also awfully happy that I got over my rivalship and my envy. and I decided in 2005 on tax day to recommend NVIDIA stock to Motley Fool Stock Advisor members. So yeah, you get to invest the whole race. You should invest in more than one horse. I actually like buying, if you're talking about a good field like the Kentucky Derby, I like buying all 22 of them. 22 is not a bad number to start a portfolio, 20 stocks or so, I think is a great way to start a portfolio these days. And yeah, don't get too hung up on just just Home Depot.
31:02They're going to crush Lowe's or just vice versa, because you're right. They're both winners. And that's one other very capital F foolish point to underline, which is that too many people think life is zero sum and it's all about trade-offs. If I win, that means you must lose. And we see that in sports. You and I are huge sports fans, so we know one team wins, the other team loses. That's not true in business. And that's definitely not true in life. Life is much more a co-op game. We're all trying to win together and help each other win. I want to go back to AI for a second because you provide some helpful tips in the book about how investors can use AI to track their stocks, review their portfolio.
31:39What role do you think AI will play in actual stock picking? Because there are plenty of people who look at the universe of investing and think, I'm just going to have a robot do this for me. Yeah. And I would be the first to say, go for it. If you see ways that artificial intelligence can improve your life, make better decisions, possibly lower your costs or both, or a third thing that floats your boat, I would say, go for it. I personally don't think that AI is going to pick stocks in any magical new way that beats the market better than you or I might. And I think there are two key reasons for that, for me anyway.
32:20The first is that AI has already been trying to beat the market for the longest time. It's not like AI just showed up in the financial markets. As soon as we developed the computer, somebody started trying to make their computer trade on the internet without them being around and make money for free. And believe me, at scale that has occurred over the last 30 years, at massive scale, most of the trading volume on the New York Stock Exchange or the NASDAQ today is algorithmic, computer-driven. And it's not dumb computers. They've been trying to make those computers as smart as they can, not just last year with ChatGPT.
32:56Nope, for the last 30 years. So if you have been investing well and beating the market over the last 30 years, I think there are very good reasons that will continue. And in part, Chris, it's because AI is on both sides of the trade. If AI, by the way, were only on one side of the trade, I'd start saying, let's go with the AI because the other side is not going to be as smart. So if AI is all the buyers that I'm like, we're with the buyers, the sellers are going to be wrong. It's going to be a buying frenzy. Let's go with the AI. But the AIs are on both sides of so many trades today. And so you can see AI trading against itself, and usually in an incredibly short-term way.
33:33There isn't enough long-term data to really feed into AI to know for certain what's going to beat the market over 25 years. But if you talk about the next 25 minutes, people have all kinds of cockamamie schemes as to how they're going to make a lot of money in the next 25 minutes. And most of CNBC's coverage, most of the market media's coverage, Chris, as you well know, is all about today. Chris Hill, you still like cloud computing stocks after yesterday? After yesterday? We've had experiences like that. I write about that in the book. We don't need to go there right now if you don't want to. But the unbelievably short-term view of the vast majority of market coverage and the computers that are driving the volume mean I feel very comfortable in my little rule-breakery space sitting, I'm not going to say above the fray, I'll just say aside from the fray, playing the same game, but by completely different standards with a totally different approach.
34:27In the same way that Moneyball came along and started saying, you know, we actually think the way people are reading baseball, they're kind of misunderstanding the real value being created out there. They just count batting average. They don't look at the walks hitters are drawing and they don't recognize the value of that or the quality of the hit with slugging percentage, et cetera. Baseball has advanced so much in the last 30 years because people started asking smarter questions that were real. I think a lot of the questions around AI and market trading are just so short term, they're irrelevant to you and me.
34:56And actually, I think they hold others back. Did you know three out of four U.S. homes have toxic chemicals in their tap water? Even though contaminated water looks clear, it could put you at risk for devastating health concerns, including fatigue, hormone disruption, cognitive decline, even cancer. Surprisingly, standard fridge and pitcher filters do little to remove most contaminants, and bottled water contains microplastics. So, what's the solution? Introducing AquaTrue, the countertop water purifier that's tested and certified to remove 84 contaminants, including chlorine, lead, forever chemicals, and microplastics.
35:41Its patented four-stage reverse osmosis system goes way beyond ordinary filters for pure, healthy water you can trust. No plumbing, no installation. AquaTrue has been featured in Business Insider, Popular Science, and named Best Countertop Water Filter by Good Housekeeping. Join 98 % of customers who say their drinking water is cleaner, safer, and healthier. Go to AquaTrue.com now for 20 % off your purifier using this promo code RBI. AquaTrue even comes with a 30-day best tasting water guarantee. That's AquaTrue.com. AquaTrue spelled without the E on the end. So that's A-Q-U-A-T-R-U.com. And remember to use the promo code RBI.
36:31AquaTrue.com. I want to ask you a couple of questions about the book, and sort of the process of writing it, because I know that one of the areas of your life where you are disciplined is note-taking. And that was helpful to you in writing this book. But was there any part of the book that surprised you as it came together? Thank you. First of all, I so loved writing it. I think the most surprising thing to me was truly, I didn't need deadlines. My brother Tom and I have written a number of books in the past. I'd never written a full book myself. I wrote halves of lots of books that I love doing.
37:07But the truth was always that I needed deadlines. I was like, I'm the guy who pulls the double all-nighter to get it in there on time. And that's sad. And I expected fully, having not written a book ever purely by myself, and having not written any book for 15 years, I started thinking, you know, it's going to be that all over again, but I'm just going to go through with it because I really want to finish this final stock market book for me. And I loved writing it. I had so much, I had way more material than I could ever use. I did take a lot of notes. I had 15 years of notes. I organized them in an Excel spreadsheet, row by row with the talking point that I wanted to include in the book.
37:47And then I started rating and ranking each of them based on how good I thought the point was. That was one way to score it. And the other way I scored my spreadsheet talking points was, if I don't say it, will anyone else ever say it? And of course I gave tens, zero to 10. I gave tens to the points where if I don't say it, I don't think anybody ever will. and if everybody else is saying it, I tend to give that a one, two, or three and not include it in the book. So yeah, I think the biggest surprise for me was I had so much fun writing it. I didn't need any deadlines. There were other surprises that came.
38:21I guess one of the, I'll refer to very quickly is I decided after finishing part one of the book, as a nonfiction book, I think we all feel some pressure to sort of summarize the points that you've made in part one of the book. So you're gonna have a section that summarizes with bullets what we've just gone over. And there are three parts to the book. And I decide, you know what? I'm going to break the rules a little bit here. I'm just going to write a story. I'm going to make the points, if you've read them, implicit, if you look carefully within a little story that I'll tell. And I had so much fun as somebody who majored in creative writing at the University of North Carolina, Chapel Hill.
38:56I had so much fun just constructing a simple story of people that we can relate to who are kind of rule breakery or kind of not at all. And then as I finished part two and three of the book, I realized I'm going to continue that story. And that was not something I was ever planning. And I actually loved doing that. That's a unique part of the book. I don't think many investing books have a fable that is serially continued through the book. It's not a huge deal. It's not the tail that wags the dog, but that was a surprise. This strikes me as one of those books. And I will just say for context, for anyone who's hearing my voice for the first time or the first time in a long time, I've encountered hundreds and hundreds of books about investing and money and business.
39:40Because in all my years of hosting Motley Fool Money and Market Foolery, my name got on the distribution list of major publishers. So I would say somewhere between 15 to 20 books per month would come to my desk and I would glance through them and maybe one out of 20, I would think, oh, this seems worth talking about. No shade against the authors of the other 19 books. I'm sure they were perfectly fine, but it's a little bit like the point you were just saying of, hey, if everyone else is going to say this, I don't know that I necessarily need to say this as well. All of that is context to this question.
40:17I think this is one of those books that people are going to give as a gift. They're going to buy it for themselves, but they're also going to give it to a gift because you know, there are plenty of people who are interested in investing and then there's a level below them. Like everyone who's an investor, a stock market investor has at least three friends who are, they pay lip service to being interested. They're not as interested, but they're, they kind of feel like maybe they should be. So they'll, you know, talk at a barbecue or a cocktail party, just like, Hey, so what, how's the investing thing going?
40:51You know, that sort of thing. So I think yours is one of those books that investors are going to read, and then they're going to give it as a gift to their friend who needs to learn a little bit more. What should they say to their friend? How should they promote this book when they hand it to them? First of all, that's really kind. And thank you, Chris. And second, I hope that they would recognize that we are all investors. And so at that barbecue, they're surrounded by 20 others. All 20 of those people are investors. But if you actually ask that group of people, raise your hand at the barbecue, if you are an investor, maybe only those three people that that person was connected to or was thinking of would say, yeah, okay, yeah, I'm kind of an investor.
41:38But truly, and you know, because you've been around The Motley Fool just about as long as I have, you know that democratizing this subject, making it accessible to people, reminding us that it's not just an investment of money you're making. We're all investors of time. We all have the same number of hours in the day. You're constantly investing in your own learning or not. You might be misusing the allocation of funds and time that you have. I suspect and hope most listeners wouldn't say they are, but I think all of us, me included, would say, I probably could do that better. I probably could make slightly better use of my money or slightly better use of my time, at least.
42:16And so I hope that feeling of handing the book over to a friend and saying, hey, I think you'll get something out of this. I think the fun thing about this book is, well, I say it's my final stock market book, which it is. It's really a book about life and investing and leadership and entrepreneurship. It's ultimately there to connect with whoever's reading it at a human one-to-one level, not talking down at all and not holding myself up as some great exemplar, a statue that you should imitate. You should try to take on the form or pose that I have with the statue of this book. I hope that person would know they're giving it to somebody saying, I think you'll see something in this that will make you a little bit smarter, happier, and richer.
42:59And you know, that's been The Motley Fool's purpose for now 32 years and counting. I'm just happy that it'll be a book that can be shared. It's kept those notes that I referred to over 15 years. I've wanted to do this somewhere 2016, 17. I was like, I'm going to write it. I'm going to write it this year. And then it didn't happen. It didn't happen. And then COVID. So I had an excuse. I can't do anything during COVID. But at a certain point, I said, if I get struck by lightning, my biggest regret as I lie there frying, I'll look up at the skies and say, why didn't I write this? I was getting notes for more than a decade.
43:33fortunately I was not hit by lightning and fortunately a labor of love from last February to last August so takes about six months to write a book takes about a year as you well know working within the industry as you have takes about a year for that book actually to show up to the public and I'm just so glad that I did it and I would love it if anybody shares it with a friend also forget about that image of me frying being hit by lightning that was that was not necessary and you I know it's an audio medium, Chris, but it's also kind of a visual medium in a way. And I just I don't feel good about that.
44:04Can you can you quickly replace that in listeners minds with something else? I mean, the standard go to is getting hit by a bus, which doesn't involve frying, but it's not necessarily better. Let's move on. Before we get to buy, sell or hold, two things I want to hit. The first is the glossary, which was this delightful surprise at the end of the book. You have a glossary of terms, and I'll just read a couple because they're just fun. For sports betting, you define it as one great big huge waste of money unless you're the house. For the word trading, you define trading as spending lots of time trying to make money maybe half the time.
44:49What is the origin story of the glossary? Well, somewhere near the end of writing the book, I started realizing, you know, there are a lot of terms that I've kind of invented or repurposed. And so there's sort of, we have our own rule breaker vocabulary. We don't need to talk about spiffy pops this week, authors in August, because I think most of our regular listeners know what I mean when I say spiffy pop. But if you say that to a crowd assembled anywhere, you'll get only a couple of hands that go up. I do point out in Rule Breaker Investing that in the Urban Dictionary, yes, Spiffy Pop exists in the Urban Dictionary, but not yet in the Oxford.
45:24But we're headed there. But I'm inventing words as we go. Even Rule Breaker, what is that exactly? I realize Rule Breakers take two forms. They are the companies that we invest in, and they are you and me if we're investing like a Rule Breaker. And so I realize it's kind of important to put definitions to some of these terms. And so most of it is a summary of what you've already encountered in the book, but it's a handy, I don't know, six, seven, eight page alphabetical listing of rule breakery terms that serve as a good summary and kind of reminder for people. And yes, I'm trying to make you laugh at different points.
45:57And I really do think that trading is spending a lot of time trying to make money, maybe half the time. And so you obviously see what I think of trading. Sports betting has shown up in recent years, Chris Hill. I know you know that as a fellow sports fan. I've placed a sports better to myself, not just in the last few years, but in the last few decades when I guess, I don't know, it was illegal. I've never used a bookie. I just bet with friends. But sports betting is not a good idea. It's not a good way to spend money. And the amount of money that is being bet these days, and I love ESPN, a Disney property as of today still.
46:32But ESPN reimagining its own coverage of sports to constantly include the numbers of the bets, this is a very, very bad financial allocation. Chris Hill, you and I bet, you're betting Boston College, I bet my Bill Belichick-led North Carolina Tar Heels, one of us is going to win, one of us is going to lose, and the house is going to make 5 % to 10%, which means if you run the numbers, you and I will tend to lose money over time when we bet on sports. And that is such a bad allocation and bad message. So yeah, a$64 billion industry or so last year, we're calling it out in the Rule Breaker Investing Glossary.
47:12So my last thing is inspired partly by the glossary, but also other parts of the book. And this is an idea I'm gonna share with you. And if you wanna run with this, if you wanna get together with your publisher and run with this, and it's merch. It's specifically rule breaker magnets, because early in the book, you talk about the four most dangerous words are buy low, sell high. And really, instead, people should buy high and try not to sell. And I'm more than semi-serious in this regard, because the thing is, David, these outdated maxims, buy low, sell high. You never go broke taking a profit.
47:53They are still ingrained in the everyday lexicon of investing. And I think rule breaker magnets would provide daily reminders for investors to fight against the things that they're hearing from co-workers or family members who aren't investing as much as they are. And all they know to do is just repeat those tired old maxims that don't really work anymore. I really appreciate that point. They don't exist yet. There might be a whole industry Chris, you and I are a little bit free agents. We're not as fully employed as we were maybe 10 years ago. Maybe we go in together on this whole magnet business thing.
48:30But I really appreciate you calling that. I do. Part of my style as a writer is, I don't know, every three or four pages in this rather short book, you're going to see a bolded line because I try to punch home lines from time to time. And it's generally those kinds of merch, magnet driven possibility lines that I greatly favor. And just before the glossary near the end, there's a things to remember, a couple of pages that just take some of those maybe magnet lines and tries to capture them all in one place for fellow rule breakers. Let's go to buy, sell, or hold. I would love to play. This is something any investor can create for themselves.
49:12Buy, sell, or hold stock watch lists. I am a big fan of stock watch lists, so I say buy. I think that these days you can track them, whether it's on our site or on another site. You know, you can kind of I mean, back in our day, Chris, and I don't want to date us here, but we used to have to write that stuff down on paper and then look up in the newspaper the next day where the stock price was trading to keep up with our watch list. Not only that, but there are more fascinating companies today and more new innovations and discoveries worth watching. We can't own them all or we can't own them all at once.
49:44So stock watch lists are a great tool. And I'm a listy person anyway, so I just like lists. Just two years removed from making the playoffs, your favorite baseball team, the Minnesota Twins, are currently in fourth place in their own division. And let's face it, they'll need a small miracle to make the playoffs this season. So buy, sell, or hold, the Twins getting to the World Series in the next five years. I'm going to say sell. And I am a lifelong Minnesota Twins fan. I watch almost every game. So last week when the Minnesota Twins lost once again, two out of three to the Yankees in Yankee Stadium, reflecting on the last 37 games played in Yankee Stadium, I believe the Twins are literally six and 31 out of the last 37 games in Yankee Stadium.
50:36The Twins have won six. And last week, I think the nadir of the Twins season was when they were one hit, losing to the Yankees 9-1, and the Twins pitchers, Little League Baseball, if you will, the Twins pitchers literally walked 11 Yankees as we were one hit. And I watched that whole game, and I started asking myself, am I misallocating my own time? Right. Why? Why am I watching? It's painful to experience that, to lose so many games to the Bronx Bombers that clearly, I don't know, Minnesota Nice might have an inferiority complex around. But I can't say, I mean, if we're really playing the odds, the odds of any team making the World Series the next five years would be lower than 50%.
51:20I would even include the Yankees or Dodgers there. So, yeah, Twins chances, much lower than that. Sal. I'm so old. I remember being told these vehicles will be ubiquitous in 2025. Buy, sell, or hold self-driving cars. You and I did a podcast once that will re-air in about 20 more years or so. We did it from the future. I think the year was 2052. And part of what we did with that podcast from the future, co-hosted by Chris Hill and David Gardner for Rule Breaker Investing, is we looked backwards from 2052 and just looked back at what had happened. And you and I found, to our surprise, I think somewhat humorous surprise, that self-driving cars still weren't really a thing.
52:05It's kind of like the new iPhone in 2052, better camera. Better camera. Yeah. But yeah, I would say that even though we said that from 2052, three years ago, I think I'm starting to become more of a buyer. So I'm going to call a hold on this because I have owned Teslas for 13 years, several different ones, And up until about two years ago, I was like, this thing, I would never allow to drive. I mean, it couldn't recognize stop signs or red lights in urban settings. Within the last two years, it's actually gotten pretty effective. Most of the time, I still drive myself. I enjoy driving. But Chris, I do think we might be wrong on one prediction we made from the year 2052.
52:49I'm going to say hold on the whole self-driving thing. You've mentioned your alma mater a couple of times. buy, sell, or hold a successful season for University of North Carolina football coach Bill Belichick? I mean, it became not just a sports story, it became really a national story. Then it was exacerbated by romantic relationships and all kinds of other off-field developments. I think, though, what did we say earlier, Chris, about winners? I actually think that Bill Belichick is a winner. And so I would be taking the over if we were doing sports betting and talking about how many wins the nation now expects North Carolina football, not a topic of previous interest to anybody to have in the year ahead.
53:34So I'm not even sure what that is. But if people think that the Tar Heels would be about 500, I'm going to say maybe a game or two above that, because I actually really think Bill Belichick is very, very smart and a very, very good football coach. You've written this publicly, and you've also mentioned it during this conversation, referring to Rule Breaker Investing as, quote unquote, my final stock market book. So, buy, sell, or hold, David Gardner writing another non-stock market book in the next 10 years. I'm going to say buy on that with a belief that that will happen sooner rather than later.
54:10And I'm not going to be somebody who comes out with a new book every year or two or wants to be a lifetime author. There are a few songs that I want to sing. And I feel like if I don't sing them, nobody might. And I hope that they'll add value to the world. This is my most important book. I don't think any book I'll write in future, if I do, will be more important than Rule Breaker Investing. But there is something just about breaking the rules, period. About that approach that we've taken to investing, that actually works in other contexts as well. And the context I think all the time about on this podcast are investing in business and life.
54:48And so I think if this book is well-received and people would like it, and if they won't, I won't do it, but I could imagine writing a book about breaking the rules just in a more general way. It won't be a stock market book. This is my stock market book, but I guess I'm a buy on that. The book is Rule Breaker Investing, How to Pick the Best Stocks of the Future and Build Lasting Wealth. It is available on September 16th, but you can order it now in all formats, including audiobook. And you should because it's a terrific read. And if you allow it to, this book will make you a better investor. David Gardner, thank you so much for surrendering the host chair this week and enabling me to join you on the Rule Breaker Investing Podcast.
55:31Chris, there's nobody I'd rather take that seat from me. For the first time in the history of this podcast, congratulations on your work with Money Unplugged. You have a lot of fools and a lot of non-Fool fans, they may not even know about the Motley Fool who enjoy following you and your work. And I'm one of them. So I'm honored to have you this week on Rule Breaker Investing. And so in conclusion, I am honored by your presence. And Chris, I feel as if we didn't screw it up this week. Like that line that you called out recently that I may or may not have said on this podcast. I think we're okay.
56:06We're good. I think this was a good conversation, But, you know, people will email you. Listeners will weigh in. Chris Hill, thank you so much. And Fool on. Fool on. As always, people on this program may have interest in the stocks they talk about. And The Motley Fool may have formal recommendations for or against. So don't buy or sell stocks based solely on what you hear. Learn more about Rule Breaker Investing at rbi.fool.com.
From the publisher
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/
Sign up for The Motley Fool’s Breakfast News here:
www.fool.com/breakfastnews
Guest Host (first one ever): Chris Hill
Guest: David Gardner
Producer: Bart Shannon
Learn more about your ad choices. Visit megaphone.fm/adchoices
