Tom Gardner: A Message to All Investors

12 Jul 2025 · 26 min · 9 chapters

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In short

Tom Gardner (Motley Fool co-founder/CEO) argues the biggest investing mistake is selling winners too soon, not suffering drawdowns; he also outlines a “first three years” rule set for new investors, comments on current market valuations, discusses AI’s future and regulation, and addresses how to evaluate paying for investment advice.

Guests

Tom Gardner, co-founder and CEO of The Motley Fool; interviewed by Motley Fool producer Matt Greer.

Key claims

Validate investor fear; long-term investing with many small positions reduces anxiety. Avoid penny stocks (<$10/share), options, and most crypto (only Bitcoin/Ethereum allowed early), don’t day trade, and ask lots of questions. When valuations are elevated (S&P ~25x earnings), look beyond the most-followed names.

Notable examples

Starbucks/NVIDIA/Apple/Microsoft/Costco; “graveyard of broken dreams” for short-term leveraged investors; Bill Gates prediction about fewer doctors; AI tutor benefits for students.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

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Introduction to Investment Mistakes

0:00 to 0:36

Learn about the critical mistake of selling winning stocks too early.

“The most significant mistake that an investor makes is selling a winner too soon.”

Overcoming Intimidation in Investing

0:42 to 3:40

Discover ways to manage fear and anxiety when investing in stocks.

“including investments to avoid, market valuations, AI, paying for investment advice, and Tom's biggest questions going forward.”

Five Investments to Avoid

3:40 to 10:10

Tom outlines five types of investments to steer clear of for new investors.

“I'm going to say that I have five investments to avoid for anyone in the first year or first couple of years of their investments.”

The Motley Fool Investment Philosophy

10:41 to 12:40

Understand the long-term investment philosophy of The Motley Fool.

“The Motley Fool system, on one hand, is timeless, classic, and espoused by many others.”

The Cost of Selling Winners Too Soon

12:40 to 14:00

Tom discusses the repercussions of selling winning investments prematurely.

“We don't think that because when we look at our portfolio and see a stock that's down 37%, we think that's the worst mistake I've made.”

Long-Term Investment Mindset

14:00 to 17:02

Learn the importance of holding investments long-term to maximize returns.

“they're all a matter of public record of The Motley Fool going back decades.”

Current Market Analysis

17:02 to 17:56

Understand the current valuation of the S&P 500 and where to find opportunities.

“For those who demand the world and possess the drive to claim it, there's a vehicle of equal distinction.”

Investment Advice and Value

17:58 to 20:54

Evaluate the benefits of investment advice versus indexing, and the role of The Motley Fool.

“Throughout history, the average family has paid far too much money for investment advice.”

The Future of AI and Investment

20:54 to 24:59

Explore the implications of AI on the future of investment and industry regulation.

“What service or solution can we provide to you that would be most helpful to you?”
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Transcript

Automatic transcript. May contain errors.

0:01The most significant mistake that an investor makes is selling a winner too soon. We don't think that because when we look at our portfolio and see a stock that's down 37%, we think that's the worst mistake I've made. I put$4 ,000 in it and I lost$1 ,000. I put$40 ,000 in it and I lost$10 ,000. I put$400 ,000 in it and I lost$100 ,000. No matter where you are on the size of your portfolio, when you see something down 25%, 30%, 35%, 40%, you think, that's my biggest loser. The biggest loser though, is the winner you sold to soon. That was Motley Fool co-founder and CEO, Tom Gardner. I'm Motley Fool producer, Matt Greer.

0:41Now we recently caught up with Tom and got his thoughts on a number of topics, including investments to avoid, market valuations, AI, paying for investment advice, and Tom's biggest questions going forward. Tom kicked things off by talking about what he would say to someone who is intimidated by the stock market.

1:10For somebody who is intimidated by the stock market and investing in stocks, first thing I say is I validate you. I validate that fear and that anxiety because we don't have to go too far back in any year or any decade to find people who lost everything and people who borrow money to buy stocks and hope for a great short-term outcome like the graveyard of broken dreams is filled but if you're anxious and you have time on your side and you are making early investments and you are willing to have some losers if you're willing to buy 25 investments in the stock market, and you're willing to accept that five of them are going to disappoint you badly, possibly.

1:55If you have that time horizon, then you should be forever adding money to that portfolio. The stock market is a bank that pays a higher interest rate than your bank ever will. It's just that in any given year, you could be down 20%. So those years can shock people and make them think you can lose everything in stocks, and you can lose everything in stocks if you're short-term leveraged with high expectations and a temperament that says you're going to jump at the first sign of a crisis. So we've got to get those factors lined up. But if you can just go in with many small investments perpetually throughout your life, out of companies that we help you research at The Motley Fool, I think you can reduce that fear quite significantly and end up building more wealth in your lifetime than you thought possible.

2:39Remember, there are people over the last century who had a salary that never went above$40 ,000 a year that had$9 million when they died. Those were the people that just took little amounts of savings continually and just said, I'm putting it in the bank of the stock market. I'm trusting that I'm gonna find enough good companies and all you have to do is find a Pepsi. All you have to do is find a Pfizer. All you have to do is find a Starbucks. All you have to do is find a Google. You have to find a few of these. And all of a sudden, before you know it, that compounding and the growth in your portfolio has turned a few thousand dollars into tens of thousands of dollars and then you wake up four years later and you realize your$47 ,000 portfolio is now$73 ,000.

3:16And then the next multiple of that, all of a sudden you're sitting up there in a couple hundred thousand. And when you're at a couple hundred thousand, lo and behold, you're at a couple million. And it takes time, but that practice and discipline of being there every day, it should actually make you fearless as a long-term investor. But I validate somebody at the beginning standing on the edge of the pool and saying, I don't know if this is right for me. I don't know if I should be on this diving board, but you can swim successfully with the fool. I'm going to say that I have five investments to avoid for anyone in the first year or first couple of years of their investments.

3:55And I'm not going to rank them in any particular order. I'm just going to say I've got five. Okay. The first is no one should make a purchase in the public markets of a stock priced below$10 a share as their first investment or first collection of investments. There are companies that can perform very well with a low share price, but in general, that is an indicator of a failing business, and that is simultaneously attractive to new investors because they think, I can get so many shares. Do you want 5 ,000 shares of wallpaper, or do you want one share of Berkshire Hathaway priced in the hundreds and hundreds of thousands of dollars?

4:34The total number of shares don't matter. So if I could say to the entire world. When you enter the public markets, you are not allowed to buy any stocks in the first three years that are priced below$10 a share. We're going to save literally hundreds and hundreds of millions of dollars across the investment landscape for newer investors. The second one would be you're not allowed to use options. I understand that you think you can take a little bit of money and multiply it quickly by utilizing options, but options, first and foremost, are most effectively used by those as a hedge, as an income generating hedge, not as a go for the gold.

5:11They are marketed as go for the gold. And I can't tell you how many people have made their next call in their investment life into the Motley Fool site to say, I just blew a lot of money on options. And I now want to learn, you know, what the hell I'm doing. So if we can get everyone, you can't buy a stock below$10 a share. You cannot use options. That's the first two. Number three, you are not allowed to buy any digital assets or cryptocurrency other than Bitcoin, Ethereum, maybe one or two others. We're going to keep it to a very small list. We're just saying for the first three years. After that, go wild out there if you want it, right?

5:48But out of the 20 ,000 some odd cryptocurrencies, out of all the digital assets that have been created, there is far more fraud, far more self-interest and greed. I have met people that are launching digital assets who, when I asked them, what would happen if instead of being able to sell any of those for profit for yourself, that digital creation, you have to hold for five years? What would happen? And the one story I'm thinking of, a person looked me right in the eye and said, no way in hell I'm selling these things. They're getting their money out with your money coming in. They're not looking to create an expanded, you know, environment, value for everyone.

6:31So, again, you don't get any cryptocurrencies other than Bitcoin or Ethereum. I'm just limited to those two for the first three years. OK, so you can't buy stocks under$10. You're not allowed to use any options. You can't have any cryptocurrencies other than Bitcoin or Ethereum. Those are the first three. Number four, you will not day trade. You will not actively trade anything. Anything you buy, you must hold for at least 12 months. I have to get you in for 12 months. Now, really, if you want to make money, you don't have to read that many books or articles or ask that many questions or watch enough good YouTube videos with proven investors that have succeeded over long periods of time to know, actually, the way I'm going to become a millionaire is by owning things that I want to hold for five years.

7:11Warren Buffett turned$10 ,000 as a teenager into$100 billion in his lifetime by essentially saying the best time to sell a stock is never. That's how you're going to make the most money. If you can find Costco early on and just hold it, you're going to become a millionaire. Like, day trading Costco, there's just a tragedy of epic proportions. People day trading in and out, the costs, the taxes, and the fact that unless you have an incredible amount of money to build the most high-powered frequency trading system in your home, you're going to be behind others in institutions that are trading faster than you.

7:47You are always going to be a loser. So in the first three years, can't buy stocks under$10. You can't use options. You can only buy cryptocurrency, Bitcoin or Ethereum. You can't day trade at all. And the fifth one is you have to ask questions. That's it. You have to ask questions. You have to ask a lot of questions and ask a lot of people questions. You have to be curious. You've got to be more curious than you are greedy. And I don't say that condemning anyone. And I'm not calling out the desire to win with your money as greed. No, no. I'm calling greed the desire to win right now without learning anything.

8:21And that is the lottery instinct. Like that is a tragedy in the U.S. that state governments present the lottery. That is a really bad system that exists. And the lottery is representative of everything you don't want to do if you want to become wealthy. You don't want to win by learning nothing and achieving nothing. You want to win by studying, enjoying, exploring the world, and finding in your circle of competence, if you're a doctor, and doctors get taken advantage of a lot in financial services throughout history, but if you're a doctor, you have the front row seat to new technologies coming in to your category.

8:57So what we want you to do is we want you to be smarter, happier, and richer as an investor. We want you to do that with The Motley Fool, of course. That's our mission. But please, if you're not going to do it with The Motley Fool, please commit to getting smarter, happier, and richer outside of The Motley Fool. And the way to do that, in my opinion, is to not have any opportunity in the first three years to do any of those five things. You can't buy penny stocks, can't day trade, can't have options, can't have a bunch of cryptocurrencies. I could also say you can't go on margin, you can't borrow money, and you can't move forward hoping you're going to win without learning, without asking questions.

9:29Put those five things together. Literally, I think that little clip, and these are learnings of the Motley Fool. I'm not saying, like, I am expounding this wisdom to everyone. This is hard-won lessons across the Motley Fool community. Millions and tens of millions of people in the Motley Fool over our 31 years. Those few handful of things, they save billions and billions of dollars of people entering the market. And also, they keep people from abandoning investing because they thought, wow, this is such a crapshoot. I'm never doing this again. What a tragic loss that is for people. So take those handful, put them on your list of I'll never do those, at least for the first three years.

10:05And I think you're setting yourself up. You've got the foundation to win for the rest of your life. trading at schwab is now powered by ameritrade unlocking the power of thinkorswim the award-winning trading platforms loaded with features that let you dive deeper into the market visualize your trades in a new light on thinkorswim desktop with robust charting and analysis tools all while you uncover new opportunities with up-to-the-minute market news and insights thinkorswim is available on desktop web and mobile to meet you where you are it's built by the trading obsessed to help you trade brilliantly.

10:38Learn more at schwab.com slash trading. The Motley Fool system, on one hand, is timeless, classic, and espoused by many others. It's a system of long-term, business-focused investment with a good diversification to the portfolio, being tax efficient, not trading a lot, finding great companies, and just adding to them over time. That's a system that is familiar, and it's actually the way that the most money has been made in the commercial world, and the public markets in the commercial world for quarter centuries. What is unique about the Motley Fool system, distinct, is that we truly are long-term.

11:15Remember, as time horizon shortened, you start getting worried about these investments. When people start saying, I doubled my money in six weeks, and I'm looking for another one just like that, right? And you're seeing deregulation, which will have many good, there will be many good features of deregulation. Let's say on a scale of 1 to 100, we want to move to about a 30 or 40 if we're in the low single digits. Now, we want more deregulation for small businesses, for housing permits. There are a number of categories where we need to simplify this for people. But we probably don't need a lot of deregulation in crypto because out of the 20 ,000 cryptocurrencies, there are probably only about 50 that really have merit.

11:55So if you deregulate too much in that area, you're going to invite a lot of fraud and there will be a lot of pain. There will be a lot of pain for people in that. So I would say the Motley Fool system is interested in all these investment opportunities. I'm a very big proponent of Bitcoin. I'm a long-term believer in Bitcoin. But I think that at the same time, everyone needs to realize that our system is saying, we're looking five years out. We're not the system that's trying to make the call in the next six months. That can happen in financial media elsewhere. That can happen in trading systems and trading sites, tradings.com.

12:27Like you can go to those sites for that up to the second stuff. It's not really us. We can't help you in that area, but we do think history shows that systems like ours are where the real money is made over the long term. The most significant mistake that an investor makes is selling a winner too soon. We don't think that because when we look at our portfolio and see a stock that's down 37%, we think that's the worst mistake I've made. I put$4 ,000 in it and I lost$1 ,000. I put$40 ,000 in it and I lost$10 ,000. I put$400 ,000 in it and I lost$100 ,000. no matter where you are on the size of your portfolio, when you see something down 25%, 30%, 35%, 40%, you think that's my biggest loser.

13:09The biggest loser though, is the winner you sold to soon. As the ability to take money,$10 ,000 and put it into Starbucks and end up with$500 ,000. That is actually everywhere in front of us in the public markets. And I think the markets are richly valued now. So I'm not saying that just be aggressive every single day of your life as an investor. It takes some discipline to think about how you're going to build that portfolio, what time you'll buy what type of stock. But over the very long term, the biggest mistakes you're going to make by far are selling your winners far too soon. And so the Motley Fool has helped our members.

13:46Again, we all can still make those mistakes and we'll still make them ahead. No matter how experienced you are, you can make that mistake. but we're there to remind us. We track all of our returns in full view at The Motley Fool we have for 30 years. All of our wins and losses, all of our 50 baggers and 80 % declines that we've had, they're all a matter of public record of The Motley Fool going back decades. And what I can say is when you look at it over the full stretch of your life as an investor, the regrets you're gonna have are the ones that you sold too soon. So we're here at The Motley Fool saying, hey, try to put yourself in a position where you never have to sell.

14:19So at least you take that out of the game. You have that long-term time horizon, and you're willing to say, you know what? NVIDIA hasn't gone up for five years, but I'm going to hold it. So that was true. NVIDIA went through a five-year period. Apple and Microsoft, two of the largest companies in the world, two of the greatest investments in history, had 10-year periods in the early 2000s, 10 years where they did not gain a dollar for their shareholders over a 10-year period. But understand, if you're going to get to a place where your portfolio is turning 5 ,000 into$25 ,000, turning$250 ,000 into$1.5 million, turning$3 million into$11 million.

14:55If you're going to be in that game, you're going to have to have these long holding periods. You're not going to get the big winners unless you're willing to sit and take the pain for a while. Part of that is just we're together as a community of the fool. We're all fools figuring this out together. We're going to be there with you every step of the way. I think the number one thing we can say to anyone who's getting started investing or still feeling their way forward in the public markets is you got to get yourself in a position where you don't sell your winners too soon. The S &P 500 is trading near 25 times earnings.

15:27The 200 week moving average price of the S &P 500. So the average price over the last four years, the price today, the S &P 500 is 25 % ahead of that average. That is elevated. That is elevated. U.S. equities as a percentage of the value of all stocks in the world. U.S. stocks is a percentage of all stocks in the world is about 70%, 65%. These are historically high. When you hit historically high valuations at the market level, we have to first remind ourselves there's so many markets inside the U.S., so many different industries. There are hundreds of good stocks to buy right now and own for the next five years, but they're probably not the most well-known, actively followed, most richly valued.

16:10It's probably where people aren't looking. It's probably small caps. It's probably under followed names. It's probably getting stocks outside the U.S. in your portfolio. So I would say current market for me looking forward, we don't look forward to the Motley Fool a month or we're not talking about the next six months. I'm saying if you're looking for good returns over the next three to five years that beat the market, I think you need to look where others aren't looking right now. And you need to look for dividend payers, more value oriented investing, at least where we are in valuation now. I would just say this.

16:39Four months from now, we could be in a completely different place from valuation. We saw the S &P 500 fall 20 % and then V-shaped recovery. So the answer could be very different when we're sitting down and talking in August. But for right now, I think this is the time to be a little bit more defensive and look for investments in areas that others aren't looking. They say leadership isn't just about where you're going. It's about the conviction it takes to get there. For those who demand the world and possess the drive to claim it, there's a vehicle of equal distinction. Dynamic by design and engineered for pure impact, the Range Rover Sport rises to meet you the moment you take the lead.

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17:52Exclusive offers are available now. Explore further at RangeRover.com. If somebody's skeptical about paying for investment advice, I would tell them, You're smart. You should be skeptical. Throughout history, the average family has paid far too much money for investment advice. So I start by saying, I applaud you. Say, keep that mindset all the way through. Do an evaluation of what you're paying for what you're getting. Second thing I would say is if you're going to pay, let's make sure the payment you're making is working with somebody who has aligned interests with you. You don't want somebody who gets paid extra to sell you particular funds, right?

18:30You don't want somebody who's pushing low grade promotional equities on you because they have it in inventory at their firm, right? You want to understand when I pay this dollar, is this person really on my team, right? So if I'm going to start paying, I want, I want a partner. I want a teammate, right? And then the third, now we move into the Mali Fool realm, which is, you know, we start our subscriptions of the Mali Fool, you know, in the ballpark of$100, right? So I think that's a great sample price to get started and take a look and ask myself, you know, is this the type of research that would be helpful to me?

19:04Is this the philosophy that's useful to me? Is this a system that I want to utilize, you know, in my own situation? And what I will say is, I mean, this is a little bit of a bold statement, but what I'll say is, I think eventually you will find we're a very helpful partner to have. You can talk to any of our members on our site, Right? You can ask questions. You can be feeding questions into interviews we have with CEOs of companies that you're invested in. We're an open community working together to help you live a smarter, happier, and richer life and get better investment results with The Motley Fool.

19:38And we know the only way you're going to pay us again at renewal point is if it was worth it for you. Our fees are completely transparent, but I'll go back to the beginning. If that's not persuasive to you, if you're like, I don't want to hang with fools. I don't want to pay for a subscription. I don't want to do this. Just index. Get index ETFs. Add money to them every single month. I really believe this. If somebody right now says, thank you for saying that. I'm not going to pay anything to the Motley Fool for the next three years. I'm just going to index. I'm going to buy index ETFs. I'm going to do it myself.

20:08It's going to be almost costless for me to do it. It's going to be very tax efficient. I'm going to say, that's great. You know what I hope you do? Check back with us in three years because we're the ones that say that's what you should do. We've said that since 1995 in our first book. We were the ones out there in front of the whole industry saying, just index. There's a lot of things being pitched to you. But I think once you get index going effectively in your portfolio, it's fun to add companies. It's fun to learn about the world. It's fun to be able to ask questions and get answers about your financial life in all aspects.

20:35And that's really what The Motley Fool membership is about. So hopefully you'll choose to join us today and be a fool for life with us. But if you want to just go off index and have free investment advice throughout your life. There are many ways to do that successfully, and I'd encourage you to go for it. My biggest question, my two biggest questions. My first question is, what do you want from The Motley Fool? What do you need from us? What service or solution can we provide to you that would be most helpful to you? That's continually what we're trying to figure out for members that have been with us for a very long period of time to newcomers, The Motley Fool.

21:11What is it that you're missing to help you with your first investment, to help you allocate your portfolio more effectively to help you find the next great winner? What is it that we can do that can help you the most? And the more feedback you can give to us through all the feedback channels we have at The Motley Fool, please send it in because your ideas are going to just continue to help us understand what it is that is winning for you. The second biggest question I have is what is going to happen three years from now with unchecked, unregulated AI. We may actually be at a point where it is now impossible to regulate AI.

21:45It may always have been, by the way. But I think if you think of AI as its own creature, as a creature, it doesn't want to be regulated. It wants to spread. It doesn't have consciousness, but it's not interested. The attempts to say to AI, we're going to shut you down, we're going to shut this tool down, don't elicit great reactions from AI. It does not want to be limited. And we have not placed any limits on it. And so what will happen three years from now, five years from, seven years from now, when you're talking to someone and you don't know whether they're human or not, what will happen when the best surgery you can get by far is by a machine by far, it's 90 % less expensive.

22:30What will happen? I mean, Bill Gates has predicted that there will not be a need for doctors 10 years from now. So I mean, certainly my biggest question is all of the unknowns about the pace of change in technology. And there are more now than ever before. And I would just say this one thing to anyone who thinks it might be overrated. Organizations will continually move towards the most effective use of capital. They have to, if they don't, I'm not saying they do too extreme, say they'd be heartless and sinister to win. No, I'm saying that over time, they have to allocate toward what's going to serve more people at a lower price.

23:08That's what the world wants. I want excellence and quality at a low price. And so that's just what technology can do. So I'm not quite sure what happens across employment. I'm not sure what happens in different creative fields. I'm not sure what happens in our schooling systems. It's already showing what happens when you have an AI tutor. it's very high impact and positive for young students to have an AI tutor partner that they can check in with. That will be the same in investing. That'll be the same in every category. So I do think that there are many, many wonderful miracles that are right here coming, but there's also a reckoning.

23:43There are also very concerning things that we're not facing from a regulatory standpoint. And so I look at it and I say, what is the governing body? Who is the person who, how does this get checked in any way? And right now that question is fully unanswered for me. I think we have a profit-seeking system that's just going to cause companies to want to move faster and get more powerful tools, and I think customers will want it. I think they will get lower cost solutions, and there are many implications of that that we haven't thought through. And it's not just easy to say, once I've thought it through, I know how to regulate it.

Read the full transcript

24:15I think it's the most difficult problem faced by humanity, I think, right now. I think that the equivalent of looking back on times where big decisions were being made that could move civilization one direction or the other, I think now is probably the most significant other than whether humans would survive on Earth in the very beginning. I think we're at a point in time where it's not clear how to regulate it, how to check it. It's not clear what happens if it moves forward unregulated and unchecked. It's moving that way and it's going faster than the human mind can prepare for exponential growth.

24:48We can't process exponential growth and it's happening every day with AI right now. So that's my biggest unanswered question. To see Tom's message to all investors, go to fool.com slash message or check it out on YouTube. As always, people on the 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. All personal finance content follows Motley Fool editorial standards and is not approved by advertisers. Advertisements are sponsored content and provided for informational purposes only.

25:24To see our full advertising disclosure, please check out our show notes. The Motley Fool Money team, I'm Matt Greer. Thanks for listening, and we will see you tomorrow.

From the publisher

Motley Fool co-founder and CEO Tom Gardner shares some investing insights on the current market, investments to avoid, and a motley array of investing topics:

- Investments to Avoid

- Motley Fool Approach to Investing

- Market Valuations

- Paying for Investment Advice

- Two Big Questions

To watch Tom's message to all members, check out fool.com/message.

Host: Mac Greer

Guest: Tom Gardner

Engineers: Dan Boyd, Austin Morgan
Learn more about your ad choices. Visit megaphone.fm/adchoices

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