We Study Billionaires - The Investors Podcast Network
Oct 23, 2025

Investing Lessons for My 18-Year-Old Self w/ Clay Finck (TIP763)

Summary

  • Investment Philosophy: Emphasizes the importance of simplicity in investing, highlighting that complex businesses can hide risks and that a few key variables drive long-term stock performance.
  • Market Timing: Advises against trying to time the market, citing Peter Lynch's wisdom that more money is lost preparing for corrections than in the corrections themselves.
  • Long-Term Focus: Stresses the power of compounding and the importance of patience, suggesting that the best time to invest is today, especially for young investors with a long runway.
  • Active vs. Passive Investing: Discusses the challenges of beating the market and suggests starting with indexing while acknowledging that it is possible to outperform with the right approach.
  • Company Selection: Encourages focusing on great businesses with durable free cash flow, strong management, and competitive moats, while being cautious of overconfidence and psychological biases.
  • Valuation and Growth: Highlights the importance of understanding where returns come from, such as earnings growth and shareholder returns, rather than fixating solely on valuation metrics like the PE ratio.
  • Investor Psychology: Warns against biases like herd mentality and overconfidence, advocating for independent thinking and a focus on a sound investment process.
  • Networking and Community: Recommends surrounding oneself with like-minded investors to gain fresh perspectives and insights, emphasizing the value of a supportive investment community.

Transcript

(00:00) When I first started investing, I  thought that the more complex an idea sounded,   the smarter it must be. But over time,  I've realized that simplicity can be an   investor's superpower. Businesses that  are overly complex and difficult to   understand can have some hidden risks  that make it harder to see when the   compounding engine isn't quite working right. (00:22) Great investors understand that just a   few key variables are going to drive the long-term  performance of a stock and are able to filter out   much of the noise that surrounds that. If you  buy and hold a select number of great businesses   and not tinker with the portfolio too much, then  you only need a couple of them to do really well   and carry much of the long-term results. (00:47) Before we dive into the video,   if you've been enjoying the show, be sure to  click the subscribe button below so you never   miss an episode. It's a free and easy way  to support us, and we'd really appreciate   it. Thank you so much. Welcome to the Investors  Podcast. I'm your host, Clayfink. This episode is   intended to be like a letter to my younger self. (01:09) It's not intended to be a one-sizefits-all   guide. And know that what works for me might not  be what works for you. Investing is part art and   part science. So there's no exact one way to win  the game, but we do need to give ourselves some   sort of guidelines and frameworks to help tackle  the issue of preserving and growing our wealth.  (01:28) Investing has been one of the greatest  joys of my life, and I feel honored to have the   chance to chat about it with you here today.  I sat down for hours reflecting on my own   investment journey to distill the top 12 lessons  that I most needed to hear as an 18-year-old   who knew next to nothing about investing. (01:49) The first lesson I'd like to share   with my 18-year-old self is that the best time to  invest is today. When I turned on CNBC or checked   up on the latest financial news, I consistently  heard claims that the market was overvalued.   And after losing 100% of my money on my very first  $1,000 investment in an offshore drilling company,   I certainly wasn't looking forward to losing  money again by investing in an overvalued market.  (02:16) I graduated college in 2017, and I  remember quite well that the narrative back   then was that the market was overpriced and a  market crash was just around the corner. Since   that point in time, the S&P 500 has increased  by nearly three times. So, I'm certainly glad   that I didn't listen to that advice that  said to wait for the next major downturn.  (02:37) Peter Lynch shared the wise  words, "Far more money has been lost   by investors preparing for corrections or trying  to anticipate corrections than has been lost in   corrections themselves." I'm certain that another  downturn is coming, but I certainly have no clue   when it will be coming. As Lynch also shared,  nobody can predict interest rates, the future   direction of the economy or the stock market. (03:02) Dismiss all such forecasts and concentrate   on what's actually happening to the companies in  which you have invested." End quote. And even if   you could predict the next downturn, it would  likely be incredibly difficult to benefit from   it by investing at the exact right time. Let's  say I saved up a good chunk of cash from 2017   to 2020 and then COVID comes along in March 2020. (03:27) All of a sudden, the whole market is down   30%. There would have been countless reasons  as to why you shouldn't have invested at that   point in time. Earnings were collapsing due  to the economy shutting down. Everyone turned   pessimistic. Government officials went  into panic mode and were shoving cash   into people's hands to ensure that not too  many people got laid off. The list goes on.  (03:50) There were plenty of reasons to be  bearish as the market was just dropping like   a rock. And then when you least expect it,  the market bottomed and quickly went on to   hit new highs. Timing the right time to invest is  difficult and near impossible to do consistently.   Investors that predicted the great financial  crisis beforehand may have been smart once or   twice in their career in trying to time  the market, but they've typically been   wrong more often than they've been right. (04:17) The investment industry is an area   where you have a lot of so-called experts who  sound smart that give terrible advice. So,   be careful who you listen to. Some of the  most confident people in finance are given   the biggest microphones and have some of the  worst track records. Before taking someone's   advice too seriously, understand first that  person's track record and second understand   the incentives behind why they say what they do. (04:45) If someone's pitching me a stock and their   investment returns over the past decade are say  5% per year, then that should be factored in to   my opinion in view of the company. On the  other hand, if a concentrated investor that   has returns of 20% per year just put a third of  their portfolio into one stock, then I would be   looking at that stock a little bit differently. (05:06) The point isn't to follow investors with   the best returns, but to consider the track  record of the person giving advice and the   incentive structure that they're operating  on. So if we look at the incentive structure   of a major financial news source, the people  that work there might want to deliver good   content that's valuable to their listeners and  viewers, but at the end of the day, they are in   the business of generating clicks and views. (05:32) And the reality is that calling for   the next, you know, crash or some other extreme  viewpoint is going to generate a lot of clicks and   views. So that is the incentive that they're  operating on. Our show, on the other hand,   actively dismisses using clickbait titles and  turns down the vast majority of guests who don't   have a track record of outperforming the S&P 500. (05:55) If you seriously review the track record   of any macro forecaster and how  often they're right versus wrong,   you'd probably never take their advice seriously  again. Turning back to my original point,   the best time to invest is today. At  18 years old, you have an investment   runway that's longer than 99% of investors. (06:16) So, use that to your advantage. Get   started investing, no matter  how small, even if it's just   $50 or $100 a month. Compound interest is one  of the most powerful forces on Earth. And you   are most well positioned to benefit from it. At a  rate of 10% compounding, $1 invested today will be   $3 at age 30, $21 at age 50, and $142 at age 70. (06:44) In the early years, compounding will test   your patience, and in the later years, it will  test your bewilderment. This brings me to the   second lesson I would share with my 18-year-old  self. It is possible to beat the market, but you   should probably start with indexing for most of  your portfolio. There's a significant number of   investors out there who have convinced themselves  and they're trying to convince other people that   it's practically impossible to beat the market. (07:12) And by the market, I mean the S&P 500. So,   in their mind, you are completely wasting  your time if you're trying to pick stocks   and other publicly available investments to  try and outperform the S&P 500. And if you do   manage to actually beat the market, then they'll  believe that you just got lucky. In their eyes,   beating the market is reserved for the unicorns  like Warren Buffett who have tremendous skill and   were simply in the right place at the right time. (07:39) They believe that us mere mortals can't   really emulate their success. So, you simply  shouldn't try to pick individual stocks.   If you can't beat the market, then their  response is to simply emulate the market's   returns by buying a lowcost ETF. While  I don't think they have bad intentions   by any means or that their strategy doesn't  work, I frankly just don't agree with them.  (08:03) And let me get a bit into why I believe  that. We've all seen the headlines shown every   year about how the index's biggest companies  continue to carry the market higher and higher.   The headline will read something like, "The  top seven companies accounted for 90% of the   market's gains this year." This makes it seem  like seven stocks in the S&P 500 are doing well.  (08:23) And if you don't own those seven stocks,  then you're underperforming the market. Well,   let's look at some of the data on what's actually  happening underneath the surface. As of the time   of recording this year, the S&P 500 is up around  15%. Out of the 500ish companies in the S&P 500,   take a second to think about how many  companies have a return of 15% or more   which would be considered beating the market. (08:50) Since the market is primarily driven by a   select few outliers like the Nvidas of the world,  perhaps it's 15 stocks or maybe it's 30. In many   people's minds, picking the market's winners is  like buying the needle in the haststack. So, it   can't be very many. So, out of the 500 companies  in the S&P 500, 167 of them have generated a   return greater than that of the market this year. (09:16) There are many investors in my circle   that pick stocks that own many of these  outperformers. And if we look historically,   an even higher percentage of companies in the  index tend to outperform. For example, in 2022,   57% of stocks outperformed the market.  And in 2019, 46% of stocks outperformed.   And in 2016, 51% of stocks outperformed. (09:38) But picking these stocks that do   outperform is still no easy task. You  still have to have a good process in   place for selecting companies in managing  your portfolio. Another reality that index   investors often point to are the studies that  show that most active managers underperform   the market over long periods of time. (09:57) For example, research from Larry   Swedro showed that over a 15-year period  ending June 2019, 90% of large cap, midcap,   and small cap funds underperformed their benchmark  S&P indices. And these are the professionals who   are supposed to be good at what they do, and  the vast majority are failing. What chance   does that give us as individual investors?  I would respond to that with a few things.  (10:23) First, I would ask, are the managers  making a real attempt to beat the market or   are they managing the portfolio in a way  that will maximize AUM or simply maintain   their current asset base? If a manager is more  concerned with managing client relationships,   then they likely just want to closely mimic  the index's performance and hug the index   and try and not vary too much from it. (10:47) And after you factor in the fees   they're charging, it's highly likely that  they're going to underperform. Why should   I base my investment decisions on that sort of  broken incentive structure? Second, I believe   that investors today tend to make behavioral  mistakes with their investments that we can be   aware of and try to prevent in our own processes. (11:08) For example, many investors today make   too many trades and think too short term. The  average holding period of stocks today is near   an all-time low. And there's clear research that  shows that the shorter the holding periods, the   lower the returns. Back in the 1970s, the average  holding period in the stock market was 5 years.  (11:28) And today, it's around 10 months. And the  third thing I've mentioned is related to how many   asset managers have a lot of constraints  and guard rails when it comes to managing   their fund. There are several points I could  mention on this front. Many asset managers are   constrained by how large they can let their  positions become either from a regulatory   perspective or from a riskmanagement perspective. (11:52) So if they have a stock that's a home run,   let's say it triples in 3 years, they might be  forced to trim it because it's reached a certain   size of their portfolio. Trimming your winners  can be a detrimental mistake and may hamper the   investor's returns. Next, it's possible for a  highly concentrated portfolio to be less risky   and give you better odds of outperforming, but  being highly concentrated tends to bring higher   volatility to the overall portfolio, which can  make it more difficult for an active manager   to do if their clients get upset when the (12:24) portfolio is down 20% while the   broader market is down 10%. Underperforming the  market from time to time is just inevitable no   matter how great an investor you are, which  makes it even more difficult to do if you   have clients calling when you aren't doing  as well. The third point I would add here   is related to incentives and career risk. (12:44) Even if a manager believes in a   contrarian investment that might take 2 to three  years to play out, going against consensus can   be dangerous for their job security if the idea  underperforms in the short term. This pressure   often leads managers to hug the benchmark or make  safer, more consensus trades, even when they know   that it might mean lower long-term returns. (13:08) Your typical manager likely cares   more about keeping their job and  providing for their families rather   than generating the best risk adjusted  returns for their investors. And lastly,   many firms manage hundreds of millions or  even billions of dollars, which can make   it much more difficult to outperform the market. (13:26) Large funds can't easily buy into smaller,   less liquid companies where some of the biggest  inefficiencies often exist in the market. As   a result, they're often forced to fish in  the same large cap pond as everyone else,   limiting their opportunity set. Beating  the market certainly is not easy, and   understanding why many investors have such a hard  time doing it can help us best position ourselves   to take advantage of the market's inefficiencies. (13:56) Lesson number three from my 18-year-old   self is that patience is one of the biggest  advantages an investor can have. Investors looking   for quick profits and instant gratification in  the markets are operating in a crowded space which   is why trading is just so difficult. It can be  tempting to try and chase quick 10% or 20% returns   but the real money will be made in the long term. (14:21) Thomas Phelps who wrote the book 101 in   the stock market said that to make money in  stocks you need to have the vision to see them,   courage to buy them, and the patience to hold  them. Patience is the rarest of the three. End   quote. Anybody can buy a stock in a great company.  Few will have the patience and the emotional   fortitude to hold it for 10 years or more. (14:43) Similarly, many business managers   make decisions based on the short term. So,  look to partner with managers who set out   to maximize long-term shareholder value and  invest the business's capital for the long   term. It's hard to overstate the value of a  management team that is shareholder friendly,   has skin in the game, invests in their  business for the long term, and is running   their business for reasons other than money. (15:08) Buffett was once asked about his   criteria for evaluating a management  team years ago. and he talked about   how when Bergkshire buys a wholly owned  business and keeps the management in place,   the manager is oftentimes receiving tens  of millions or even hundreds of millions   of dollars for the businesses they're running. (15:26) Buffett is well aware that the manager   after they sell their business likely is not too  motivated by just money because they'll likely   never be able to spend everything they have. So  Buffett wants to find fanatics who love their   business as much as Buffett loves Bergkshire.  That's the type of manager that can deliver   outstanding performance over 10 plus years. (15:49) My friend Joseph Chaposnik and I were   chatting about Fanatics at our summit event in Big  Sky, Montana recently. One company that Joseph is   a shareholder of is Haiko, which has been run  by the Mendlesson family for over 30 years.   He mentioned to me that all the Mendelson's do is  work. They are true fanatics about their business.  (16:08) And I think Haiko is such a good case  study of the types of things to look for in a   management team. They're thinking about how to  maximize long-term free cash flow per share,   which ironically can make the business look  unattractive today if you're looking at the   headline PE or whatever metric because they  simply are not optimizing for that variable.  (16:29) Other types of businesses that are making  value accreative investments in marketing or R&D   might be decreasing their earnings per share  today, but they're increasing the long-term   value of the firm. Many managers aren't willing  to suffer that short-term pain today in the same   way. Jeff Bezos once said, "If everything you  do needs to work on a three-year time horizon,   then you're competing against a lot of people. (16:55) But if you're willing to invest on a   seven-year time horizon, you're now competing  against a fraction of those people because very   few companies are willing to do that.  Just by lengthening your time horizon,   you can engage in endeavors you could never  otherwise pursue. End quote. It's against human   nature to delay gratification and think long term. (17:16) This quirk in the human psyche creates   tremendous opportunities for those who can  harness it. Perhaps a great business drops by   10% because of a quarterly earnings miss.  Or other investors simply just get tired   of holding a name because the stock has gone  nowhere in the past year. Many investors fall   prey to what some call hyperbolic discounting. (17:37) Hyperbolic discounting is when large   payoffs far into the future due to the power  of compounding are heavily discounted today.   So, a great business might look fairly  priced when we look out 3 years,   but ridiculously underpriced when we look out 15  to 20 years. This leads me to my fourth lesson   I would share for my 18-year-old self. (17:58) Most stocks will be mediocre at   best. Just focus on great businesses that are  simple to understand. Buffett shared the wise   words that it's far better to buy a wonderful  company at a fair price than a fair company   at a wonderful price. Around a year ago, I  had Hendrickk Bessenbinder on the podcast,   and his popular study titled, "Do Stocks  Outperform Treasuries?" showed that since 1926,   just 4% of stocks generated all of the excess  returns above that of Treasury bills? In other   words, the outcomes in the stock market are  skewed towards the market's biggest winners.  (18:32) One of the surprising findings from  that study was that the average stock in the   market actually ends up losing investors money  relative to treasury bills. It's amazing how   there are thousands of public companies globally  that will be poor investments. Yet the market's   overall returns for investors is something  like 10% per year because the big winners   end up carrying the whole weight of the index. (18:58) Over the long run, great businesses are   where the money is to be made. So focus  your attention there. I would define a   great business as one with the following  attributes. So I have quite a list here   so please bear with me. It has the ability to  generate durable free cash flow both in good   times and in bad times. It delivers stable and  durable growth in revenue and free cash flow.  (19:22) It's an added bonus if the business  is a leader in their industry and has secular   tailwinds and the company is gaining market share  in that growing industry. It has a long runway to   grow. It's run by honest and capable management  teams that understand capital allocation. The   business and the management team have a track  record of delivering above average performance.  (19:41) The business generates high returns on  invested capital. The business is able to sustain   those high returns with some sort of moat or  competitive advantage. The business has a strong   balance sheet and is not overleveraged.  and it should have minimal dilution,   meaning that the management team isn't handing  out a lot of shares to employees or issuing   a lot of shares to do an acquisition. (20:02) There can be exceptions to some   of these points, but these are what generally  apply to a great business. And most businesses   won't perfectly fit into each box. To learn  more about investing in great businesses,   I would highly recommend Lawrence Cunningham's  book, Quality Investing. Remember that   there are more than 5,000 publicly listed  companies in the US and many more globally.  (20:26) You should likely say no to most  opportunities that come your way and say   yes to those that are simple to understand  and have a path to generating returns of at   least 10% per year that's highly visible.  Out of that list above, I'd like to expand   more on the importance of the moat because  without a moat, the business isn't likely to   generate excess returns over the long run. (20:48) Are you looking to connect with   highquality people in the value investing world?  Beyond hosting this podcast, I also help run our   tip mastermind community, a private group  designed for serious investors. Inside,   you'll meet vetted members who are entrepreneurs,  private investors, and asset managers. People who   understand your journey and can help you grow. (21:08) Each week, we host live calls where   members share insights, strategies, and  experiences. Our members are often surprised   to learn that our community is not just about  finding the next stockpick, but also sharing   lessons on how to live a good life. We certainly  do not have all the answers, but many members   have likely face similar challenges to yours. (21:29) And our community does not just live   online. Each year, we gather in Omaha and New  York City, giving you the chance to build deeper,   more meaningful relationships in person. One  member told me that being a part of this group   has helped him not just as an investor,  but as a person looking for a thoughtful   approach to balancing wealth and happiness. (21:50) We're capping the group at 150 members,   and we're looking to fill just five spots this  month. So, if this sounds interesting to you,   you can learn more and sign up for the weight  list at thevesspodcast.com/mastermind. That's   the investorspodcast.commastermind or feel free to  email me directly at claytheinvestorspodcast.com.   If you enjoy excellent breakdowns on individual  stocks, then you need to check out the intrinsic   value podcast hosted by Shaun Ali and Daniel Mona. (22:24) Each week, Shawn and Daniel do in-depth   analysis on a company's business model and  competitive advantages. And in real time,   they build out the intrinsic value portfolio  for you to follow along as they search for   value in the market. So far, they've  done analysis on great businesses like   John Deere, Ulta Beauty, AutoZone, and Airbnb. (22:45) And I recommend starting with the episode   on Nintendo, the global powerhouse in gaming. It's  rare to find a show that consistently publishes   highquality, comprehensive deep dives that cover  all the aspects of a business from an investment   perspective. Go follow the intrinsic value podcast  on your favorite podcasting app and discover the   next stock to add to your portfolio or watch list. (23:09) Buffett highlighted Moes as the main   pillar of his investing strategy. As he stated,  "The products or services that have wide   sustainable modes around them are the ones that  deliver rewards to investors." End quote. In this   capitalistic world, there are a lot of players  in the game of capitalism looking to arbitrage   away any excess returns that are out there. (23:31) So ideally, you're invested in a   business that is a bulletproof moat so they  can continue trudging along and growing.   Some modes are easy to spot, such as Facebook's  network effect on Facebook Blue and Instagram,   while other modes are more difficult to spot,  such as the impact of the culture at Costco   and how difficult that culture is to replicate. (23:52) I like to verify the strength of a moat   simply by looking at the numbers. Don't tell me  you have a great moat. Show me. A couple of stocks   that we've done a breakdown on our best quality  idea series are Mastercard and Booking Holdings.   Mastercard has consistently had a return on  invested capital of around 40% over the past   decade and booking holdings is in a similar boat. (24:15) I don't need to count on the company's   word that they have a moat or the analysis  of some analyst or do a bunch of scuttlebutt   research myself. A lot of the proof is in the  performance. Companies that earn consistently   high returns on invested capital tend to  continue doing so because their underlying   advantages reinforce themselves over time. (24:34) Winners tend to keep on winning just   like an object in motion tends to stay in  motion. One of the concepts that resonated   with me in my recent conversation with David  Gardner a few weeks back was the cola test. If   you're investing in the leader of an industry, ask  yourself if there's a Pepsi to the leader Coke.  (24:54) If the business is the only one doing what  they're doing, then you won't find a Pepsi to its   Coke. These types of businesses are rare,  but they can just be amazing opportunities.   Once Google search became the dominant search  platform, there was no real competitor to what   they did. There was no Pepsi to Google's Coke. (25:12) The same thing could be said with Amazon   and e-commerce and Netflix and streaming. To share  one example in my own portfolio back in February   2023, I read through Mark Leonard's letters from  Constellation Software and ended up doing an   episode on them and I felt that it fit perfectly  within my framework that I've outlined here.  (25:31) The company has generated remarkable  levels of growth and free cash flow per share,   and I believe that they have a long runway to  continue doing so alongside their two spin-offs,   Topicus and Lumine. One would think that another  company would be able to do what Constellation   does at scale, but I haven't found one yet. (25:48) And the cherry on top was that these   businesses have management teams that are honest  and competent and own a significant amount of   shares in the company so that it becomes easier to  hold and monitor these companies. I don't want to   lie awake at night wondering if a management team  is acting in my best interest or not. This brings   me to my fifth lesson for my 18-year-old self. (26:09) You're going to be wrong at times,   and that's okay. Losing 100% of my money on  my first investment was ironically one of the   best investments I've made because of the  lessons I took away from that experience.   Bill Miller said that he views his losses in the  market as tuition payments. When you're young,   you aren't dealing with a large capital base,  so it's okay to make those mistakes early as   your prime income years are still ahead of you. (26:35) Sometimes modes get disrupted and there's   really no way to say for sure you could have  seen it coming ahead of time. That's why you   should spread out your bets and not be too hard  on yourself when things don't go your way. When   you have high conviction on an investment, bet  enough that it makes a difference, but not so   much that it would destroy you if you're wrong. (26:56) A 1% position that triples will likely   just leave you disappointed that you didn't  bet bigger when you felt that you had the   story right. Stocks that have a lot of  downside risk should probably be weighted   lower in your portfolio. Let them earn their  keep in the portfolio. Fewer stocks does not   always equate to a higher risk portfolio. (27:15) One position in Bergkshire or one   position in Amazon can actually be less  risky than a portfolio with 10 technology   stocks due to how diversified, durable, and how  well-managed Birkshire and Amazon are. Chris   Mayer once said to me that some investors  have a false view that somehow the number   of stocks they own is going to save them. (27:34) Once you get above 20 stocks in the   portfolio, the benefits of diversification  start to see diminishing returns. One of my   favorite investors, Bill Aman, stated, "For an  individual investor, you want to own at least   10 and as many as 20 different securities.  Many people would consider that to be a   relatively highly concentrated portfolio. (27:55) In our view, you want to own the   best 10 or 15 businesses you can find. And if you  invest in lowle leverage, high-quality companies,   that's a comfortable degree of diversification.  End quote. Expect the average success rate of your   investments to be less than 50%. Successful  investing isn't just about being right,   but also making it count when you are right. (28:15) Both the frequency and the magnitude   of the payoff matter. Although  the market is broadly efficient,   there are times when great opportunities will be  served. Keep a watch list of great businesses and   see if you can find positive developments at  a company that isn't being appreciated by the   market or if the market is overreacting  to events that are short-term in nature.  (28:36) My last point on this lesson is not  to fixate so much on the outcome. The best   investors prioritize having a good process rather  than obsessing over the outcome. Sometimes good   decisions lead to a bad outcome and sometimes  a bad decision can lead to a good outcome.   Randomness impacts the market in an infinite  number of ways, but over time, a good process   is what leads to consistently better results. (29:02) This mindset helps you stay grounded   when things don't go your way and prevents  emotional decision-making after losses.   There will be times when others are getting  rich much faster than you, and it will be   up to you to stick with your process in the  game that you're playing. Luck contributes   meaningfully to results in the short term. (29:21) But the goal is not to achieve good   short-term returns. It's about compounding  capital for decades. Nobody achieved this   by chasing that which is most popular. All  right, lesson number six. Valuation matters,   but don't overemphasize it. Now, what do I mean  by that? Many investors fixate their valuation   analysis on the PE ratio. For many investors just  getting started, a high PE stock means a stock is   expensive and a low PE stock means it's cheap. (29:49) The reality is that cheap stocks appear   cheap for a reason. And there's often  a good reason why company A trades at a   lower PE ratio than its peer company B.  Value investing is not about finding a   low PE company. If it were, then we'd all  be buying eBay instead of Amazon. To me,   value investing is about owning the best of  breed companies that can compound free cash   flow per share over long periods of time. (30:15) To put it in Buffett's words,   leaving the question of price aside, the best  business to own is one that over an extended   period can employ large amounts of incremental  capital at very high rates of return. The worst   business to own is one that must or will do the  opposite. That is consistently employ ever greater   amounts of capital at very low rates of return. (30:36) End quote. One of the businesses I owned   early on in my investing journey was Netflix. This  is before I got duped into thinking that I should   focus on buying low PE stocks. Let's go back to  2016. I was a young investor and pretty naive.   I noticed that everyone was using Netflix.  Their subscriber growth was off the charts,   and the stock was performing quite well, which is  probably the most attractive thing about it to me.  (31:01) The company's market capitalization  was roughly $60 billion at the end of 2016,   and the business was generating roughly  186 million in net income. That means   that Netflix was trading at a PE ratio of 322.  Once I learned the importance of the PE ratio,   I was appalled. What am I doing owning a stock  that is this expensive? And not only that, free   cash flow for the year was negative 1.6 billion. (31:31) So, not only was the PE ratio skyhigh,   but the business was burning through cash like  there's no tomorrow. But on a positive note,   the annual report showed that revenues were  compounding at 25% over the past few years with no   signs of slowing down and global streaming members  were compounding at nearly 30%. And Netflix   was rapidly expanding its service globally. (31:55) In 2010, they launched in Canada. In 2012,   in the UK, Ireland, Finland, Denmark,  Sweden, and Norway. In 2015, Australia,   and New Zealand. So, like clockwork, they were  launching their service all over the world. Now,   the PE ratio is a backward-looking view  of the company. But as investors who are   looking to become true long-term owners of the  business, we need to consider what a company   is positioning itself to become in the future. (32:22) If Netflix is launching their services in   all of these new countries, it would be logical to  assume that initially they would be unprofitable   early on in their launch. And as subscriber  growth would pick up in those countries, it   would eventually turn profitable and generate good  returns for investors. assuming that Netflix would   continue to be the dominant streaming provider. (32:42) By 2013, Netflix was also starting to   release their own content. And by 2016, Netflix  was the clear leader in the industry. As the   leader with the most subscribers, they would have  the most money to invest in new content. And on a   per subscriber basis, ironically, they would be  spending the least on a per subscriber basis,   giving them a cost advantage over everybody else. (33:05) But perhaps there would be a number three   or a number four player that wasn't investing in  new content and wasn't expanding into new markets   and maybe their PE would be 10 or 15. Perhaps  the value investor in us would say that we   should buy the company that's trading at the low  PE instead of the company with a PE of over 300.  (33:24) Well, that would have been a  huge mistake as since the end of 2016,   shares of Netflix are up nearly by 10fold. Back  to my original point, valuation is important,   but it isn't everything. Many investors are  wired to look at the PE and let that lead to   their decision of buying a company or not. (33:44) If we use second order thinking,   perhaps we should ask ourselves, why is this  company trading at such a high PE? What is the   market seeing that I'm not? then that can open up  our minds to the possibilities of what a business   could become instead of fixating on the recent  financial results or focusing on metrics that   the business is not necessarily optimizing for. (34:06) This brings me to lesson number seven.   With every investment, understand where your  return is going to come from. Ben Graham once   shared that investment is most intelligent when  it's most business-like. In interacting with   everyday people about the stock market,  I found that most people think of stocks   as tickers on a screen that trade up and down. (34:27) So, naturally, they're asking themselves   and asking other people which stock is going to  go up in the next 3 months and putting little to   no emphasis on the actual business. In 2021, many  people who have never purchased a stock in their   life purchased shares of GameStop because it went  up over the past 2 weeks. So, why wouldn't that   continue? Back on episode 634, I interviewed  John Huber and we covered his three sources of   returns for every single stock on the market. (34:56) The three sources of returns for any   stock is earnings growth, the change in the  PE multiple, and the shareholder returns,   which includes share repurchases and dividends.  This concept really clicked for me and it made a   lot of sense and it gave me an easy way to look  at my opportunity set as an investor and compare   two investments that seem to be very different. (35:18) It also helps ground me in that mindset   as a business owner rather than that as a trader  or a speculator. Each value investor has their   own style of investing and the three sources  of returns highlight how some investors are   attracted to businesses that have say  high shareholder returns say you know   uh buyback ratio of 12% and then a dividend of  3% giving a 15% total return and other investors   might be more attracted to businesses that have  robust earnings growth of say 15% and then you   have no buybacks and no dividends for example (35:50) related to this concept is a core   principle that franchisers Sean and  I discussed which is this idea that   over the long run the growth in the  intrinsic value of a business will   essentially match the increase in the  value of the stock price. It's such a   simple concept but so profound. So in Franuis's  2024 annual letter to partners for Jiver Capital   he outlined the increase in the intrinsic  value alongside the increase in the market   value of both his portfolio and the S&P 500. (36:20) The annual change in the intrinsic   value is simply the change in the earnings  per share plus the dividend. And the change   in the market value is simply looking at the  change in the stock price and accounting for   dividends of course as well. So from 1996  to 2024, Roshan estimated that the intrinsic   value of his portfolio compounded at 12. (36:41) 9% per year and the change in the   market value was 13% per year. So this highlights  how the growth in the earnings per share is just   this fundamental law of gravity that lifts the  stock price of companies as their earnings per   share increases. So if you have conviction  that a company will compound earnings per   share at a rate of say 12% over the next 10  years then you should expect the share price   to roughly grow at that rate as well. (37:06) Once you understand this,   you understand that the stock market is not  a place to trade tickers, a place to gamble,   or a place to try and double your money  this week. It's a place to buy wonderful   businesses and benefit from the growth and their  intrinsic value. Be grateful for the opportunity   to become a part owner in some exceptional  publicly traded businesses and ride the wave   of their long-term growth and intrinsic value. (37:31) Turning to lesson number eight. Surround   yourself with other like-minded investors.  Surrounding yourself with other like-minded   value investors can be one of the most  powerful accelerators of your growth as   an investor. Being a value investor can  often feel like a solitary pursuit. But   having others in your network can offer a  fresh perspective on portfolio management,   the market, and individual companies. (37:55) You can also get constructive   feedback and potentially catch blind spots that  would have otherwise been overlooked. Having a   peer group can also help with sourcing ideas and  expose you to new industries and companies that   you might not have encountered on your own. With  time, your relationships will compound in ways you   couldn't imagine, just like your investments do. (38:17) They can also help keep you grounded in   a market that just seems to keep going up or  help keep you from buying the hottest stocks   in the market. 2025 has served as a reminder  that even some of the best businesses don't   have an infinite price you can pay for them as  companies like Ferrari and Costco, for example,   have seen their valuations contract while  the broader market continues to rise.  (38:39) Since investing can be  such a solitary pursuit for many,   I believe that having a good network can  be one of investors biggest advantages.   The way I upgraded my own investing network is by  launching our tip mastermind community in 2023. We   have around 120 members who I've gotten to know  through both our online platform and by getting   together in person a couple times a year. (39:02) And I do things like encourage our   members to share the stocks in their portfolio.  I have several members do stock presentations or   portfolio reviews on the weekly calls we host.  And it's just been a tool for me to peer into   other people's portfolios to see what stocks they  have the highest conviction in. And many of our   members have the luxury of investing full-time. (39:22) So, they spend a significant amount of   time turning over rocks and really getting to  understanding a business. So, it's served as   a really good source of idea generation for me  and building out my own watch list. For example,   one of our members is an analyst as at a firm  that manages tens of billions of dollars. And   he's given recorded presentations to the group on  companies like Lindy, Brookfield, and Mastercard.  (39:47) And what's also nice is that many  of our members that don't invest full-time,   they work in a variety of different industries.  And this can give me insights that I otherwise   wouldn't have exposure to in learning about  these industries. with a group of 120 who   have studied a wide range of different companies. (40:03) When I know someone else who has already   looked into a specific company, I can, you know,  reach out to them and find the truth earlier in   my process, allowing me to focus my attention  elsewhere should I need to. I just recently got   back from our community meetups in New York City  where we had 25 or so members attend, which makes   being in this community even more fun as you build  out those relationships in person and really get   to know some very interesting members as well. (40:28) Turning to lesson number nine,   use clear mega trends to your advantage. One of  the best ways to tilt the odds in your favor as   an investor is to invest in businesses that are  riding the tailwinds of major long-term trends.   These are industries that are growing at  healthy rates for years, sometimes decades.  (40:48) And investing in the leaders in those  industries is like investing with the wind at   your back. Instead of fighting for scraps in a  declining or stagnant industry, you're betting   on companies that are taking a share of a  bigger and bigger pie each year. There are   several mega trends available for us to invest in. (41:07) A few examples that come to mind are the   shift from physical to digital commerce,  digital advertising, cloud computing,   cyber security, artificial intelligence, and  semiconductors. The tricky part of doing this   is ensuring that the companies you're investing  in have a strong competitive moat and there   isn't too much capital being invested in the  industry, which tends to lead to lower returns   for all players operating in that industry. (41:32) When I look at a potential investment,   I ask myself, is this company swimming against  the tide or riding with it? Businesses with strong   tailwinds can afford to make mistakes and still  grow. While those facing headwinds need to execute   flawlessly just to tread water. And when a company  is a clear leader in a growing industry, it tends   to benefit from scale, efficiency, and brand  power that competitors just can't easily match.  (41:58) Mega trends also help you narrow your  opportunity set. Instead of trying to study   every company in the market, you can focus on the  few industries that are structurally advantaged   and worth your attention. And within those, you  can zero in on the top one or two players who are   likely to capture the bulk of the value creation. (42:18) One of my favorite clear mega trends   is the shift from traditional to digital  advertising. I'm a customer and user of Meta Ads,   so I clearly see the power of them. Meta,  Google, and Amazon are the clear leaders   in digital advertising, and they are by far the  best at delivering the results for advertisers.  (42:39) Ideally, the player is not only  riding the wave in the growth of the industry,   but also gaining market share. Google and Meta  got an early lead in the space, and in recent   years have been losing share to Amazon. It's  just very obvious to me that more and more ad   dollars are going to shift from billboards,  radio, newspaper, and TV to these digital   alternatives simply because the data is better. (43:02) There's that old saying that 50% of my   marketing is not working. I just don't know  which 50%. Well, now you can literally see   all of the data on whether your ad dollars are  being effectively spent or not. And since Meta,   for example, is so good at delivering  results, that's why we've seen them grow   revenues at 28% compounded over the past decade. (43:25) Another industry I've had an increased   amount of interest in is a semiconductor space.  The semiconductor industry is one of the most   compelling areas to invest in because it sits  at the foundation of every major technological   mega trend. Chips power everything from  smartphones and cloud servers to EVs,   factory automation, and artificial intelligence. (43:47) As the world becomes increasingly digital,   the demand for chips continues to grow at an  extraordinary pace. What also makes this industry   attractive are the competitive advantages  that some companies have. On episode 746,   I discussed Mark Hyink's book on ASML, and I was  impressed by the competitive position and the   returns that ASML has generated historically. (44:12) ASML is so far ahead in the technology   they develop that they practically have  a monopoly in what they do. And recently,   a member of our tip mastermind community  gave an excellent presentation on TSMC,   who also has an enviable position in  the industry. As our audience knows,   we're going through a wave of AI hype,  and there are going to be so many   different winners and losers with regards to AI. (44:38) Predicting the winners will be hard. So,   sometimes it's best to bet on the picks and  shovels players or the enablers of the AI boom. A   lot of capital invested will end up falling into  the hands of ASML and TSMC as they produce the   chips and the machines to fulfill the AI demand. (44:57) Unlike many industries where growth   attracts a lot of capital and destructive  competition, semiconductors have only a   handful of true players at the leading edge.  Each operating in a specialized segment with   distinct modes. But one of the tricky parts  with this industry is the cyclicality. It's   practically impossible to predict the timing  of the next downturn or the boom as demand for   chips eb and flow with economic conditions. (45:23) Rather than trying to time the cycle,   investors are usually better off focusing on  the long-term trend, which is betting on the   fact that the world will continue to need  more computing power, more data storage,   and more efficient chips for decades to come.  Turning to lesson number 10 here, understand   investor psychology. The human brain has changed  very little over the past 10,000 years, but the   world around us has changed dramatically. (45:49) Thus, our instincts were built for   survival in a world of immediate threats  everywhere. Not one for navigating the   uncertainty of the stock market. The same  emotions that once kept our ancestors alive,   emotions like greed, fear, and the desire  to follow the crowd, these can now push us   to make irrational decisions with our money. (46:10) Earlier I mentioned that one of my   first investments, I ended up losing  all my money. So in that investment,   I of course fell prey to loss aversion, which  states that people feel the pain of losses roughly   twice as strongly as the pleasure of equivalent  gains. Even though I knew making that investment   was a big mistake when it was down 50%. (46:30) I had a bias against locking in   those losses, hoping that it  would recover back to where I   initially bought so that I could then  exit. In the vast majority of cases,   if you recognize that you made a mistake  in owning a business in the first place,   you should cut your losses and move on. (46:47) It requires you to set your ego   aside and ignore the desire to try and wait  for it to get back to even. The stock has no   idea you own it, and it has no idea the price  you paid for it. Markets are forward-looking,   not backward-looking, and you don't have to  make your money back the way you lost it.   Mixing your ego with your investments is an  expensive mistake when it comes to investing.  (47:11) The next psychological bias I often see  and oftentimes feel myself is falling prey to the   herd mentality. The urge to follow the herd is  deeply rooted in our DNA as humans. For most of   human history, survival depended on belonging to  a group. In our minds, belonging to a group meant   safety and standing alone often meant danger. (47:33) So our brains are hardwired to seek social   validation and avoid rejection which has served  us well when threats were physical but works   against us in markets when independent thinking  is rewarded. When we see others making money in   a particular stock or sector, our instincts  tell us that they must know something that we   don't triggering a powerful fear of missing out. (47:58) This social pressure can override logic,   pushing us to buy at euphoricize or sell in  moments of panic simply that's because what   everyone else is doing. Successful investing  requires fighting this instinct and having   the courage to act rationally when the crowd is  emotional. In investing, the best opportunities   often tend to be the most unpopular ones. (48:20) So, you want to do the exact opposite   of what the herd mentality would otherwise  tell us to do. As a host here at TIP,   I often get asked about what Francois  Versan would call the flavor of the day,   which are essentially the hottest sectors  of the market that people are the most   excited about. In 2020, it revolved  around the quick shift to remote work,   sending stocks like Zoom up massively. (48:45) In 2021, it was tech stocks and   crypto. And in 2025, it's AI. I'm sure there  was money to be made in all of these times,   but I would argue that the odds are stacked  against you by investing in the hottest   industries that are making the headlines and  that are discussed daily on the mainstream news.  (49:04) From February 2020 to October of 2020,  shares of Zoom rose by over sixfold. And today,   shares of Zoom are back below where they started  back in February 2020. The stock chart of Zoom   is a perfect illustration of what happens when  there's sudden interest for a stock or a sector.   The stock price can rise very quickly. (49:24) And if these high expectations   that are priced in aren't met, the stock can  fall just as quickly as it rose. Never buy a   stock because your neighbor is buying  it, has money on it, or recommends it.   Value investors can use the herd mentality bias  to their advantage by searching for stocks whose   share prices have been unfairly punished. (49:45) At our summit event in Montana,   one stock that was discussed in depth amongst  our attendees was Lululemon. If you took a look   at the stock chart for Lululemon, one would  think that the business is in decline as the   share price is approaching the March 2020 low  from more than 5 years ago. In 2021, the stock   was at a PE of more than 70 times earnings, and  today it's down to just 11 times earnings with   the stock down over 65% from its all-time high. (50:13) Nobody's excited about Lululemon today   except a handful of value investors searching  for bargains. Perhaps Lululemon's business is   in trouble as I noticed that their founder  Chip Wilson took out a full page ad in the   Wall Street Journal to call out the management  team for dismantling the business model and   losing key employees that made the company great. (50:34) Another psychological bias that's easy to   fall prey to is overconfidence. Studies  consistently show that around 80 to 90%   believe that they're better than average  drivers. I have a minor in statistics,   but I wouldn't need that minor to know that the  math just does not add up here. I believe this   carries directly over into investing. (50:56) Most people, I think,   have deluded themselves into thinking that  they are better than the average investor.   And this can lead us to making some poor  investment decisions due to overconfidence.   This bias often shows up after a few good  decisions or lucky wins, leading us to   mistake luck for skill. And it can lead us to  stepping outside of our circle of competence,   taking on excessive risk, using leverage,  or concentrating too much in a single stock   because we feel certain about the outcome. (51:24) I recommend that if people want to   be humbled and shown that maybe they're  not as smart as they think they are,   the stock market is a good place to go. Even the  greatest investors have been wrong about some of   their highest conviction bets over their careers.  Having conviction in investing is important,   but it must be balanced with humility and  an awareness of how much we don't know.  (51:45) Whenever investing feels easy or  when you feel like you can do no wrong,   that's probably when you should take your foot  off the gas and possibly start investing more   conservatively so you don't get in over your head.  Lastly, I'd like to highlight confirmation bias.   This bias shows up when we seek out information  that supports our existing beliefs while   ignoring evidence that might contradict them. (52:09) Once we formed an opinion about a company   or an investment, our brain subconsciously goes  to work trying to prove ourselves right instead   of testing whether we might be wrong. It feels  good to find data that validates our thesis,   but that comfort can be dangerous in markets  that punish complacency. Confirmation bias can   lead us to dismiss red flags, overestimate  the quality of a business, or hold on to   a losing investment far longer than we should. (52:34) One of the best ways to combat this is to   deliberately look for the bare case. To ask, "What  would happen for me to be wrong here?" Surrounding   yourself with thoughtful investors who challenge  your assumptions can also help break through that   echo chamber. The goal isn't to be right all  the time, but to stay open-minded and flexible   enough to recognize when the facts have changed. (52:55) That humility and intellectual honesty are   what allow good investors to evolve and improve  over time. Lesson number 11, avoid unnecessary   complexity. In investing, there are a lot of  ideas that sound smart but are unnecessarily   complex. I feel like I've unfortunately made all  the mistakes in the book. I used to try covered   calls to collect income on my holdings. (53:20) I've purchased leaps. I've   utilized leverage, unfortunately. And  I've bought into companies that were   way outside my circle of competence.  All of these activities were a total   waste of time and money. I think most  investors could do without any of those   things. They could also do without overly  complex valuation models, not owning too   many stocks, or trying to time the market. (53:42) When I first started investing,   I thought that the more complex an idea  sounded, the smarter it must be. But over time,   I've realized that simplicity can be an investor's  superpower. Businesses that are overly complex and   difficult to understand can have some hidden  risks that make it harder to see when the   compounding engine isn't quite working right. (54:04) Great investors understand that just a   few key variables are going to drive the long-term  performance of a stock and are able to filter out   much of the noise that surrounds that. If you buy  and hold a select number of great businesses and   not tinker with the portfolio too much, then  you only need a couple of them to do really   well and carry much of the long-term results. (54:25) One of the things that Chris Mayer   said to me on the show was that as a general  rule, the source of outperformance can come   from an investor's willingness to let something  become a bigger part of their portfolio and to   really ride those winners. And my last point  here, lesson number 12, think for yourself.  (54:44) Plenty of people will have different  opinions about quote unquote the right way to   invest. Most people are coming at the investment  puzzle from different angles with different   risk appetites, experiences, and goals. Thinking  independently means developing your own reasoning   process and not outsourcing your conviction to  others, no matter how credible they may seem.  (55:05) You'll constantly be surrounded by noise  from market headlines to social media opinions,   each pulling you in different directions. The  best investors learn to listen thoughtfully,   but make decisions that are rooted in their  own analysis and principles. Independent   thinking doesn't mean ignoring others. (55:25) It means having the courage to   stay grounded in your process when the crowd  is headed the other way. It's easy to adopt   someone else's investment idea because maybe  that investor sounds smart or has a really good   track record. But if the stock drops 30% after  you buy it, you'll only have the confidence   to hold it if you've done the work yourself. (55:46) True conviction cannot be borrowed. It   has to be earned through your own research. I have  this theory that most of the time your investments   are going to look crazy to other people. So if  you take other people's opinion too seriously,   you're going to drive yourself crazy. One of  Warren Buffett's most successful investments in   his career was his Coca-Cola investment in 1988. (56:09) Over the 10 years that followed that   investment, shares of Coke went up by 10fold,  while the S&P 500 went up by three-fold. However,   Coca-Cola outperformed the market  in only six of those 10 years. So,   the right decision doesn't always equate with the  outcome you wanted in the short term. There will   be times when the businesses you own go through  some turbulence and there will be draw downs of   20 30 40% in some of your best investments. (56:38) The market will try to scare you out   of your best ideas and it will be up to you  to think for yourself and have the conviction   in what you own. Benjamin Graham stated, "The  investor who permits himself to be stampeded or   unduly worried by unjustified market declines  in his holdings is perversely transforming   his basic advantage into a basic disadvantage. (57:03) That man would be better off if his stocks   had no market quotation at all, for he would  be spared the mental anguish caused by another   person's mistakes of judgment." End quote. As fun  as investing can be, we're all inevitably going   to go through some discomforting times. Whether  it's holding a stock that others think is boring   or avoiding a mania everyone else is chasing. (57:25) For me, the most discomforting thing is   being down on my positions. But discomfort is part  of the price of success. Ultimately, your best   investment ideas will come from you doing your  own work. And you don't have to have insane levels   of IQ to figure this game out. Like I mentioned  earlier, surrounding yourself with really smart   people can be extraordinarily helpful, but still  rely on your own judgment in making decisions.  (57:52) Value investing is about understanding  price and value. Price is what you pay and value   is what you get. The market will quote you all  sorts of prices, but most of which will be fairly   rationally priced. The more you understand about  the businesses you own, the more confident you   can be in whatever their value might be. (58:12) Finally, select an investment   philosophy that suits your own skill set, goals,  and personality. When you select a strategy that   fits you, then you found an approach that  you're more likely to stick with over the   long term. To help you find your own path,  I would suggest four books. Richer, wiser,   happier by William Green, The Joys of Compounding  by Godam Bade, 100baggers by Chris Mayer,   and The Warren Buffett Way by Robert Hagstrom. (58:39) All four of these books have been   instrumental in how I view the world of investing.  At the end of the day, remember to enjoy the   journey. Don't measure your progress too closely  by comparing yourself to others, as everyone's   path will look different. Investing is one of the  most intellectually rewarding pursuits out there.  (58:58) And if you approach it with curiosity  and patience, it will give you far more than   just financial returns. It can shape how you  think, how you make decisions, and ultimately   how you view the world. Alongside your value  investing journey, you'll also have a chance to   meet some truly wonderful people who share your  passion for learning and independent thinking.  (59:18) Those relationships often become just  as rewarding as investing itself and can be a   source of inspiration for further growth. Here  at TIP, we have a few communities that give our   audience members the opportunity to network  with like-minded people. I help manage our   mastermind community, which I mentioned earlier. (59:38) This is a group of around 120 people who   tend to be entrepreneurs, private investors, or  asset managers. We get together weekly for live   Zoom discussions that we record and we meet  in person twice a year in Omaha and New York   City. So if you're interested in learning more  about the mastermind community, you can go to the   investorspodcast.com/mastermind. (59:59) That's the   investorspodcast.com/mastermind. Our next set  of live events will be in Omaha during the   Bergkshire weekend, the first weekend of May.  We had over 50 people at our community dinners   and social this past year in 2025 and expect  a good turnout again in 2026. If you'd like   to learn more about the community or events  in Omaha or really anything related to the   Bergkshire meeting, I'd be happy to help out. (1:00:27) Um, I definitely recommend going   to Omaha to make it to the Bergkshire  meeting if you've never been before. It's   definitely a great experience and a wonderful  opportunity to connect with like-minded people.   You can shoot me a note uh through email  and that's clay@theinvestorpodcast.com or   you can shoot me a note on LinkedIn as well. (1:00:45) So with that, thank you for tuning   in to today's episode on the 12 investment  lessons for my 18-year-old self. This was a   really fun one to reflect on and drill down on  the most important things I would share with   my younger self. Hopefully, you found one or two  of them useful for yourself. Humility, I think,   is also a key trait for successful investing. (1:01:06) I'd bet that if you looked at the   investors who did the best  over a 5-year time period,   they likely don't do so hot in the five years  that follow. The reason is they probably just   got lucky. Another thing I'll highlight  is just to keep an eye on the prize,   which is financial independence for me. (1:01:24) In making investments going forward, I   want to ensure that I'm not sacrificing something  that I need to potentially risk losing something   that I do need or do really want. So this means  not unnecessarily utilizing leverage or putting   on a big short position. For example, as Charlie  Munger said, you only need to get rich once.