The Smart Investor
    Facebook Instagram
    Monday, July 27
    Facebook Instagram LinkedIn
    The Smart Investor
    • Home
    • About
      • About Us
      • Careers
    • Smart Investing
      • Getting Started
      • Investing Strategy
      • Smart Analysis
      • Smart Reads
    • US Stocks
    • Special Free Reports!
    • As Featured on BT
    • Our Services
      • Our Services
      • Subscribe now!
    • Login
    • Cart
    The Smart Investor
    Home»US Stocks»The Road to Investing Wisdom Begins with “I Don’t Know”
    US Stocks

    The Road to Investing Wisdom Begins with “I Don’t Know”

    Admitting you don’t know is the first step on the road to investing wisdom.
    Chin Hui LeongBy Chin Hui LeongMarch 8, 2024Updated:May 8, 20247 Mins Read
    Facebook Twitter LinkedIn Email WhatsApp
    (TSI) question mark, why, question
    Share
    Facebook Twitter LinkedIn Email WhatsApp

    Many people think that investors fail because they don’t know enough.

    I beg to differ. 

    In my experience, it is our ego that blinds us and makes us do stupid things.

    Mark Twain said it best: It ain’t what you don’t know that gets you into trouble. It’s what you know for sure that just ain’t so.We often make mistakes because we are too confident in our knowledge. And it gets worse when we find out that we were wrong.

    That’s why, as investors, one of the first things we should admit is simply: “I don’t know”. 

    Your circle of competence: knowing what you don’t know

    When it comes to buying stocks, Peter Lynch has a simple mantra: invest in what you know.

    But what does it mean to know something? 

    How do you gauge your knowledge and skills?

    Warren Buffett has a useful concept for this conundrum: your circle of competence. 

    In layman’s terms: these are the range of topics and fields that you can understand well. 

    For instance, if you are a teacher, you will have a better understanding of the education system than most people. Likewise, if you are a restaurant owner, you will know the ins and outs of the food and beverage industry.  

    Here’s what investors miss: knowing what you are good at is just the beginning. 

    The real challenge is to know its limits. 

    You need to be honest about your weaknesses and avoid investing in areas that you don’t understand, Buffett says. 

    In other words, you need to know what you don’t know.

    Don’t worry about the size of your circle of competence; it doesn’t matter how big or small it is. 

    What matters is that you know where your circle ends — now, THAT is vital. 

    You will find out the hard way when your stock drops.

    If you lose confidence in your investment every time you hear some news, you may need to rethink what you know and what you don’t know. It is better to admit early that you are out of your depth than to suffer months and years later from holding the wrong stocks. 

    Even a winning stock will be useless if you lack the conviction to hold it. 

    Discounting what you don’t know

    Speaking of conviction, the discounted cash flow (DCF) analysis is a popular tool among investors.  

    It’s not hard to see why. 

    With a few inputs, you can calculate the value of a stock down to decimals. Having a target price is reassuring as it puts a number on when you can buy or sell your shares. 

    But don’t be fooled by its precision. 

    Investopedia says a DCF analysis determines the value of a stock today, based on how much cash the underlying business will make in the future. 

    Therein lies the flaw.  

    In effect, you need to guess how much cash flow a business can generate over, say five years, to be able to know what its value is today. 

    That’s right, you need to divine the future to calculate the stock’s current value.

    It’s not as easy as it sounds. 

    Try asking any CEO today if they can tell you with certainty what their business will be worth in five years.

    Most of them will fail — and it’s not for the lack of knowledge. 

    Simply said, there are far too many factors which are beyond the CEO’s control. 

    So, if senior executives who have extensive knowledge of their business can’t get it right, you should admit that you can’t either. You’re better off following the development of the business as it unfolds, and investing in stages. 

    Mr. Market knows more than you expect

    When the stock market falls, it can serve up bargains which are too good to pass. 

    However, don’t go on a shopping spree just because prices are low. 

    Ben Graham, the father of value investing, used a story to explain how the stock market works; he called it Mr Market.

    As a friendly guy, Mr Market always tells you the price of your shares every day.

    But there’s a catch: he is also very emotional.

    He often gets too excited or too depressed, and gives you prices that are too high or too low. 

    The trick is to know when Mr Market is wrong. That’s how you beat him at his own game. 

    Then again, while Mr Market has mood swings, he’s not dumb. 

    Even Graham admits that Mr Market can get it right sometimes, giving you a fair price for your stock based on how the underlying business is doing and its prospects. 

    The trick, then, is to realise that while Mr Market is not stupid, he is impatient. 

    In the short term, he will change the price of your stocks to reflect the prevailing business news.

    Over the long term, however, it is the business’s earnings growth that will determine the direction of the stock price. 

    As Peter Lynch puts it, when measured in months, there is little correlation between a company’s results and the success of its stock. Over the long run, he says, there is a 100 per cent correlation between the success of the company and its stock price.  

    Concentrated ignorance

    Warren Buffett once said that diversification is for people who don’t know what they are doing.

    But you are not one of them, are you?

    Here’s what I have noticed: most investors don’t like to admit that they need to diversify to lower their risk.

    They prefer to follow Mr Buffett’s advice and put all their eggs in one basket. They would hold no more than five stocks at a time, sometimes even less.  

    That’s the smart thing to do, right?

    Since you are not ignorant, are you?

    Sadly, these same investors are just trading one flaw for another: ignorance for arrogance.

    Holding a few stock positions implies you have the rare ability to pick winners with atypical accuracy. 

    Mr Buffett, with his decades of experience, can make that claim. 

    How about you? 

    In my mind, most investors are better off holding more positions until such time they have built up enough knowledge and expertise to handle owning concentrated stock positions. 

    It’s okay to admit that you don’t know everything. 

    If you are too proud to admit that, you will end up losing a lot more.

    Get Smart: From Know-it-All to Learn-it-All 

    There is a reason why the stock market is called the Great Humiliator. 

    Even the best investors, including Warren Buffett and Peter Lynch, have made mistakes.

    Seth Klarman said it best: When you buy a stock, it’s an arrogant act. You’re saying you know more than the person selling the stock to you. 

    That’s arrogance.  

    There is no thin line between arrogance and confidence. They are both sides of the same coin. 

    Here’s the good news. 

    You don’t have to be stuck on one setting. You can be confident when you buy stocks — and yet, be humble after you buy the stock. You can commit to learning about the business over years, and earn your right to be confident. 

    And it all starts with three simple words: “I don’t know” — the first step on the road to investing wisdom.

    Note: An earlier version of this article appeared in The Business Times.

    If you’re nervous, confused, or worried about buying your first stock, then our latest beginner’s guide to investing can help. It’s easy to read yet packed with valuable insights. Download it for free today, and buy your first stock in the next few hours. Click here to get started.

    Follow us on Facebook and Telegram for the latest investing news and analyses!

    Disclosure: Chin Hui Leong does not own any of the stocks mentioned.

    Share. Facebook Twitter LinkedIn Email WhatsApp

    Related Posts

    Top Stock Market Highlights of the Week: Metro Holdings, Singapore Exchange, Mi Technovation and Singapore’s Inflation

    July 25, 2026
    bull market, stock market up

    Get Smart: The Biggest Risk When The STI is at a Record High

    July 24, 2026
    MLT Mapletree Logistics Hub, Joo Koon

    3 Singapore Blue-Chip REITs Report Next Week: Can They Sustain Their 5%+ Yields?

    July 24, 2026
    Facebook Instagram LinkedIn Telegram
    • Careers
    • Disclaimer & Privacy Policy
    • Advertising & Media Enquiries
    • Subscription Terms of Service
    © 2026 The Smart Investor. All Rights Reserved. The Smart Investor, thesmartinvestor.com.sg, an investment education website managed by The Investing Hustle Pte Ltd (Company Reg No. 201933459Z) is not licensed or otherwise regulated by the Monetary Authority of Singapore, and in particular, is not licensed or regulated to carry on business in providing any financial advisory service. Accordingly, any information provided on this site is meant purely for informational and investor educational purposes and should not be relied upon as financial advice. No information is presented with the intention to induce any reader to buy, sell, or hold a particular investment product or class of investment products. Rather, the information is presented for the purpose and intentions of educating readers on matters relating to financial literacy and investor education. Accordingly, any statement of opinion on this site is wholly generic and not tailored to take into account the personal needs and unique circumstances of any reader. The Smart Investor does not recommend any particular course of action in relation to any investment product or class of investment products. Readers are encouraged to exercise their own judgment and have regard to their own personal needs and circumstances before making any investment decision, and not rely on any statement of opinion that may be found on this site.

    Type above and press Enter to search. Press Esc to cancel.