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Actionable insights — The Psychology of Investing

Write the thesis before buying, agree the sell conditions before owning, and put a delay between the urge and the trade.
2026-MAR-24 · Compounding Quality (Substack) · Pieter Slegers · read ↗ · full analysis · transcript
How to read this page: each insight is a rule stated in this issue, written so it can be installed as a process rather than remembered as advice. Written post, so no timestamps.

1. Write the thesis before the purchase, in three fixed questions

The repeatable method
  1. Before buying a single share, answer in writing: what does the company do, why do I think it is undervalued, and what growth rate do I expect in the years ahead.
  2. Date the entry. It is now a falsifiable record rather than a memory that will be revised to fit the price.
  3. Re-read it on every subsequent decision about that position — adds, trims and sells all get checked against it.
  4. Keep it in one place, so the whole book can be reviewed at once.
Here: "The best investors keep an investment journal. Before you buy a single share, write down exactly why you are buying the company" — with a daily investment journal running inside the Community as the institutional version.
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2. Fix the sell conditions before you own the position

The repeatable method
  1. Write the exit criteria at purchase, when you have no exposure and no emotional stake in the answer.
  2. Limit them to three: the fundamentals have permanently shifted; the valuation "defies all logic"; or you have found a significantly better use for the capital.
  3. Note what is deliberately absent — a falling price is not on the list.
  4. When a sale is proposed, require it to name which of the three applies. If none does, it is an emotional trade.
Here: "You should decide when you want to sell a company before you buy it. This keeps you from making up excuses in the heat of the moment."
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3. Classify every decline before acting on it

The repeatable method
  1. On a sharp fall, ask one question first: is this a price event or a business event?
  2. Look at the operating evidence — customers, volumes, margins, cash — not at the chart or the commentary.
  3. A price event with intact fundamentals is an opportunity to add; a business event is a thesis problem.
  4. Only after the classification is made do you decide what to do.
Here: "The Speculator sees the stock price drop and panics… The Owner checks the shelves. Customers are still buying milk. The business is just as healthy as yesterday." And: "if something fundamentally changed, it's a business problem."
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4. Install a delay between the urge and the trade

The repeatable method
  1. Adopt a fixed cooling-off period — 48 hours — that applies to buys and sells equally.
  2. Trigger it on the feeling, not on the size: any urge to act immediately is what the rule is for.
  3. Use the interval to write the reason down, which usually resolves it either way.
  4. Accept the cost: some opportunities will be missed, and that is the premium paid for not making the expensive mistakes.
Here: "The 48-hour rule: Never buy or sell in a hurry. If you feel the urge to act, wait 48 hours before making a decision."
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5. Replace the price with Owner's Earnings on your dashboard

The repeatable method
  1. Compute Owner's Earnings growth for each holding: EPS growth + dividend yield.
  2. Track it on a fixed schedule and make it the number you look at, rather than the portfolio value.
  3. Compare its long-run growth with the share-price performance; a divergence is the position, not a problem.
  4. Act only when the Owner's Earnings line changes direction.
Here: "Focus on how much profit your companies are making for you. Not the price you could sell them for today… Over the past 10 years, Our Portfolio has grown its Owner's Earnings by 19.7% per year."
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6. Apply the whole-business test to every purchase

The repeatable method
  1. Before buying, ask whether you would buy the entire company at its current market value if you could.
  2. If the answer is no, you are not buying a business — you are buying the expectation that someone will pay more, which is the Greater Fool Theory.
  3. Force the question by writing the market capitalisation next to the share price in the thesis note.
  4. Re-ask it at every add: the test changes as the price does.
Here: "You buy 10 shares of Apple? This means you think the company is worth more than $3.7 trillion. You would like to buy the entire company for this amount if you had the money."
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7. Size positions by the sleep test, not by the model

The repeatable method
  1. Set a maximum weight per position on the explicit premise that "even a great company can fail."
  2. Calibrate it to a behavioural threshold: no position so large that its daily moves keep you awake.
  3. Trim to the limit when a winner grows through it, and treat that as risk management rather than as a view.
  4. Check the limit again in a drawdown, when the same weight feels different.
Here: "Never let one stock become so large that daily price movements keep you awake at night" — the practical answer to the sizing lesson drawn in Challenging Times, where a +100% and a −39% holding are shown without their weights.
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8. Manage the information diet as part of the process

The repeatable method
  1. Recognise the incentive: "financial news is designed to make you act (and earn ad revenue)."
  2. Replace it with primary sources on a slower cadence — annual reports rather than daily commentary.
  3. Set a fixed frequency for checking prices, and make it much lower than the frequency at which they change.
  4. Keep a decision journal that records how you felt, not just what you did, so the emotional pattern becomes visible over time.
Here: "Read less news and more annual reports," "check the business, not the ticker," and "write down why you bought a stock and how you felt."
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Methods distilled from the archived Compounding Quality post for personal study. Not investment advice.