How To Invest

5 uncommon habits that can make you a better investor

Much of today’s investing advice feels familiar and repetitive. “Be patient.” “Do your research.” “Think long term.” While these principles are sound, they often lack the depth and practical guidance needed to help investors achieve better results.

What actually separates the compounders from the crowd isn’t access to better information. It’s a set of deliberate habits that sharpen thinking, slow down reaction, and force accountability. None of them are glamorous. All of them work. Here are five.

1. Keep an investment journal

Not a portfolio tracker. Not a spreadsheet of buy prices. A journal, the kind where you write down why you bought something before you bought it.

The investment journal is the most underused tool in a retail investor’s arsenal. Its purpose is deceptively simple: it forces you to articulate your thesis in writing, which immediately exposes the difference between a reasoned conviction and a vibe.

Before entering any position, write three things:

  • What you believe to be true about this business that the market undervalues
  • What would have to happen for you to be wrong
  • At what price or under what conditions you would exit

Date it. Don’t edit it later.

Then, when the position moves, for or against you, go back and read what you wrote. Did the thesis play out? Did you change your mind because the fundamentals shifted, or because the price moved and your emotions followed? The journal makes this distinction impossible to avoid.

Over time, a well-kept investment journal becomes the most honest mirror you have. It shows you your actual edge and, more importantly, where you have none.

2. Radical information fasting

Most investors consume too much, not too little. Financial media is engineered to create the feeling that something important is happening at all times; it isn’t.

Radical information fasting means deliberately cutting off most inputs. No CNBC. No Twitter finance threads during market hours. No daily portfolio checks. No earnings reaction videos before you’ve read the actual filing.

This is not anti-information. It’s pro-attention. Attention is the scarcest resource in investing, and most people spend it on content designed to feel urgent rather than be useful. Every low-quality input doesn’t just waste time; it actively displaces the slower, harder thinking that good decisions require.

A practical structure: check prices once daily, at most. Set fixed windows for consuming financial content rather than grazing throughout the day. Treat your attention the way you treat capital — deploy it deliberately, not reactively.

The goal is cognitive space. You cannot think clearly about a business when you are constantly reacting to the noise surrounding it.

3. Portfolio audits, not panic reactions

Most investors review their portfolio in response to pain. The market drops 20%, and suddenly they’re stress-testing every position they’ve held passively for months. This is backwards. Auditing from a place of fear produces fear-shaped decisions.

The alternative is to schedule portfolio audits on a fixed calendar, quarterly works for most, disconnected entirely from market conditions. The audit is not about price. It’s about thesis.

For each position, ask:

  • Is the reason I own this still intact? Has anything materially changed in competitive dynamics, management, capital allocation, or the balance sheet?
  • Is the position sized appropriately for my current conviction level?
  • If this holding didn’t exist and I had the cash today, would I buy it?

That last question is the most useful. It strips away the sunk cost bias that keeps most investors anchored to positions they’ve mentally moved on from.

Systematic audits also create the discipline to trim winners that have outgrown their thesis and add to positions where conviction is high and price has fallen for the wrong reasons. Panic reactions do the opposite.

 4. Primary sources over opinion

There is an entire industry built around telling you what to think about a company’s earnings. Analysts, commentators, substacks, podcasts: all intermediaries standing between you and the actual source material.

The habit: Always read the primary source first. Before any commentary, before any reaction, before the analyst note. Read the press release. Read the earnings transcript. Read the 10-Q. Form a view.

Reading primary sources is also slower, which is the point. It forces deliberate processing. You cannot skim a cash flow statement the way you can skim a headline. The investor who consistently works from primary sources builds a different kind of pattern recognition, one based on how businesses actually work rather than how they’re narrated.

5. Run a post-mortem on every mistake

Every investor has losing positions. Those who improve are the ones who study them.

A post-mortem is not an exercise in self-criticism; it is a form of structured analysis. When a position goes materially wrong — whether you sold at a loss, held for too long, or missed an exit that seemed obvious in hindsight — review the original investment thesis, compare your assumptions with what actually happened, and identify where the analysis failed. The breakdown may have resulted from faulty data, a flawed framework, or emotions overriding sound judgment. From there, determine what should have been done differently and establish a specific change for the future.

Specificity matters. “I’ll be more disciplined” is too vague to be useful. A concrete rule such as, “I will not add to a position after a 30% drawdown without reassessing the entire thesis in writing,” is far more actionable.

An investor who has honestly catalogued 20 mistakes builds a proprietary database of personal failure patterns. Over time, they learn whether they tend to sell too early, hold for too long, trade excessively on macroeconomic views, or underestimate balance-sheet risk. That level of self-knowledge cannot be obtained from any external source.

The fifth perspective

Most investors lose not because they lack information, but because they lack a process for thinking clearly about it. The market is not a knowledge test. It is a discipline test, run continuously, with real money on the line.

These five habits will not make you right more often. They will make you wrong in ways you can learn from, and right for reasons you actually understand. That is the only edge worth building.

Wang Choon Leo, CFA, CPA (Aust.)

Choon Leo is a growth-focused investor with an interest in innovative platform businesses that can connect users and fix market inefficiencies. He believes that companies with the most competitive business models will compound in value over the long term. Choon Leo is a CFA charterholder.

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