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Risk Management

Risk Management Articles

Essential strategies for protecting your portfolio, managing emotions, and controlling risk.

5 articles

Almost everything written for retail investors is about picking winners. Risk management is the much smaller body of work about what happens when you are wrong — and since you will be wrong regularly, it is the part that determines whether you are still investing in ten years.

The through-line in these guides is that risk is a decision you make before the trade, not a reaction you have during it. How large the position is, where the exit sits, and how much of your portfolio rides on any single outcome are all set in advance, in a calm moment. A rule invented while staring at a loss is not a rule; it is a rationalisation.

One theme recurs often enough to state plainly: the mathematics of recovery are asymmetric and brutally unforgiving. A 20% loss needs a 25% gain to break even. A 50% loss needs 100%. An 80% loss needs 400%. This is the whole argument for caring about drawdowns rather than only returns, and it is why position sizing does more for most portfolios than any amount of stock selection.

Start here: a reading order

  1. 1Risk Management 101The foundation — capital preservation, asymmetric recovery maths, and why defence precedes offence.
  2. 2Position Sizing GuideThe single highest-leverage habit: deciding how much before deciding whether.
  3. 3Stop-Loss OrdersHow to define an exit in advance, and the order types that fail in fast markets.
  4. 4When NOT to Average DownTelling a value opportunity from a value trap, using a real bankruptcy as the worked example.
  5. 5Behavioural Finance & PsychologyWhy the instinct to 'get back to even' overrides good rules, and how to design around it.

Pair this reading with the Stock Averager and Break-Even Calculator to model a position's size and recovery threshold before committing capital — which is the only point at which the numbers can still change your mind.