Risk Management in Trading

Aug 31, 2025

Overview

This lecture provides a comprehensive introduction to risk management in trading, covering foundational concepts, psychological factors, key mathematical principles, and practical techniques to manage and transform risk effectively.

Understanding Risk and Uncertainty

  • Uncertainty is not knowing what will happen; risk is the measurable, quantifiable potential for loss you accept.
  • It’s impossible to eliminate uncertainty in trading, but risk can be controlled and managed for survival and long-term growth.
  • Surviving losing streaks and drawdowns is essential before thriving in the markets.

The Three Pillars of Trading Success

  • Trading success depends on trading technique, trading psychology, and risk management working together.
  • Behavioral biases (unconscious cognitive errors) deeply affect trading decisions and cannot be eliminated, only managed.
  • Risk management is the only trading pillar fully under your control and can mitigate weaknesses of the other two.

Analogies and Core Intuitions

  • The “large ship in a storm” analogy illustrates the importance of slow, steady, sustainable trading approaches.
  • The “minefield” analogy emphasizes that risk management reduces the chances of catastrophic loss, regardless of prediction accuracy.

Probabilities, Win Rates, and Streaks

  • Small sample sizes (few trades) can create misleading perceptions of skill or edge due to the law of large numbers.
  • Theories like “runs,” gambler’s fallacy, and hot hand fallacy explain psychological misjudgments around streaks.
  • Win rate alone is meaningless—must be considered with risk-reward ratio for meaningful analysis.

Asymmetry of Gains and Losses

  • Losses require disproportionately larger gains to recover; e.g., a 50% loss requires 100% gain to break even.
  • Effective risk management aims to make more than is risked on each trade to counteract this asymmetry.

Leverage and Compounding

  • Leverage amplifies both gains and losses; using variable leverage based on gut feeling increases risk of ruin.
  • Compounding wealth requires reinvesting profits and allowing time to work favorably; withdrawing profits reduces compounding power.

Edge, Prospect Theory, and Discipline

  • “Edge” is measured by expectancy (average win × win rate minus average loss × loss rate) and is dynamic over time.
  • Prospect theory: Humans are risk-averse in gains and risk-seeking in losses due to loss aversion.
  • Discipline and delayed gratification (resisting immediate reward for future gain) are key to long-term success.

Risk Tolerance and Neuroscience

  • Risk tolerance varies among individuals, influenced by biology, psychology, and environment.
  • Excessive risk impairs rational decision-making due to brain chemistry (cortisol, dopamine, etc.).

Risk-Reward Ratios and Position Sizing

  • Risk-reward ratio compares profit potential to loss potential; should be assessed before and after trades.
  • Different position sizing models include fixed fractional, fixed dollar, fixed units, volatility-based, fixed ratio, and Kelly criterion, each with strengths and weaknesses.

Stop-Loss and Take-Profit Strategies

  • Stop-loss orders are essential for capital protection; types include technical, money, mental, time-based, volatility, combined, and liquidity-based stops.
  • Take-profit targets can be set using fixed multiples, technical analysis, volatility, time, or liquidity considerations.

Passive vs. Dynamic Risk Management

  • Passive management sets risk parameters before trade entry (risk sizing, stop and target placement).
  • Dynamic management adjusts risk after entry (trailing stops, scaling in/out, risk transformation, reinvesting profits).

Risk Transformation Techniques

  • Transforming risk allows opening more trades without increasing capital exposure by shifting between capital, positional, and target risk.
  • Techniques include moving stops to break even, scaling out, double stop collapse, and combining breaks even with scaling out.

Advanced Topics: Averaging, Martingale, and Antifragility

  • Averaging can improve entry price but needs limits to avoid large drawdowns.
  • Martingale strategies (doubling down on losses) are mathematically flawed due to capital limits.
  • Antifragile strategies (options, hedging) benefit from volatility and uncertainty, unlike fragile (speculative) strategies.

Key Terms & Definitions

  • Uncertainty — State of not knowing future outcomes.
  • Risk — Quantifiable potential for loss or harm.
  • Risk-Reward Ratio — Potential profit divided by potential loss.
  • Edge — Mathematical expectancy of a trading strategy.
  • Leverage — Borrowing capital to increase trade size.
  • Drawdown — Decline from a peak in account balance.
  • Stop-Loss — Predefined exit level to limit losses.
  • Position Sizing — Determining trade size based on risk parameters.
  • Passive Risk Management — Risk control before trade entry.
  • Dynamic Risk Management — Adjusting risk after trade entry.
  • Averaging — Entering multiple trades to improve average price.
  • Martingale — Doubling position size after losses.
  • Antifragility — Thriving from volatility and disorder.

Action Items / Next Steps

  • Review your current risk management plan and position sizing method.
  • Calculate your strategy’s risk-reward ratio, win rate, and expectancy using historical trades.
  • Practice disciplined use of stop-loss and take-profit targets.
  • Explore advanced risk transformation and antifragile strategies for further study.