Monte Carlo Simulation (FI Planning)
What it actually means
In the FI/retirement planning context, Monte Carlo simulation runs your portfolio through 5,000-10,000 random return sequences (sampled from historical market data or modeled distributions) to compute the percentage of those sequences where you do not run out of money. A "90% success rate" means 9,000 of 10,000 simulated paths kept the portfolio above zero through your plan duration. The method captures sequence-of-returns risk that simple "expected return" calculators miss.
Monte Carlo success rates are NOT real-world probabilities. They're probabilities under the model's assumptions (return distribution, correlation, inflation, fees). Five places it diverges from reality: tail-risk underestimation, regime-change ignoring, behavioral abandonment of the plan, fee/tax modeling simplifications, and Social Security policy uncertainty. P10 (10th percentile) outcome is more decision-relevant than the median (P50).