This document compares two downside risk measures - Value at Risk (VaR) and Expected Shortfall (ES or CVaR) - for portfolio optimization. It defines each measure, discusses how to optimize portfolios to minimize each risk, and lists advantages and disadvantages. The document also presents numerical implementations comparing frontiers, portfolio weights, and out-of-sample performances when optimizing for VaR versus CVaR. It concludes there is no definitive answer on which measure is better, as it depends on factors like data availability and model accuracy.