What maximum drawdown is actually measuring
Maximum drawdown asks one specific question: at what point did the series suffer its deepest decline from an earlier running high? The answer depends on the sequence of observations, not just the first and last values. A deep temporary collapse still counts even if the series later recovers.
That is why drawdown is useful for evaluating downside experience. Investors do not live through a neat start-to-end CAGR line. They live through the path in between, and maximum drawdown is a concise way to summarize how bad the worst stretch became before recovery or before the sample ended.