Maximum Drawdown is one way to measure the riskiness of a
mechanical investment program.
Compared with other risk statistics, Maximum Drawdown is
particularly easy to interpret and apply to your own situation.
You can apply the percentage directly to the size of your own
portfolio and get an estimate of how much money you could lose at
some intermediate point in time during the life of the investment
strategy.
How do we measure Maximum Drawdown? Look at the chart below.
It shows the historical results of two alternative investment
strategies:
Figure I charts the growth of a hypothetical $10,000 investment account over a six year period of time. For each strategy, the colored line plots the increase, or decrease, of the original $10,000 investment over time.
Figure I

“Drawdown” simply measures any decreases in the colored line – or investment balance – from any "peak to valley".
“Maximum Drawdown” is simply the largest drawdown experienced by a strategy during the period of time under study.
Knowing this, you would want to choose an investment strategy
that has a Maximum Drawdown statistic of 10% or less. If you
chose a strategy with a 15% Maximum Drawdown, it would be too risky for your expressed risk tolerance.
It’s quite straightforward ... especially compared to the other measures
of risk you may see. That’s exactly why we like to use it.
Trading professionals use the statistic extensively.
Therefore, if you calculate your risk tolerance as 10%, you will
likely be better off using a strategy with an 8% Maximum Drawdown (less than 10%) than an alternative with a 15% statistic (more than 10%).