I haven't done Monte Carlo so I can't advise on that, but an alternative approach is to try to mitigate the extent of the worst drawdown. This can be done through equity curve timing (for example scale back or stop trading when your equity curve is below it's moving average) or simply reducing your exposure as you enter an excessive drawdown. The latter approach is highly recommended in the book Trading Risk by Kenneth Grant. It's all about controlling portfolio risk by a professional risk manager.
I'll tell you up front that scaling back in a drawdown is not the way to achieve the highest returns. More likely than not it will hurt your returns, but it can help you avoid a very significant drawdown and that is more important.
I'll tell you up front that scaling back in a drawdown is not the way to achieve the highest returns. More likely than not it will hurt your returns, but it can help you avoid a very significant drawdown and that is more important.