How do you distinguish between losses that are within the normal range for day-to-day shifts and situations with a real potential for loss? The specific application I have in mind is pattern recognition-based algorithmic trading.
Answer
Measuring expected shortfall (also known as conditional value-at-risk) answers the simpler question of "what is my average expected loss at the i-th quantile?" given the empirical distribution of returns. A variation is value-at-risk which measures the loss at the i-th quantile.
Arguably you could leave at this this and you have your answer.
You probably want a more robust estimate of your risk.
In this case you can use the bootstrap methodology. When you compute confidence intervals from a random sample, the statistics are themselves random variables. Indeed, your sample of returns itself is one of many possible samples. Each possible sample gives a possible value of Value-at-Risk, mean returns, etc. Although we observe one set of statistics using all your data it was selected at random from many values so it is therefore a random variable.
Enough with the theory - the procedure is not very difficult.
Define some statistic(s) of interest. Let's say it is value-at-risk.
Create a re-sample. You do this by sampling from your distribution of returns WITH replacement. Sample 'n' times where n is the number of observations. (You can actually sample 2n, 3n... if you'd like)
Calculate the statistic of interest on the re-sample.
Repeat steps #2 and #3 a couple thousand times.
Since the re-samples are independent of each other (b/c we re-sampled with replacement), the statistic you calculate in #4 is itself a random variable. You can now construct a confidence interval for the statistic of interest by measuring the standard error of the estimate and the t-statistic.
The bootstrap let's you answer your qualification "within a normal range". The bootstrap recognizes that the empirical distribution is itself a sample from an unknown population.
You can read more about the bootstrap here.
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