Overlapping vs. Non Overlapping
Let’s say you want to compute the annualized monthly volatility of your portfolio. There are two ways to go about doing it :
Compute the monthly volatility of each month for your portfolio, average it and multiply by sqrt(12) Create a moving window to capture monthly volatility, average it, and then multiply by sqrt(12). In this case, there will many more data points that give you an estimate of monthly volatility as compared to the first case.