In order to fully understand them, you also have to well understand evaluation contexts (row context and filter context).
The general idea is that these functions transform a row context (if exists) into a filter context, which is automatically propagated to related tables, then modify the filter context according to the parameters passed after the first one, and finally evaluate the expression passed as first parameter in the resulting modified filter context.
If you read the previous description carefully, you will discover one behavior that is not always intuitive and can be the source of confusion when you start working with DAX. The order of evaluation of the parameters of a function is usually the same as the order of the parameter: the first parameter is evaluated, then the second, then the third, and so on. This is always the case for most of the DAX functions, but not for CALCULATE and CALCULATETABLE. In these functions, the first parameter is evaluated only after all the others have been evaluated. If you come from a C# background, you can think to the first parameter as a C# callback function, which will be called only later, when its result will be really required.
Thus, when you write:
CALCULATE( [Measure], Customer[Country] = "Italy" )
The FILTER statement is executed first, and then the [Measure] is executed in a filter context where the Customers visible are only those from Italy (assuming Italy is active in the filter context of the caller of the formula).
This seems pretty intuitive, but things are harder when you have nested CALCULATE statements. Consider the following example:
CALCULATE( CALCULATE( [Measure], Customer[Country] = "Italy" ), ALL( Customer[Country] ) )
In this case, the ALL( Customer[Country] ) is executed before the inner CALCULATE statement, so the filter context removes any existing filter existing on the Country column of the Customer table and then applies a filter to that column that has to be equal to Italy. From a functional point of view, the only difference with the previous CALCULATE formula is that Italy will be the only country selected in evaluating [Measure] regardless of any filter on Country existing in the filter context of the caller.
Now consider this other example:
CALCULATE( CALCULATE( [Measure], ALL( Customer[Country] ) ), Customer[Country] = "Italy" )
The outer filter over Italy is executed first, and then the ALL( Customer[Country] ) removes any of the effects of the external filter, resulting in a [Measure] that will be evaluated in a filter context that has removed any filter over the Country column in the Customer table.
The following example calculates the number of Italian customers who bought something before 2012. Again, the outer filter over Italy is executed first and it applies its effects to the FILTER function, which is executed in the expression of the outer CALCULATE. The inner CALCULATE is executed for each customer and returns the sales of that customer before 2012.
CALCULATE( COUNTROWS( FILTER( Customer, CALCULATE( SUM( Sales[Amount] ), YEAR( Sales[Date] ) < 2012 ) > 0 ) ), Customer[Country] = "Italy" )
A possible mistake at this point is to assume that an inversion in evaluation order happens, whereas all the filter parameters of a CALCULATE are executed independently from each other. In the next expression, the result is the same (Italian customers who bought something before 2012), but the FILTER operates an iteration over all the customers, and not only the Italian ones, because it is executed in parallel with the filter over Italy.
CALCULATE( COUNTROWS( Customer ), FILTER( Customer, CALCULATE( SUM( Sales[Amount] ), YEAR( Sales[Date] ) < 2012 ) > 0 ), Customer[Country] = "Italy" )
By using a nested CALCULATE, we force the execution of the filter over Italy before anything else and then this filter is applied to the FILTER statement, which calculates the sales only for Italian customers. In this case the result will be the same, but you might observe different performances between the two solutions (the next nested CALCULATE faster than the previous independent filters), because of the different algorithm that we implemented with the different syntax (even if the results will be the same).
CALCULATE( CALCULATE( COUNTROWS( Customer ), FILTER( Customer, CALCULATE( SUM( Sales[Amount] ), YEAR( Sales[Date] ) < 2012 ) > 0 ) ), Customer[Country] = "Italy" )
The conclusion is that the order of execution of CALCULATE and CALCULATETABLE parameters is different from other DAX functions and requires you to correctly understand side effects of the filters over the calculation of the complete expression.