Hi Alexis Jasinski,
To be sure of what the issue:
you are looking for a filter that will sum Date A and Date B, January 2016 in order to create only one column with these entries. Right?
I've attached the workbook to gain some time for the other member of the community who might know the answer.
maybe something like this:
IF ISNULL([Date A])= FALSE THEN 1 ELSE 0 END
+ IF ISNULL([Date B])= FALSE THEN 1 ELSE 0 END