Need Measure to show behavior AFTER date from column

It was a lot of data with sensitive information, I tried my best to turn it into sample data. Thank you for attempting. I will take a look at the PBIX and your formulas and see if I can apply to the actual data sets. Thank you again, I really appreciate your time and effort.

lbendlin I tried your formulas with my actual data set and I achieve the same results as you. The formula is not registering a difference between a business that did receive a 6 month letter and one that did not. It's also not registering all the businesses that did receive a 6 month letter. Could it be that it's because it's a SharePoint date column?

not really.  See if you can produce sample data that would cover all possible scenarios.

lbendlin Ok, I redid the data sets without modifying them. I just deleted the location information. This is the truest form of the data. 

Reference: Business Reference 

Input: Input 

lbendlin Yes, Perfect! Thank you so much for your patience and assistance!