Hello there,
Your condition statement in your rule does not work because a field can't be Blank AND contain the word Directors, the AND should be an OR statement. Then you also have it backwards. You will want to create the rule on a separate Alert_Field which you can format with a validation message or set up rules to determine which message to display. The Alert_Field will be hidden if the Role field is NOT blank AND the word Director IS NOT present (which is what you want). The alert field will only be displayed if the the Role_Field is Blank OR contains the word Director. So, change the AND to an OR and change the contain to a "does not contain":
Rule type: Formatting
Condition: Role
is not blank OR Role
does not contain "Director"
Formatting: Check, hide this control.
Let me know how things go :-)
Data, data and more data. Oh, and did I mention data?