Symptoms
I have a form with 3 states: Base and two others. When the form is in the first step of the workflow, I have told it to be in State _1 (not base) on the wizard/dialog for creating a User Task. That state should simply add one field to the form (make one visible that is not visible on the Base State).
Diagnoses
Rules were 'unbound' and not tied to the initialize step.
Resolution
Added an 'execute rule' rule that targeted the unbound rule and it executed as expected.