Unlike somebody with an I personality type, Brandon wants to know the positives and negatives of the situation, so he can weigh all of his options on his own time. Give him what he needs so he is confident in you for providing him the truth from the get-go.
When setting expectations with an Editor (Cs) like Brandon...
Establish a step-by-step implementation process
Describe your qualifications
Give him time to prepare questions
Share detailed proposals in advance