How A Board Can Honor a Headmaster (initial thoughts)
For each complete objective, such as "3 more children of widows enrolled" or "10% more children of widows enrolled" we then determine the necessary initiatives. This involves thought and discussion, of course, but off the top of my head I would use these as examples:
ensure funds are available to enroll the children of widows
figure out how to tactfully reach out to them
prepare teachers for the inherent challenges (NB, I believe that no decision is made until the affected parties are fully informed of their part in it and have had the appropriate input. If your hand doesn't know what your head has decided to do, no decision was really made).
Now we have something that could honestly be assessed and for which the HM could be honored in a meaningful way. I don't believe standardized test scores allow for that. I especially don't believe that standardized test scores assess what you care most about.
I hope this isn't an exercise in confusion. I honestly hope to provide practical, actionable ideas that will enable you to grow as a school and maintain your integrity in a brutally difficult age for the Christian school.
So let me simplify to a glib point that I hope provokes actionable thought rather than laughter: Basically, a HM makes and implements decisions.
Then what you need in a head is practical wisdom oriented toward Godliness. That is what you should look for and honor in your HM.
Does he collect needed information and process it through your guiding principles to make sound decisions?
Does he direct the energy and resources of your school toward the actions needed to effect those decisions?
If he does, cherish him. If not, give him all the training he needs to do so. His preparation may be your most important job as a board. A board is measured by a HM's decision-making effectiveness and his ability to enact made decisions.