September 5, 2025, No. 190
You know the drill: This is your third new Board Chair and they have decided to launch a new Head of School evaluation. When you were hired you created an evaluation process because there wasn’t one in place. But it is being ignored. They have a corporate framework of KPIs in mind based on their international company that seems completely unsuitable for educational leadership support. You face an ultimatum: go along with it or leave.
This scenario and countless others like it illuminate what’s wrong with current Head of School/Director/Superintendent evaluations:
• Traditional (well-intended) models often focus narrowly on limited outcomes and quantitative metrics that are more attuned to a dated educational model, misaligned with the modern needs of education, and removed from the unique contexts of your local community.
• Board members, not steeped in education structures, theories, and practices reach for lessons from organizations that produce a “product” (and parents increasingly expect “customer service” from schools). They aim to implement KPI’s or business metrics on a wide range of K-12 educational practices.
• Meanwhile, few school directors have extensive business (or other shared professional) experience. When expectations and language mismatch, this impacts trust and the sense of “success.”
• At best, current evaluations generally ensure business as usual, not a bold vision for growth, transformation, and relevance in a changing world.
A Missed Opportunity




