Christian Schools International provides the opportunity for heads of school to participate in semi-annual CEO Roundtables. The work of navigating complex educational institutions through a rapidly changing environment requires sophisticated thinking. That thinking is refined by learning from others who are navigating their own complex institutions through similar journeys. Recognizing that thinking is refined by conversation, Christian Schools International brings 20–25 educational leaders together with a skilled facilitator for two days for the purpose of delving into a focused area of the school’s organizational life.