Chief Learning Officer
Milton Academy
Milton, MA · Posted October 30, 2026
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How AI is used in this kind of work
Among training and development managers, AI is already used for a large share of the tasks. Measured exposure for training and development managers: 38% (high).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
About the job
Milton, Massachusetts, Summary of Position: Milton Academy seeks its first-ever K-12 Chief Learning Officer (CLO). Reporting to the Head of School, the CLO will serve as a key academic leader and thought partner, overseeing the ongoing excellence of our K-12 academic program while inspiring and leading our community - faculty, staff, students, and families. The CLO will join Milton at a time of great excitement and institutional strength, adding capacity to our academic leadership and unlocking new possibilities for the school. With a strong reputation, a robust academic program, talented faculty, and a dynamic team of divisional leaders, Milton is at a moment of real energy as we embark on a bold vision for our next chapter. Salary Range : $180,000 to $210,000 annually, based on experience and qualifications. Click for full details and to apply.