While artificial Intelligence is changing schools, the most important work remains human. In this episode, Marin Montessori Head of School, Sam Shapiro, talks with Jenny Elliott, Head of Student and Academic Life at Choate Rosemary Hall, about what one of the nation’s most respected boarding schools has learned after a year of experimenting with generative AI.

Key takeaways from this conversation:

• Why Choate chose to engage with AI rather than ignore or ban it.

• How student-facing guidelines clarified expectations and built integrity.

• Ways schools can protect creativity and ethical reasoning in an AI era.

• Why “friction” in learning still matters and how to preserve it.

• How educators can model discernment and intentionality with AI use.

• Practical steps schools can take to engage parents and students in the conversation.

This episode offers insights and encouragement for parents, educators, and leaders seeking to keep learning meaningful in a rapidly changing world.

For more about Choate's approach to AI, click here!