The private school trains teachers on AI prompting and bias, then lets them pick from ChatGPT, Perplexity, and MagicSchool.

Cheshire Academy, a private boarding school in Connecticut with about 400 students in grades 9 through 12, trained its staff on general AI techniques and model limitations instead of prescribing any single tool.

The school’s librarian and technology coordinator, George Aiello, says the vast majority of instructors use some form of AI. Teachers choose tools like ChatGPT, Perplexity, and MagicSchool, and the patchwork approach follows consultant advice to train on general techniques rather than prescribed software.

For AI vendors, the school’s approach highlights demand for flexible tools that fit into existing workflows, plus clear guidance on model limits and prompt design. Operators deploying internal AI should prioritize training that covers both effective prompting and error cases.

Watch for whether AI-assisted feedback tools address teacher concerns about quality, personalization, and privacy before wider classroom adoption. The school offers a model for training staff on AI limits before rollout.

What matters

• Cheshire Academy trained its staff on AI prompting and limits instead of prescribing specific tools.
• The school’s approach shows demand for flexible AI products that emphasize training and safety.
• Watch whether teacher feedback tools overcome privacy and personalization concerns in AI platforms.

Why it matters

Watch whether teacher feedback tools overcome privacy and personalization concerns in AI platforms.

This GenAI News article was prepared in original wording using reporting and materials published by MIT Technology Review AI. Source reference: https://www.technologyreview.com/2026/08/24/1142630/ai-school-classroom-policies/.

Drafted by the GenAI News review pipeline.