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Large Language ModelsMIT Technology Review AIPublished: Aug 25, 2026, 01:00 JST2 min read

Cheshire Academy's AI classroom playbook

Cheshire Academy's AI classroom playbook

Key takeaway

  • Cheshire Academy lets teachers choose their own AI tools.

  • Teachers use AI for lesson planning but not student feedback.

  • The school encourages student reflection on AI's limits and appropriate use.

3 Key Points

  1. What happened

    Cheshire Academy, a private school in Connecticut with about 400 students, uses a patchwork of AI tools including ChatGPT, Perplexity, and MagicSchool. Teachers use AI to prepare class materials like lesson plans and grading rubrics, but none yet use it for student feedback due to quality, personalization, and privacy concerns.

  2. Why it matters

    The school trains staff on general AI techniques rather than prescribing specific tech, emphasizing the technology's limits including potential for incorrect and biased responses. This approach emerged as teachers faced increased burdens adapting to generative AI, with organizations like OpenAI and UNESCO encouraging classroom use but many educators feeling confused about how to handle it.

  3. What to watch

    Cheshire Academy is piloting a 'Student AI Council' where students create media and lead discussions on healthy AI use. Assignments are now colour-coded like traffic lights — green for fully allowed AI, red for banned, yellow for permitted tools with restrictions. MagicSchool's individual plan costs just under $100 per year for unlimited access.

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Context & Analysis

The article profiles Cheshire Academy as a case study in how schools can adapt to generative AI without a one-size-fits-all mandate. The school's decision to train staff on general techniques rather than prescribe specific tools reflects a broader uncertainty among educators about how to integrate AI meaningfully. Teachers use AI primarily for administrative tasks like lesson planning and rubric creation, while avoiding its use for student-facing feedback due to concerns about quality and personalization.

A notable element is the school's emphasis on student reflection. French teacher Miriam Przybyla-Baum, with nearly 30 years of experience, developed assignments where students critique AI edits to their work and anonymously grade each other's AI-assisted work. These techniques have been adopted school-wide, culminating in the traffic-light labelling system and the pilot 'Student AI Council.' This approach positions students as active participants in defining appropriate AI use, rather than passive recipients of policy.

The article also highlights the practical economics of AI tools in education. MagicSchool's individual plan at just under $100 per year offers unlimited access, while general-purpose chatbots from companies like Anthropic, Google, and OpenAI are also used for administrative tasks, with some rolling out school-specific features to mixed results. This suggests schools are navigating a fragmented market, balancing specialized tools with general-purpose alternatives.

FAQ

How does Cheshire Academy label AI use in assignments?
Assignments are labelled like traffic lights: green means AI is fully allowed, red bans any AI use, and yellow lets the teacher permit some tools while banning others, such as allowing spell-check but not chatbot messaging.
What is MagicSchool?
MagicSchool is an AI-powered platform designed specifically for educators. It can generate questions, assignments, grading rubrics, presentations, lesson plans, and administrative reports. It has free and paid versions, with the individual plan costing just under $100 per year.
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