AI and the Teaching of Writing: Design Sprint
Jan 22, 2026 3:30PM—5:30PM
Location
Virtual
Cost Early Bird Pricing for Members (available until Jan 3) $345 members; $290 group-rate 3+; $555 non-members
Categories AI Programs, Curriculum & Pedagogy, Intensive, Online, School Leaders, Teachers


Do you work at an independent school outside of California? Click here for a discount on our non-member registration!
ABOUT THIS VIRTUAL INTENSIVE
This two-hour virtual intensive offers educators the time, space, and support to redesign a key writing assessment in response to generative AI. First, we’ll deconstruct a signature assessment into its essential process components. Then, using strategies for effective prompting, we’ll use chatbots to test the “vulnerability” of each of those components, acting as students who might use AI to bypass essential learning. We will share and discuss the results of our vulnerability tests and consider next steps. Participants will redesign the assessment to include “AI-resistant” and “AI-assisted” strategies that require student engagement and critical thinking in meeting assessment criteria. Participants will share and discuss their redesigns.
Participants will:
- Clarify the purpose and key outcomes of a signature writing assessment
- Deconstruct that assessment in order to understand its “AI vulnerability”
- Use “AI-assisted” and “AI-resistant” strategies to redesign the assessment to encourage student engagement and critical thinking
AUDIENCE
This workshop is ideal for teams of 2-4 middle school or high school educators who teach the same course. Participants should come with digital access to a writing assignment that they are concerned is vulnerable to inappropriate use of generative AI. This is usually a summative assessment (essay, research project, presentation, etc.). Helpful materials would be prompts/descriptions, rubrics, models of excellence, etc. Essentially, bring what you would give students to help them succeed on the assignment.
ABOUT THE FACILITATOR

Eric Hudson is a facilitator and strategic advisor who supports schools in making sense of what’s changing in education. He specializes in learner-centered assessment, human-centered leadership, and strategic program design. Over the course of his career, Eric has designed and facilitated professional learning and strategic retreats for hundreds of schools and learning organizations. Most recently, he spent a decade at Global Online Academy (GOA), first as an instructional coach and ultimately as Chief Program Officer, working with schools around the world to rethink where, when, and how learning happens. Prior to GOA, he spent 12 years in the classroom, where he taught English, Spanish, and journalism to middle school, high school, and college students. Working with students is how he developed his passion for designing empowering learning experiences. Eric serves on the board of the Association of Technology Leaders in Independent Schools (ATLIS). With Kawai Lai, he co-founded RE:Collective, a team of skilled facilitators who guide leadership teams through pivotal moments of realignment, renewal, and reinvention. His Substack newsletter “Learning on Purpose” has been featured in The Marshall Memo and The Educator’s Notebook. He has a M.A. from the University of California, Berkeley, and a B.A. from Cornell University.
Cancellation Policy
Life happens. We understand that there will be times when you cannot attend a workshop that you have registered and paid for. We strive to be as helpful and flexible as possible when things out of your control happen. Please visit our FAQ page for detailed information about our cancellation policy and answers to frequently asked questions about enrollment and membership.