Insightful Questions: Empathy in Tech Innovation

What happens when the creators of cutting-edge educational technology move into the very environment they’re designing for? In this episode of Insightful Questions, Head of School Sam Uzwack explores that question with two innovators at the forefront of the conversation: Jonathan Briggs (EPS Director of Strategy, Technology & Innovation) and Dr. Min Sun (co-founder of Colleague.AI).

This isn’t just a chat about artificial intelligence in schools—it’s a behind-the-scenes look at a bold new partnership that’s just getting started. Colleague.AI has recently taken up residence on campus at Eastside Prep, engaging their team in the daily life of a school community. In this early stage of collaboration, EPS students and faculty are already stepping into the role of co-creators, testing and shaping the future of AI-driven learning tools.

Join us as we explore how empathy—deep listening, shared experience, and human-centered design—can guide the development of technology in schools. This conversation digs into how authentic connection with students and educators can spark innovations that are not only smart, but genuinely supportive of learning and growth.

Special thanks to Oliver C. (Class of 2023) for the music and to our production team (Vickie Baldwin, Derek Clarke, Alek Edmonds, Tina Hadden). Please email insight@eastsideprep.org for any questions.