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In this reflective podcast episode recorded on January 10, 2024, host Diane and education researcher Michael Horn review the key conversations they had in 2023 with guests Todd Rose, Irham Shafkat, and Tim Knowles. The dialogue weaves together several interrelated themes: (1) the disruptive potential of large‑language‑model AI in schools and the need for scripted, purpose‑built tools rather than open‑ended chat; (2) the paradox of schools’ inability to focus on a single priority because of compliance, legal, and operational demands, contrasted with the “jobs‑to‑be‑done” framework that suggests schools should serve a clear, singular purpose; (3) the critique of the Carnegie Unit and time‑based credit systems as outdated measures that obscure real learning progress and exacerbate inequities; (4) the push for new assessment models that capture cognitive skills and habits of success, driven by demand from states and the Carnegie Foundation/ETS partnership, and the tension between simple, “quick‑and‑dirty” assessments and the complexity of measuring skills across contexts; (5) the generational shift in how success is defined, especially among Gen Z, and the resulting tension between traditional college‑as‑destination narratives and a more pragmatic, career‑oriented outlook; (6) the role of higher‑education institutions and leaders in guiding students through this transition, balancing advocacy for disruptive change with responsibility to mentor. Throughout, Horn and Diane oscillate between optimism about AI‑enabled agency and caution about implementation, while highlighting the need for clearer purpose, better measurement, and a re‑imagined educational ecosystem.

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