Higher education is scaling AI both in back‑office decision making and curriculum delivery. A how‑to guide circulated for academic leaders offers five administrative AI prompts—portfolio optimization, curriculum modernization and more—intended to streamline program reviews while protecting institutional data. At the same time, the University of Chicago Booth is partnering with MasterClass and OpenAI to build MasterClass Executive, a 12‑week, $2,500 AI‑tutored alternative to traditional MBAs that combines live instruction with a custom OpenAI tutor. The juxtaposition highlights twin challenges for campus leaders: harnessing AI to improve operations and ensuring pedagogy, privacy and quality when AI becomes an instructional partner.