As AI transforms education, leaders face critical decisions about implementation, tool adoption, acces, and more. This interactive session based on the Beyond the AI Inflection Point: Shaping Education's Future report explores key choice points through facilitated dialogue: How will the role of the teacher change? Should we prioritize tactical guidance or strategic planning for AI adoption? Whose voices should lead adoption—experts or communities? Rather than seeking consensus, participants will navigate the spectrum of perspectives on these tensions, leaving with frameworks for productive discourse and clarity on their own decision-making priorities for AI adoption in their contexts.