Keystone Dialogue: AI & Human Judgment — Where Should Decisions Stay Human?

A curated conversation on where AI should assist decisions, where humans should remain accountable, and what responsible adoption looks like Join us for Keystone Dialogue: AI & Human Judgment! Artificial intelligence is moving quickly from experimentation into everyday decision-making. It helps prioritize customer requests. It recommends what employees should focus on. It summarizes research. It ranks options. It generates recommendations. It influences hiring, healthcare, finance, education, operations and public life. But the more useful AI becomes, the harder the next question becomes: Where should human judgment remain non-negotiable? Keystone Dialogue: AI & Human Judgment brings together leaders, entrepreneurs, technologists and community members for a moderated in-person conversation about how organizations should think about human responsibility in AI-assisted decisions. This is not a technical workshop. It is not an AI product demo. It is not a debate built around winners and losers. The evening is designed around one central question: WHEN AI CAN SUPPORT A DECISION, WHO SHOULD STILL OWN IT? Participants will explore the issue from multiple perspectives, challenge assumptions and leave with a more practical framework for thinking about AI adoption inside real organizations and communities. Program Timeline 6:00 PM–6:30 PM Doors & Arrival Check-in, refreshments and informal conversation. Participants receive a one-page Dialogue Card with the central questions for the evening. 6:30 PM–6:40 PM Welcome from Keystone 6:40 PM–7:05 PM Opening Perspectives 7:05 PM–7:15 PM Moderator Synthesis 7:15 PM–7:45 PM Small-Group Dialogue Round One 7:45 PM–7:55 PM Reset & Table Change 7:55 PM–8:25 PM Small-Group Dialogue Round Two 8:25 PM–8:45 PM Whole-Room Synthesis The moderator brings table observations together. The goal is not consensus. The goal is identifying: recurring principles; unresolved tensions; useful distinctions. 8:45 PM–8:55 PM Keystone Action Notes Participants individually complete: ONE PRINCIPLE I WOULD USE ONE QUESTION MY ORGANIZATION SHOULD ASK ONE AREA WHERE HUMAN OWNERSHIP SHOULD BE CLEARER 8:55 PM–9:00 PM Closing