Human-Led AI: Scaling Leadership Insight While Keeping Judgment Human
With Subject Matter Experts
Lettie Dalton, Chief Delivery Officer, Adeption
Matt Sitter, CEO of AFN, Partner at Sixth Wing
As AI becomes more embedded in how organizations operate, most conversations focus on efficiency, automation, and productivity. This discussion explores a different perspective: how AI can help capture and amplify leaders' insights, experiences, and reflections across an organization.
Drawing on real examples from leadership development work with global organizations, the conversation will examine how technology can support new thinking, experimentation, and stronger decision-making without replacing the human qualities that effective leadership depends on. It will also explore the opportunities and risks leaders should consider as AI becomes more integrated into everyday leadership practice.
For leaders navigating rapid technological change, the question is no longer whether AI will shape how organizations operate, but how to ensure it strengthens human judgment rather than replacing it. This discussion will explore how leaders can use AI to learn faster from their organizations while keeping leadership firmly human-led.
Lettie Dalton
Chief Delivery Officer, Adeption
Lettie Dalton is the Chief Delivery Officer at Adeption, where she leads the company’s global delivery, customer success, project management, and community teams. Her work focuses on helping organizations develop leaders in practical, human-centered, and embedded ways within the flow of work.
With a background as both an executive coach and facilitator, Lettie brings a people-first perspective to leadership development. She partners closely with HR, L&D, and organizational development leaders to design scalable leadership experiences that combine human insight with technology to create meaningful, real-world impact.
Lettie has led global programs that have reached thousands of leaders across industries, including technology, finance, healthcare, and retail. Her work consistently emphasizes leadership development that strengthens both individual capability and organizational culture.
Matt Sitter
CEO of AFN, Partner at Sixth Wing
Matt Sitter is the CEO of Advantage Foundry Network (AFN), a global network of CEOs and senior executives committed to leveraging collective intelligence to find opportunity in change. Through AFN, Matt works across industries and sectors—from private equity and healthcare to technology and defense—supporting leaders as they navigate inflection points, rapid growth, and transformational shifts.
He is also a partner at Sixth Wing, where he helps leaders and organizations create clarity, strengthen connection, and lead with intention. His work blends executive coaching, operational insight, and communication strategy, with a particular focus on burnout resilience, networked leadership, and human-centered performance.
Previously, Matt held senior roles at The McChrystal Group and CrossLead, as well as executive positions across the healthcare diagnostics and health tech industries. Whether advising a founder, coaching a CEO, or facilitating alignment within a leadership team, Matt brings a pragmatic, human-centered approach grounded in helping leaders make sense of complexity and lead through change.
