In this episode, newly retired Mark Dupont joins hosts Joe Sheridan and Jeremy Clark for a conversation tracing his journey from field artillery and JAG service to his role as Senior Intelligence Oversight Official. They explore the evolution of intelligence oversight in historical context, from the Pike and Church investigations to Executive Order 12333. Mark introduces his three-question oversight framework, Can I, May I, Should I, and examines key challenges in counterintelligence reform, including metrics, prioritization, and multi-discipline integration. He also underscores the growing need to balance proactive defense with the protection of civil liberties as intelligence capabilities become increasingly pervasive. In addition, Mark shares leadership insights through the SCARF model for understanding human dynamics, outlines his new leadership development initiatives, and encourages practitioners to build trust, report concerns, and pursue holistic oversight across government and industry.