The Global Diplomat: Scaling Pyramids, Security, and the Paradox of Trust with Christopher Stitt

What does it take to lead in environments where trust, security, and uncertainty collide? In this episode of WiLD Conversation, Dr. Rob McKenna sits down with global security strategist and author Christopher Stitt for a thought-provoking conversation on leadership inside complex systems, the paradox of vulnerability, and why trust is never static. Drawing from his experience in global security and insights from his book Scaling Pyramids, Chris unpacks the realities of leading within bureaucracy and challenges the assumption that organizational systems automatically create trust. Together, Rob and Chris explore how the hidden “meta” of an organization—the unspoken rules, assumptions, and narratives shaping culture—often determines whether teams operate from fear, transparency, or authentic collaboration. Using everything from Dungeons & Dragons analogies to real-world security leadership examples, this conversation dives deep into the tension between protection and growth, control and vulnerability, structure and humanity. Key topics include: Why leadership begins with willingness, not title The hidden “meta” shaping organizational culture The dangers of overprotecting teams and organizations The “sheep dog” mentality in security and leadership What it means to truly “own the bureaucracy” Whether you lead a business, a team, a nonprofit, or a family, this episode offers a compelling framework for understanding how trust is built, broken, and restored in today’s rapidly changing world. Listen now and join the conversation on leadership, security, and the human side of performance.