Leadership & Strategy + Fighter Pilots + Design Education with Jason "TOGA" Trew — DT101 E145
53 min
When I first connected with Jason Trew (callsign: TOGA), I knew this conversation would challenge some assumptions about where design thinking belongs. Jason is an Air Force fighter pilot and strategy leader turned professor. What emerged from our conversation wasn't just another story about design thinking adoption, but a deeper exploration of what he sees happening when we distinguish between capital-D Design Thinking and lowercase-d design thinking, and why that distinction matters for everyone trying to create meaningful change. Jason's journey from F-15 pilot to design educator reveals something crucial about how design thinking transforms not just what we do, but who we become as problem solvers. His work with thousands of Air Force officers, his deployment experiences in classified operations centers, and his current role (*at the time of recording) teaching at the Savannah College of Art and Design (SCAD) offer unique insights into how design thinking functions when the stakes are genuinely high. Listen to Learn About: What's the critical difference between capital-D Design Thinking and lowercase-d design thinking, and why does this distinction matter for practitioners? How can design thinking principles function effectively in highly structured, high-stakes environments where traditional approaches dominate? What role does psychological safety ("feeling safe, supported, and stretched in meaningful ways") play in enabling creative problem-solving? How do we balance the need for systematic approaches with the emergent, integrative nature of actual design work? When should leaders prioritize conditioning people into a "ready stance" versus teaching specific design methods? Our Guest Col Jason "TOGA" Trew (US Air Force, retired) represents a fascinating intersection of military leadership, academic rigor, and design practice. After graduating from the U.S. Air Force Academy and flying F-15s, Jason spent his final military decade revolutionizing how the Air...