In this episode of Leading in the Dark, host Nick Akers sits down with Simon Bailey, CEO of T.-Kartor, a leader in geospatial intelligence and civic mapping solutions supporting the Department of Defense and federal agencies. From humble beginnings as a survey grunt in Florida to running a global company supporting national security and transportation initiatives, Simon shares how he never chased leadership—but always rose when called. They discuss the evolution of geospatial tech, servant leadership, building trust in hybrid workplaces, and how empathy and transparency have shaped Simon’s leadership journey. An inspiring listen for anyone navigating leadership in complex, technical industries