The historical evolution of American intelligence offers a lens through which to understand today’s complex national security challenges. As the information landscape becomes increasingly vast and nuanced, tracing the trajectory of intelligence—from its origins to its current form—provides insights into the interplay between secrecy, trust, and the public-private partnerships that define its practice. This conversation with Jeff Rogg, the author of the forthcoming book, The Spy, The State, examines these historical precedents. Together we uncovered lessons on navigating technological disruption, fostering trust, and balancing transparency with national security imperatives.