Nicolas M. Chaillan is a serial entrepreneur, cybersecurity expert, and former Chief Software Officer of the US Air Force and Space Force. He led the modernization of software practices across the Department of Defense.In 2022, he founded Ask Sage, one of the first generative AI platforms to achieve the highest security authorization level in the Department of Defense. The company was acquired in 2025 for $250 million. Chaillan has founded thirteen companies since age fifteen-starting his first in France-built and sold over 180 software products, and brings more than twenty-five years of experience in cybersecurity, software development, and government modernization. Today he manages his portfolio, raises his three daughters, and hosts his show, In the Nic of Time, on LinkedIn and YouTube.