Digital platforms were slow to build robust teams to counter threat actors, but today, many of those corporate teams have robust processes, specialized tools, and innovative approaches to countering highly adaptive adversaries. They operate in a tremendously dynamic environment where their adversaries can innovate at low cost, primarily because of the nature of the digital “terrain” where the conflict occurs. And while the actions these teams take are not kinetic, as those sometimes utilized in geopolitical conflict, the cat-and-mouse game between Trust & Safety teams and threat actors online suggests lessons that are increasingly relevant to the national security community. This article explores five factors that were key to facilitating innovation in Facebook’s approach to countering the Islamic State—and that I argue are more generalizable. They are: people, organization, legitimacy, tools, and collaboration. It also identifies lessons that can be learned from that experience. For example, we did not prioritize using a particular technology or focus experimentation in some bespoke “innovation center.” Rather, we succeeded because we were made responsible for a critical mission, were unencumbered by past process, and had the right team structured to reduce external dependencies for innovation. Basic technological innovation can occur in an ivory tower, but applied innovation requires proximity to real-world missions. You cannot expect dramatic innovation without failure and iteration in an environment of real responsibility. Fundamentally, that means that innovation requires accepting risk. The structures and incentives of Silicon Valley cannot and should not simply be grafted on to our national security infrastructure. The rewards and costs of failure are different. But military organizations should shoulder the risks associated with innovation and study the lessons of corollary efforts in Silicon Valley and the private sector more broadly.