By 2020, the number of IOT devices will surpass 20.1 billion, and these devices combined with user interactions will generate enormous data streams that will challenge analytic capabilities constrained by human faculties, legal, regulatory, and policy frameworks designed for bygone eras. This work examines the impact of machine learning and artificial intelligence on legal, regulatory, policy and technical aspects of intelligence to provide insights into state, sub-state, and human behavior. This work develops an adaptive theory of Cyber Intelligence that will play an increasingly central role within the Intelligence Community in the decade(s) to come.