This document is a research paper written by Major Ted Middleton for the Canadian Forces College as part of his studies. The paper examines the rise of unconventional threats and the challenges they pose for military organizations. It discusses the evolution of insurgencies and how they have become more complex, operating across political and psychological domains. The paper argues that simply applying old strategies to modern insurgencies will not work and that militaries must adapt their frameworks to confront these new threats. It aims to frame the problem and highlight the challenges of adapting doctrine and strategies to effectively counter evolving insurgent actors.