This chapter will examine Edward Snowden’s actions and their impact on society. First, we will give an in-depth biographical recount of Snowden’s journey from his early life through the document leak. It will be framed in the context of the traditional hero’s journey, but it is important to keep in mind that a villainous journey follows a very similar trajectory, with a few alternations. After examining Snowden’s life experiences that led to his whistleblowing, Snowden’s position on the hero-villain spectrum will then be analyzed from the perspective of three different theoretical positions in the field of heroism science.