The film explores the life and career of Donald Rumsfeld, focusing primarily on his role as the Secretary of Defense under President George W. Bush. Through a series of interviews conducted by Errol Morris, Rumsfeld reflects on key moments in his political career, including the controversial decisions surrounding the Iraq War and the war on terror. Utilizing a mix of direct questioning and archival footage, the narrative delves into Rumsfeld's thought processes and his philosophy on leadership, governance, and the use of military power. His famous memos, nicknamed "snowflakes," serve as a recurring theme, offering insights into his mindset and decision-making.

As Rumsfeld discusses his past, the film reveals his complex and often enigmatic personality. He frequently oscillates between clarity and ambiguity, prompting viewers to question the underlying motivations behind his actions. The interviews unveil Rumsfeld's linguistic prowess and his penchant for paradoxical statements, which contribute to the film's examination of political rhetoric and its implications. The documentary is both a character study and an exploration of recent American history, presenting an unflinching look at one of the key figures in contemporary politics up to a certain point.