The assassination of the dictator Park Chung Hee by his intelligence chief Kim Chae-gyu was a momentous events in South Korean history, which garnered two feature-length filmic depictions released fifteen years apart in the first two decades of the twenty-first century. The President's Last Bang, released in 2005, was an irreverent black comedy in which all those involved that fateful evening were villains in their own right. The Man Standing Next, from 2020, took a much different tack. Kim gained a righteousness and revolutionary motivation that had been absent in the portrayal in the earlier film, in which Kim's intentions remained open to interpretation. This article analyzes the changes in Kim's depiction in the context of shifting respective political contexts, particularly the impeachment of Park's daughter Park Geun-hye in 2016, and the shadow cast by the legacies of authoritarianism, the specter of which seemed to loom over Korea again during the younger Park's administration. Consequently, the outpouring of public fervor in the ensuing candlelight vigils reaffirmed societal support for democracy and consequently elevated Kim Chae-gyu, Park's bane, to the role of champion of Korean democracy when it seemed under threat once again.