In this podcast episode, we delve into the intriguing parallels and differences between two John Cusack films: "Grosse Pointe Blank" (1997) and "War, Inc." (2008). Both films feature Cusack as a hitman embroiled in personal and professional crises, blending dark comedy with action and elements of romance. We explore how "Grosse Pointe Blank" presents a hitman returning to his high school reunion, grappling with past relationships and moral dilemmas in a suburban setting, while "War, Inc." portrays a more cynical view of a hitman operating in a corporate-run war zone, satirizing political and corporate greed. Join us as we dissect how each film addresses themes of identity and morality, compare their humor and narrative styles, and discuss their cultural impacts and critical receptions. This episode offers a deep dive into how similar premises are treated in markedly different ways in two distinct cinematic periods.