
From the late 1980s to the early 2000s, John Cusack was a prominent actor, appearing in memorable films like High Fidelity, Con Air, and even a small part in Sixteen Candles. He brought a unique combination of charisma, charm, and intelligence to his roles, and he particularly excelled in dark comedies that often became defining moments in his career. This was especially true in what many consider his best ’90s film, where he played a hitman grappling with life’s big questions. While Keanu Reeves’ John Wick is now often seen as the quintessential assassin, Cusack’s more unconventional killer remains one of the genre’s finest. The film skillfully combines dark humor, heartwarming romance, and thrilling action, making it a ’90s classic that still holds up today.