Martin Blank, a professional hitman experiencing a midlife crisis, receives an assignment in Detroit that coincides with his 10-year high school reunion in the neighboring suburb of Grosse Pointe. Encouraged by his therapist and secretary, Martin decides to attend, hoping for a chance to reconnect with his past life and his high school sweetheart, Debi Newberry, whom he abandoned on prom night. Plagued by a growing sense of disillusionment with his line of work and the life he's chosen, he sees the reunion as an opportunity for redemption and a chance to explore the path not taken.

Upon arriving in Grosse Pointe, Martin's attempts to blend into the normalcy of his former hometown are continuously thwarted by the demands of his current profession. He is pursued not only by two NSA agents wanting to take him into custody but also by a rival assassin, Grocer, who is lobbying Martin to join a hitman union. As Martin reconnects with Debi, now a local radio DJ, he is faced with the dichotomy of his sincere desire for a normal life and the violent nature of his career. The unfolding events force him to confront his choices while navigating the challenges brought on by old acquaintances, new enemies, and unresolved relationships.