Howard, a successful New York advertising executive, is deeply traumatized by the tragic death of his young daughter. As his grief intensifies, he becomes increasingly withdrawn and disconnected from his once-thriving career and personal life. In an attempt to find solace, Howard writes letters to Love, Time, and Death, expressing his anguish and frustration. Meanwhile, his concerned colleagues—Whit, Claire, and Simon—are desperate to find a way to save the company from Howard's declining mental state. They hire a private investigator to follow him and come up with a plan that involves hiring three actors to personify Love, Time, and Death to confront Howard with his own letters. The goal is to make him believe he is seeing these abstract concepts in real life, thus pushing him toward emotional healing and restoring his focus on the business.

As the actors begin their interactions with Howard, he struggles with the sudden appearances of Love, Time, and Death in his daily routine. These profound encounters force Howard to confront his deep-seated pain and begin a journey of self-discovery. Each interaction challenges his preconceived notions about life and loss, leading him to question the very nature of his existence and the people around him. Through these ethereal conversations and introspective moments, Howard slowly starts to uncover hidden truths and connections that transcend his own understanding of reality.