Regan is an art museum docent who lives off a trust fund in Chicago. Diagnosed with a mood disorder, she attends mandatory psychiatric sessions following a past arrest for counterfeiting foreign currency. She approaches life with emotional intensity, seeking artistic purpose while attempting to manage the numbness she feels from her prescribed medication.

Aldo is a university instructor earning his PhD in theoretical mathematics. He lives a life strictly bound by routine, spending his free time contemplating complex problems and the structural patterns of honeybees. Recovering from a past substance overdose, he largely avoids social interaction until a chance encounter interrupts his carefully ordered existence.

Marc is Regan’s current boyfriend, a man who spends much of his time partying and using cocaine. He views himself as a caretaker in their relationship but frequently patronizes Regan and dismisses her attempts to establish boundaries. He relies on the assumption that she will always return to him when her other interests inevitably fail.

Masso is Aldo’s devoted father, who raised him alone and currently runs a successful Italian restaurant in Los Angeles. Deeply loving and consistently warm, he worries intensely about his son's emotional stability. He approaches Aldo’s new relationships with intense caution, fearing his son will be hurt by impulsive partners.

Madeline is Regan’s older sister and a successful pediatric surgeon. She occupies the role of the golden child within the family, consistently meeting their parents' high expectations. Despite their differing paths, she makes occasional efforts to connect with Regan and shows a willingness to understand the people her sister brings into her life.

Helen is Regan and Madeline’s mother. She maintains a highly critical view of Regan’s life choices, frequently vocalizing her disappointment and frustration regarding her daughter's lack of traditional progress. Her harsh judgments often echo heavily in Regan’s mind.

Regan’s father is an emotionally distant patriarch who co-hosts the family gatherings. Regan spent her childhood desperately seeking his approval, often idolizing an average painting he purchased simply because he valued it.

Regan’s court-appointed psychiatrist meets with her bi-weekly to monitor her progress following a counterfeiting arrest. The doctor remains strictly focused on medication adherence and basic relationship updates, showing little interest in Regan’s artistic aspirations or emotional complexities.

Carissa is Regan’s two-year-old niece. As Madeline’s daughter, she represents a source of pure affection for Regan, free from the heavy expectations and criticisms that define the rest of the family dynamic.