Luciana, known as Lucky, is a 26-year-old grifter raised on the road by a con artist. She uses multiple aliases to survive and execute scams, frequently changing her appearance with hair dye and colored contacts. Despite her criminal upbringing and natural talent for deception, she loves reading books and harbors a desperate desire for a stable, lawful life.

John is a charismatic con man who raises Lucky on the road, training her in the art of the grift from a very young age. He smells of vanilla cigarillos and relies on his movie-star looks to charm his targets. While he acts as a protective figure, his refusal to abandon his criminal lifestyle constantly upends any chance of stability for his family.

Priscilla is a highly controlling and dangerous criminal operator who runs large-scale scams, including fake charities and fraudulent homeless shelters. She demands absolute loyalty from those working under her and readily uses threats or physical intimidation to maintain her authority.

Cary is an alluring young man who shares Lucky’s affinity for numbers and classic literature. He is highly skilled at running cons and frequently persuades Lucky to participate in scams targeting wealthy students or investors. His influence often pulls Lucky back into criminal activities just as she attempts to build a legitimate career.

Marisol is a former grifter who successfully transitions away from the criminal underworld. She works for the Third-Strikers Foundation, a nonprofit aimed at helping incarcerated individuals. Her ability to secure a lawful career serves as a concrete example of the redemption Lucky hopes to achieve.

Margaret Jean is a former criminal who seeks redemption by joining a convent. She blesses John and the baby he claims, handing over her gold crucifix to help them buy food. She uses the money from her past life to fund educational opportunities for young women in need.

Darla is a wealthy widow who inherited a significant amount of money following her husband's death. She acts as a generous benefactor when she believes Lucky is suffering from a rare illness, offering to pay for medical treatments and private school tuition.

Stephanie is Darla's daughter who quickly befriends Lucky. She is kind, welcoming, and firmly believes in kismet. Her stable, affluent lifestyle represents the normalcy that Lucky desperately yearns to experience.

Gloria is John’s estranged wife, an enigmatic woman who resides in a cabin at Devereaux Camp. She drinks high-proof moonshine and possesses the same rapid sleight-of-hand skills as John, comfortably participating in scams against the camp's residents.

Valerie is a Manhattan district attorney who overcame early life struggles while living in a shelter. With financial assistance from Sister Margaret Jean, she attended law school and built a successful legal career. She utilizes her position to negotiate plea bargains for informants.

Betty is a rescue dog who provides Lucky with consistent affection. She acts as a grounding presence during Lucky's highly transient and stressful life, traveling alongside her whenever possible.