Betting on You

Lynn Painter

56 pages 1-hour read

Lynn Painter

Betting on You

Fiction | Novel | YA | Published in 2023

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Character List

Meet the key characters, with insights into their roles, motivations, and relationships—spoiler-free.

Major Characters

Bailey is a practical, book-loving teenager who moves to Omaha, Nebraska, to live with her mother following her parents' divorce. She relies on structure and rules to maintain control over her changing life, making her naturally averse to unpredictable situations. Initially wearing glasses and braces, she grows into a deeply compassionate person who struggles to assert her own boundaries, often internalizing her discomfort to keep peace in her family.

Key Relationships

Coworker of Charlie

Daughter of Emily

Daughter of Bailey's Father

Best Friend of Nekesa

Ex-girlfriend of Zack

Potential Stepdaughter of Scott

Friend of Dana

Caretaker of Puffball

Charlie is a witty and sarcastic high school senior moving from Alaska to Omaha. His parents' divorce has left him highly cynical about romance, convinced that all relationships are destined to fail and that platonic friendships between boys and girls are impossible. He masks his underlying anxiety and fear of emotional vulnerability behind a laidback, rule-breaking exterior and a habit of inventing silly games.

Key Relationships

Coworker of Bailey

Son of Charlie's Mother

Ex-boyfriend of Becca

Coworker of Theo

Ex-boyfriend of Grace

Friend of Eli

Friend of Evan

Friend of Adam

Rescuer of Puffball

Nekesa is Bailey's observant and emotionally wise best friend. She provides gentle but direct advice when Bailey struggles to see reality clearly. Working alongside Bailey at the massive entertainment hotel Planet Funnn, she maintains a cheerful disposition but soon finds her own relationship boundaries tested by workplace banter.

Key Relationships

Best Friend of Bailey

Girlfriend of Aaron

Coworker of Theo

Coworker of Charlie

Scott is Emily's new boyfriend who begins spending significant time at their apartment. He is generally well-meaning and attempts to bond with Bailey by organizing family trips. However, his presence threatens Bailey's fragile post-divorce routine, and his occasional attempts to discipline her create immediate friction in the household.

Key Relationships

Boyfriend of Emily

Potential Stepfather of Bailey

Father of Lucy

Uncle of Kristy Hall

Supporting Characters

Emily is Bailey's mother who lives in Omaha, Nebraska. Following her divorce, she has developed a very close, almost friendship-like bond with her daughter. She is optimistic about her new romantic relationship and eager to blend her life with her new partner, sometimes failing to notice Bailey's quiet discomfort.

Key Relationships

Mother of Bailey

Girlfriend of Scott

Theo is a confident, somewhat pompous employee at Planet Funnn. He enjoys flirtatious workplace banter and instigates a cynical wager regarding his ability to charm his coworkers.

Key Relationships

Flirtatious Coworker of Nekesa

Coworker of Charlie

Zack is Bailey's ex-boyfriend from Omaha. Their relationship ended over a minor argument, and he quickly moved on to date other girls, leaving Bailey without closure and struggling to move forward.

Key Relationships

Ex-boyfriend of Bailey

Boyfriend of Kelsie

Aaron is Nekesa's current boyfriend. He represents the kind of stable, loyal teenage relationship that Bailey believes in and Charlie dismisses as impossible.

Key Relationships

Boyfriend of Nekesa

Becca is a petite blonde girl who dates Charlie for over a year. She expects a certain level of devotion from her partners and continues to text Charlie occasionally even after their relationship ends.

Key Relationships

Ex-girlfriend of Charlie

Girlfriend of Kyle

Bailey's father resides in Alaska and struggles to maintain a consistent connection with his daughter after the divorce. He becomes increasingly distracted by his career and personal life, relying on Bailey to initiate their communication.

Key Relationships

Father of Bailey

Boyfriend of Alyssa

Charlie's mother lives in Nebraska with her new boyfriend. She worries about Charlie's physical anxiety symptoms but remains largely unaware of his deeper emotional struggles and resentment toward her changing household.

Key Relationships

Mother of Charlie

Dana is one of Bailey's gorgeous, single friends. She agrees to go on a bowling double date, where she unexpectedly hits it off with someone else.

Key Relationships

Friend of Bailey

Romantic Interest of Eli

Blind Date of Charlie

Eli is one of Charlie's friends who attends parties and social events with their main friend group. He is friendly and eager to pursue girls he finds attractive.

Key Relationships

Friend of Charlie

Romantic Interest of Dana

Blind Date of Bailey

Puffball is a stray kitten rescued from a tree during a hiking trip. The small cat becomes a shared responsibility that requires temporary housing and careful coordination.

Key Relationships

Rescued by Charlie

Cared for by Bailey

Clio is an enthusiastic partygoer who participates in trivia games and ends up singing karaoke when her team misses a question.

Key Relationships

Teammate of Bailey

Grace is a girl Charlie spends the summer dating in Alaska. She desires a long-distance relationship, but Charlie decides to ghost her because he refuses to believe long-distance romance can work.

Key Relationships

Ex-girlfriend of Charlie

Adam is one of Charlie's friends who hangs out at local parties and gatherings.

Key Relationships

Friend of Charlie

Evan is part of Charlie's close circle of friends. He participates in group events and parties.

Key Relationships

Friend of Charlie

Kyle is a local boy who begins dating Becca after her relationship with Charlie ends. His sudden appearance at social events sometimes kills the mood for others.

Key Relationships

Boyfriend of Becca

Kelsie is the girl Zack begins dating shortly after his breakup with Bailey. She goes on the exact same coffee dates Zack previously took Bailey on.

Key Relationships

Girlfriend of Zack

Kristy is a popular and reportedly rude girl from Bailey's school. Bailey discovers she is Scott's niece, bringing unwanted high school drama closer to home.

Key Relationships

Niece of Scott

Lucy is Scott's daughter. Like Bailey, she harbors quiet reservations about her changing family dynamics and the impending reality of a blended household.

Key Relationships

Daughter of Scott

Alyssa is the woman dating Bailey's father. Her relationship with him contributes to his distraction and distance from Bailey.

Key Relationships

Girlfriend of Bailey's Father

Mr. Cleveland is an instructor at Planet Funnn. He evaluates the new hires and places the more responsible teenagers into the Protostars administrative group.

Key Relationships

Instructor of Bailey

Instructor of Charlie