Al Capone Shines My Shoes

Gennifer Choldenko

Al Capone Shines My Shoes

Gennifer Choldenko
57 pages1-hour read
Fiction
Novel
Middle Grade
Published in 2009

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Character List

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

Major Characters

Moose is a twelve-year-old boy living on Alcatraz island, where his father works as a prison guard. He is highly protective of his older sister, Natalie, and works hard to manage the social expectations of his friend group. His secret, desperate plea to an infamous mobster for school admission help leaves him anxiously awaiting a demand for a return favor.

Key Relationships

Son of Mrs. Flanagan

Brother of Natalie Flanagan

Best friend of Jimmy Mattaman

Romantic interest of Piper Williams

Secretly indebted to Al Capone

Friend of Annie Bomini

Friend of Scout

Natalie is Moose's sixteen-year-old sister who has autism. She attends the Esther P. Marinoff School in San Francisco, an arrangement made possible by a secret favor. She has a strong memory for objects, rules, and events, and possesses an extraordinary facility for numbers.

Key Relationships

Sister of Moose Flanagan

Daughter of Cam Flanagan

Daughter of Mrs. Flanagan

Student of Sadie

Cam is Moose and Natalie's father. He works as an electrician and prison guard on Alcatraz. He is a conscientious man who insists on telling the truth and doing the right thing, choosing to treat both his coworkers and the convicts with basic respect.

Key Relationships

Father of Moose Flanagan

Husband of Mrs. Flanagan

Coworker of Darby Trixle

Capone is a famous, powerful mobster serving time in Alcatraz for tax evasion. He works in the prison laundry and maintains a mysterious degree of influence over the island's operations. He leaves coded messages in the laundry to call in his debts.

Key Relationships

Secret benefactor to Moose Flanagan

Husband of Mae Capone

Prisoner of Warden Williams

Darby is a loud, ill-tempered prison guard living in the civilian apartments. He resents the Flanagan family and actively looks for reasons to report them to the warden. He believes neurodivergent individuals should be institutionalized.

Key Relationships

Husband of Bea Trixle

Father of Janet Trixle

Coworker and rival of Cam Flanagan

Piper is the pretty, self-centered daughter of the island's warden. She struggles with intense anxiety over her mother's high-risk pregnancy and feels neglected by her father. She frequently lashes out at Moose and his friends but relies on them for emotional support.

Key Relationships

Daughter of Warden Williams

Daughter of Mrs. Williams

Romantic interest of Moose Flanagan

Cared for by Buddy Boy

Jimmy is Moose's best friend on Alcatraz. He is unathletic and feels insecure about his poor baseball skills, preferring to spend his time studying science and training flies. He frequently feels overlooked when Moose spends time with other kids.

Key Relationships

Brother of Theresa Mattaman

Brother of Baby Rocky

Son of Mr. Mattaman

Son of Mrs. Mattaman

Best friend of Moose Flanagan

Supporting Characters

Annie is a girl Moose's age who lives on the island and excels at baseball. She holds Moose accountable for his dangerous choices and refuses to enable his secret-keeping, though she sometimes uses her baseball skills to make him jealous.

Key Relationships

Friend of Moose Flanagan

Theresa is Jimmy's seven-year-old sister. She is highly observant and keeps detailed files on the island's convicts. She feels intense guilt when her infant brother nearly chokes on a coin she gave him.

Key Relationships

Sister of Jimmy Mattaman

Sister of Baby Rocky

Daughter of Mr. Mattaman

Daughter of Mrs. Mattaman

Friend of Moose Flanagan

Warden Williams is the strict head of the Alcatraz penitentiary. He uses non-violent convicts as free household labor. He is intensely focused on the impending birth of his son, which leads him to neglect his daughter.

Key Relationships

Father of Piper Williams

Husband of Mrs. Williams

Employer of Buddy Boy

Employer of Willy One Arm

Buddy Boy is a convicted con artist who serves as a houseboy for Warden Williams. He uses his charm and skill at vocal mimicry to entertain the island children, though his smooth demeanor hides a calculating nature.

Key Relationships

Servant to Warden Williams

Caretaker for Piper Williams

Willy One Arm is a former pickpocket serving time on Alcatraz. He works as a cook in the warden's house. He keeps a pet mouse named Molly in his pocket and performs tricks with his empty shirt sleeve to amuse the children.

Key Relationships

Cook for Warden Williams

Owner of Molly

Moose and Natalie's mother. She teaches piano and plays music at the officers' club. Her social life on the island flourishes when Natalie is away at school, though she remains highly invested in her daughter's progress and safety.

Key Relationships

Wife of Cam Flanagan

Mother of Moose Flanagan

Bea is Darby's wife and Janet's mother. She runs the canteen where Jimmy works. She occasionally acts as a moderating force against her husband's anger, using her baking skills as leverage to calm him down.

Key Relationships

Wife of Darby Trixle

Mother of Janet Trixle

Janet is the seven-year-old daughter of Darby and Bea Trixle. She plays on the island beaches and mimics her father's authoritative behavior by using a handmade megaphone.

Key Relationships

Daughter of Darby Trixle

Daughter of Bea Trixle

Scout is Moose's school friend from the city. He is an excellent baseball player whose visits to Alcatraz create friction, as he inadvertently makes Jimmy feel inadequate and flirts with Piper.

Key Relationships

Friend of Moose Flanagan

Rival of Jimmy Mattaman

Piper's mother and the warden's wife. She suffers from severe, life-threatening complications during her pregnancy, requiring hospitalization in the city and causing deep anxiety for her daughter.

Key Relationships

Wife of Warden Williams

Mother of Piper Williams

A prison guard and father to Jimmy, Theresa, and Rocky. He is a steady presence in the civilian housing but faces sudden job insecurity when false allegations are made against him and Cam Flanagan.

Key Relationships

Husband of Mrs. Mattaman

Father of Jimmy Mattaman

Father of Theresa Mattaman

Jimmy and Theresa's mother. She is a warm, community-minded woman who frequently bakes for the island residents. She encourages the children to forgive one another and act as a supportive family network.

Key Relationships

Wife of Mr. Mattaman

Mother of Jimmy Mattaman

Neighbor of Moose Flanagan

A convicted axe murderer who performs plumbing repairs in the island's civilian apartments. His presence in the Flanagan home makes Moose highly anxious, as he suspects the convict is acting as a messenger.

Key Relationships

Repairman for Cam Flanagan

Jimmy and Theresa's infant brother. A sudden medical emergency involving Rocky forces Moose to act quickly, leading to a reward that creates jealousy among his friends.

Key Relationships

Brother of Jimmy Mattaman

Brother of Theresa Mattaman

Al Capone's glamorous wife. Her visits to the island attract intense media scrutiny and require strict monitoring by the prison guards.

Key Relationships

Wife of Al Capone

A small pet mouse kept by the convict Willy One Arm. She captures Natalie's intense focus during visits to the warden's house.

Key Relationships

Pet of Willy One Arm