Search
https://www.test.storyboardthat.com/lesson-plans/al-capone-does-my-shirts-by-gennifer-choldenko
Al Capone Does My Shirts by Gennifer Choldenko

Al Capone Does My Shirts: A Tale from Alcatraz by Gennifer Choldenko is an award winning novel set during the Great Depression in 1935. It's about 12-year-old Moose Flanagan and his sister Natalie, who has autism. When their father gets a job as an electrician on Alcatraz, the family moves there and the siblings have to adjust to living on an island that houses some of the most dangerous criminals in the world!


Student Activities for Al Capone Does My Shirts




Essential Questions for Al Capone Does My Shirts by Gennifer Choldenko

  1. What are some of Natalie's strengths and challenges? How does she change and grow throughout the story?
  2. What challenges does Moose face and how does he change and grow throughout the story?
  3. Who are some other main characters in Al Capone Does My Shirts and what challenges do they face?
  4. What are some of the symbols and motifs present in the novel? How does the symbolism help you better understand the characters and their motivations?
  5. What are some of the themes present in the novel?
  6. How does the setting influence the events in the story?
  7. What messages or lessons does the author try to impart to the reader?

Al Capone Does My Shirts Summary

Twelve-year-old Moose Flanagan is not thrilled about moving next door to a maximum security prison occupied by the most notorious criminals in America. He misses his old home and his friends. However, Moose knows that his father was lucky to get a job as an electrician there as the year is 1935 and during the Great Depression, a quarter of the population was unemployed.

Moose has always been close with his older sister Natalie, who has autism. He is fiercely loyal to Natalie and understands the challenges caused by her autism. Moose is often the only one who can comfort Natalie when she is overwhelmed and knows effective strategies to calm her down and help her feel safe. Natalie's autism affects how she experiences the world. She prefers predictability and loves activities such as counting, memorizing facts, and playing with her button collection. She is extremely intelligent and can do extraordinary calculations in her head at the drop of a hat. But, her autism causes her to have difficulty communicating with others and navigating the world. Natalie's mother is desperate to get her into the nearby Esther P. Marinoff School, which is well known as an excellent school for students with autism. However, in order to get in, Natalie needs to improve some of her behaviors and communication skills.

To help Natalie, Mrs. Flanagan hires a tutor while Moose is in school. Then, while she is at work, she has Moose watch Natalie after school and bring her everywhere he goes. This frustrates Moose as he is still trying to make friends and wishes he could play his favorite sport, baseball, after school to get to know his classmates. Despite his reluctance, Moose has a strong sense of duty towards Natalie and does what he's told.

Other kids live on Alcatraz as well. One such resident is the warden's daughter, Piper. Moose describes her as looking like a movie star. She plays the innocent act with her father but, secretly, Piper has a penchant for breaking the rules. While Moose and Piper are at their school in San Francisco, Piper exaggerates their interactions with the prisoners to impress their classmates. Piper even concocts a scheme to make a profit by telling their classmates that they can have their clothes washed by Al Capone for a price! To his dismay, Moose can't help but become entangled in Piper's wild intrigues.

In an effort to befriend Scout, a boy at school, Moose looks for a real "convict baseball" to give him. The prisoners in Alcatraz are known for loving baseball and playing when they are allowed. Moose searches the area surrounding the prison daily looking for a lost ball but he can't find one. Because of his searching, Moose leaves Natalie sitting alone outside for about an hour each day. One afternoon to his surprise, Moose discovers that Natalie has been spending these times alone with a convict! The convict knows him by name and gives him a baseball saying, "I know you've been looking for one." Moose is beside himself! He can't believe he left Natalie alone to possibly be harmed by one of the prisoners!

Fortunately, Moose's worries wind up being unfounded. Piper uncovers the details of Prisoner 105, a.k.a. The Onion, because of his love of gardening, and they are relieved to find that he was just as nice as he seemed and almost out on parole, which is why he is able to roam the grounds. Regardless, Moose is riddled with guilt and determined not to fail Natalie again.

Moose and his family have seen great improvement in Natalie and are so hopeful she will pass her interview to get into the Esther P. Marinoff School. One day, Moose discovers that the school has an age requirement that students be younger than 12 and he knows that Natalie is three years older than him and about to turn 16. Mrs. Flanagan has been hiding her age for years, finding it easier to believe that Natalie is actually younger than Moose. The family has been celebrating Natalie's 10th birthday for six years in a row. After her birthday party, Moose can't take the lies anymore. He stands up to his parents and tells them they have to be honest, believing that being dishonest about Natalie's age won't help her in the long run.

Natalie fails the interview to get into Esther P. Marinoff and the family's hopes are dashed. Moose decides he can't sit idly by and must do whatever he can. He is determined to help Natalie even if it means breaking the law. With Piper's help, Moose illegally sneaks a letter to Al Capone imploring him to use his connections to help Natalie get into the school. Soon after he sends the letter, Natalie is miraculously accepted! The family is overjoyed believing she will finally get the help that she desperately needs. As the story ends, Moose finds a note hidden in one of his clean shirts from the laundry that simply says, "Done."



How Tos about Al Capone Does My Shirts by Gennifer Choldenko

1

Create a character strengths chart for Natalie and Moose

Highlight the unique strengths and challenges of Natalie and Moose in a simple chart. Use this tool to help students discuss character growth and empathy.

2

Facilitate a classroom discussion on empathy for characters with disabilities

Lead students in a respectful conversation about how Natalie’s autism shapes her experiences. Encourage understanding and thoughtful responses.

3

Assign students a creative writing prompt from Moose’s perspective

Ask students to write a diary entry as Moose, exploring his feelings and responsibilities. This activity builds empathy and deeper comprehension.

4

Guide students to identify and illustrate symbols in the novel

Have students pick a symbol (like the convict baseball or Alcatraz itself) and illustrate its meaning. Connect their artwork to the story’s themes.

5

Encourage students to research Alcatraz and present fun facts

Assign groups to find interesting facts about Alcatraz’s history and share with the class. This sparks curiosity and links the novel to real-world context.

Frequently Asked Questions about Al Capone Does My Shirts by Gennifer Choldenko

What is the main plot of Al Capone Does My Shirts?

Al Capone Does My Shirts follows Moose Flanagan, a 12-year-old boy who moves to Alcatraz Island in 1935 when his father gets a job at the prison. Moose must balance caring for his autistic sister Natalie, making friends, and dealing with the challenges of living among notorious criminals.

How does Natalie’s autism affect her experiences in the story?

Natalie’s autism shapes her daily life; she prefers routines, struggles with communication, and enjoys activities like counting and collecting buttons. Her autism creates challenges for her and her family but also highlights her unique strengths and intelligence throughout the book.

What lessons can students learn from Al Capone Does My Shirts?

Students can learn about empathy, acceptance, and resilience. The story explores understanding people’s differences, supporting family members, and the importance of honesty and standing up for loved ones.

How can teachers use Al Capone Does My Shirts in the classroom?

Teachers can use the novel for lessons on historical context (the Great Depression), character development, themes of inclusion, and discussions about disabilities. Activities like character analysis, symbolism, and creative projects are ideal for engaging students.

What are some key themes in Al Capone Does My Shirts?

Key themes include family, acceptance, honesty, and overcoming adversity. The novel also delves into the challenges of living with autism and the importance of compassion and understanding.

Find more lesson plans and activities like these in our English Language Arts Category!
View All Teacher Resources

Introductory School Offer

ONLY$500

Includes:
  • 1 School
  • 5 Teachers for One Year
  • 1 Hour of Virtual PD
30 Day Money Back Guarantee • New Customers Only • Full Price After Introductory Offer • Access is for 1 Calendar Year
*(This Will Start a 2-Week Free Trial - No Credit Card Needed)
https://www.test.storyboardthat.com/lesson-plans/al-capone-does-my-shirts-by-gennifer-choldenko
© 2025 - Clever Prototypes, LLC - All rights reserved.
StoryboardThat is a trademark of Clever Prototypes, LLC, and Registered in U.S. Patent and Trademark Office