Pineapple Street

1. General Impressions

Gather initial thoughts and broad opinions about the book.

• The book features plotlines about all the Stockton children. Which ones were your favorite and least favorite?
• This book was published in 2023, and the early 2020s saw a huge rise in media that satirizes the hyper-wealthy. This includes television shows like White Lotus and Succession, films like the Knives Out series and The Menu, and books like The Atlas Six and Doorman Wanted. How does this book compare with others, not only in its genre, but also across different types of media?

2. Personal Reflection and Connection

Encourage readers to connect the book’s themes and characters with their personal experiences.

• Between the entire Stockton family and their significant others, this book features a large cast of characters. Who do you identify with most and why?
• In your opinion, what are the positive and negative effects on someone’s life when they have extreme inherited wealth?
• How do you feel about how the Stockton family uses their money and privilege? Does your opinion of them change as the book progresses?
• This novel supports the adage “money can’t buy happiness.” How does this novel relate to this adage, and outside of the novel, what do you think about the veracity of this adage?
• Sasha is put in a situation in which she feels drastically out of place because of her economic and social standing.