Cover of Upward Bound by Woody Brown

Upward Bound Book Club Questions

10 discussion questions for Upward Bound by Woody Brown.

October 18, 2026

Spoiler warning: some questions touch on how the book ends. Best read after you've finished it.

Discussion questions

  1. How do the personal histories of Carlos and his sister Mariana shape their approach to working at Upward Bound?
  2. What role does Jorge play in Carlos's life, and why is Carlos so determined to prevent him from escaping?
  3. In what ways does Tom's affection for Ann impact his experience at the center, and how does Ann respond to his feelings?
  4. Discuss the significance of Dave's decision to direct an ambitious holiday show. What does this reveal about his character and motivations?
  5. Walter's testimony frames the novel. How does his perspective influence your understanding of the events and characters?
  6. How does the setting of Upward Bound influence the lives of its clients and staff, and what does it suggest about society's view of disability?
  7. Do you think the portrayal of the center's clients as "irrepressible" is empowering or reductive? Why?
  8. Was Dave right to channel his acting aspirations into the holiday show, or could his focus have been more beneficial elsewhere?
  9. The novel features several interlocking narratives. How did this structure impact your engagement with the story?
  10. Have you ever been in a situation where you felt out of your depth, similar to Ann's experience at the pool? How did you handle it?

These questions were drafted with AI help for book clubs using Lapwing.

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