47 pages • 1-hour read
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Gather initial thoughts and broad opinions about the book.
1. What was your overall impression of the book’s storytelling approach, particularly the use of fictional dialogue to convey leadership principles? Did it make the ideas more relatable or less credible for you?
2. Were there any moments or examples in the book that felt especially relevant, or irrelevant, to your own work or relationships? What made those parts stand out?
3. Did the book encourage personal growth in a constructive way, or did its tone feel more judgmental or prescriptive to you?
Encourage readers to reflect on how the book relates to their own life or work and how its lessons could help them.
1. When in your personal or professional life have you recognized yourself making excuses instead of acknowledging your own role in a conflict? What stopped you from being honest with yourself in that moment?
2. Think of a time when you saw someone only through the lens of their mistake. How might the book’s concept of seeing others’ humanity have changed that interaction?
3. Which parts of the book made you feel uncomfortable or defensive? What might those reactions be pointing to in your own behavior or mindset?
4. Is there a relationship, at work, home, or elsewhere, where you have been in the box? What would stepping out of the box look like for you in that situation?
5. Ana and Tom both learn to lead by reflecting on their internal motivations and making small but honest changes. What’s one small shift you could make in how you show up at work or with loved ones?
6. After reading the book, where do you feel most called to practice openness and accountability—in leadership, in parenting, in teamwork, or somewhere else? What’s one step you can take to begin?
Prompt readers to explore how the book fits into today’s professional or social landscape.
1. Do you think the book’s call for personal accountability and emotional honesty is realistic in high-pressure or hierarchical workplaces where vulnerability might be penalized? Why or why not?
2. How does the book’s emphasis on individual change align, or conflict, with current conversations around systemic issues like workplace equity, power dynamics, or inclusion?
3. In a culture that increasingly values authenticity and emotional intelligence in leadership, how well does this book contribute to or complicate that broader narrative?
Encourage readers to share and consider how the book’s lessons could be applied to their personal/professional lives.
1. After learning how self-justification can perpetuate conflict, what’s one recurring interpersonal tension in your life where you can begin examining your own role more honestly?
2. The book encourages leading by example through self-awareness. What’s one specific behavior you can change this week to reflect the kind of leadership you want to model?
3. Now that you understand the idea of “the box,” how can you practice empathy and openness with a person you’ve previously been in conflict with? What might that look like in action?



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