41 pages 1-hour read

The Art Of Thinking Clearly

Nonfiction | Book | Adult | Published in 2011

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Discussion Questions

General Impressions

Gather initial thoughts and broad opinions about the book.


1. Rolf Dobelli structures The Art of Thinking Clearly as 99 short essays instead of a traditional argument. How does this format affect your understanding and retention of his ideas?


2. Which of Dobelli’s examples or case studies (from aviation to finance to psychology) most clearly illustrated a bias for you? Why did it resonate?


3. The author presents himself not as a scientist but as a translator of behavioral research. Did this strengthen or weaken your trust in his conclusions?


4. If you have read Daniel Kahneman’s Thinking, Fast and Slow, how do you think Dobelli’s style and approach compare? Does his emphasis on brevity and clarity make the content more or less persuasive?

Personal Reflection and Connection

Encourage readers to reflect on how the book relates to their own life or work and how its lessons could help them.


1. Which of the biases Dobelli describes do you recognize most often in yourself, and what situations tend to trigger them?


2. Dobelli argues that people can’t “fix” their biases but can design systems to minimize them. Do you find this perspective comforting or frustrating?


3. Have you ever fallen victim to one of the book’s central fallacies—such as confirmation bias, social proof, or sunk cost—in a personal or professional decision? What was the outcome?


4. The book claims that reducing information leads to better thinking. How does this idea challenge the way you consume news or social media?


5. Dobelli ends with the via negativa, or wisdom through subtraction. Have you ever found that removing something from your life clarified your beliefs, goals, values, etc.? How so?

Real-World Relevance

Prompt readers to explore how the book fits into today’s professional or social landscape.


1. Many of the biases Dobelli identifies—like social proof and authority bias—are intentionally exploited in advertising, politics, and social media. How might public awareness of these tactics change collective behavior?


2. In an age of AI-generated content and information overload, which of Dobelli’s warnings about attention, expertise, or illusion feels most relevant today?


3. Dobelli’s critique of the “news illusion” suggests that most current events are irrelevant to long-term decision-making. Do you agree, or does this argument risk promoting disengagement from civic life?

Practical Applications

Encourage readers to share and consider how the book’s lessons could be applied to their personal/professional lives.


1. If you were designing a workshop or classroom lesson based on The Art of Thinking Clearly, which three biases would you focus on first—and why?


2. Dobelli advocates for structural tools like premortems, checklists, and clear defaults. Which of these could you implement immediately to improve your daily decisions?


3. Dobelli encourages readers to “build [their] own castle” (182), focusing on mastery instead of comparison. What might this principle look like in your own work or relationships?

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