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Deep Work book club questions

Here are 12 book club questions for Deep Work by Cal Newport, ordered to open easily and end somewhere worth arguing about. Copy them, print them, or bring them up one at a time.

Deep Work
Deep Work

Deep Work is Cal Newport's case that the ability to focus without distraction on a cognitively demanding task is becoming both rarer and more valuable, and that people who cultivate it will thrive while everyone else stays stuck in shallow busywork.

Cal Newport · 2016 · 5h 0m

Full summary and key takeaways →

The 12 questions

  1. 1.

    Newport claims deep work is becoming more valuable as it gets rarer. Do you see evidence of this in your own field?

  2. 2.

    Which philosophy of deep work scheduling — monastic, bimodal, rhythmic, or journalistic — fits your life right now? Why?

  3. 3.

    Pick a typical week. How many hours of true deep work did you actually do? How does that compare to the hours you spent feeling busy?

  4. 4.

    Newport's '4DX' approach says to track one wildly important goal. What's yours, and how would you measure progress on it weekly?

  5. 5.

    Where in your day do you reflexively reach for your phone? What feeling are you trying to escape?

  6. 6.

    What rituals could you build around your most important work? Same time, same place, same opening move?

  7. 7.

    Newport recommends quitting social media. Is that realistic for you? What would you lose, and what would you gain?

  8. 8.

    Think of someone you admire for the quality of their output. How much of that, do you think, comes from how they manage attention?

  9. 9.

    Newport distinguishes between high-quality work and high-quantity work. Where in your life are you optimizing for the wrong one?

  10. 10.

    What's the deepest work you've ever done? What conditions made it possible, and could you recreate them?

  11. 11.

    Newport says you should be 'hard to reach.' What would change if you replied to non-urgent messages once a day instead of immediately?

  12. 12.

    The book argues that boredom is necessary for deep work. When was the last time you let yourself be bored without picking up your phone?

How to run the discussion

  • Pick six to eight, not all of them. An hour of real discussion covers fewer questions than anyone expects, and racing the list is what makes a book club feel like homework.
  • Open with what people noticed, not what they concluded. Asking for a verdict first hardens opinions before anyone has heard each other.
  • Let the disagreement run. The questions below that split a room are the ones worth the time; the ones everyone answers the same way can be skipped.
  • Ask the quiet person a specific question. A direct, narrow question is far easier to answer than an open invitation to contribute.

Themes worth steering toward

If the conversation stalls, these are the threads that usually restart it.

Common questions

What are good book club questions for Deep Work?

Here are 12 book club questions for Deep Work by Cal Newport, ordered to open easily and end somewhere worth arguing about. The strongest openers ask what each reader noticed rather than what they concluded, and the discussion usually turns on focus, productivity, attention.

How long should a book club discussion of Deep Work last?

Most groups run 60 to 90 minutes of actual discussion. That is roughly six to eight questions, not all of them, so pick the ones that suit your group rather than working down the list in order.

What are the main themes in Deep Work?

Focus, Productivity, Attention, Knowledge work, Habits. Those are the threads most likely to divide a room, which makes them the useful places to steer a discussion that has gone quiet.

Picking the next one? See books like Deep Work or questions for other book club picks.

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