191 deep questions

Deep questions, page 2

Questions 61 to 120 of 191. Questions about values, growth and what makes work and life meaningful. Deep, but never prying: nothing about health, relationships or anything painful. For offsites, small groups and one-to-ones.

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  1. 61.

    Which piece of art, music or writing has moved you most?

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  2. 62.

    What would you like to be really good at in twenty years?

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  3. 63.

    How do you decide what's worth your time?

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  4. 64.

    What does friendship mean to you as an adult?

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  5. 65.

    What's the best way you know to show someone you appreciate them?

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  6. 66.

    What's one thing you'd like to be braver about?

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  7. 67.

    What does it look like when you're at your best?

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  8. 68.

    Who has shaped the way you see the world, and how?

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  9. 69.

    What's a turning point that led you to where you are today?

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  10. 70.

    What do you think is worth fighting for?

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  11. 71.

    If you wrote a book about your life so far, what would the chapters be?

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  12. 72.

    How do you want to grow in the next year?

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  13. 73.

    What's a part of your character you're most grateful for?

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  14. 74.

    What's something that always gives you hope?

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  15. 75.

    Which quality do you admire most in other people?

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  16. 76.

    What's the best decision you've ever made?

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  17. 77.

    What would you attempt if nobody would ever know whether you succeeded?

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  18. 78.

    What does it mean to forgive, in your experience?

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  19. 79.

    What's something simple that you think everyone should experience once?

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  20. 80.

    How do you know when you've had enough?

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  21. 81.

    What do you hope you never stop doing?

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  22. 82.

    What role does curiosity play in your life?

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  23. 83.

    What do you think the world needs more of?

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  24. 84.

    What makes a conversation truly good?

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  25. 85.

    What's a promise you've made to yourself?

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  26. 86.

    Which of your habits would you most like to pass on?

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  27. 87.

    What does it mean to live with integrity?

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  28. 88.

    What do you find beautiful that others often overlook?

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  29. 89.

    What's a question you're asking yourself this year?

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  30. 90.

    What's the most valuable thing you own that has no price?

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  31. 91.

    What gives your days meaning?

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  32. 92.

    When have you been glad you listened to your instinct?

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  33. 93.

    What would your younger self be surprised to learn about you today?

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  34. 94.

    What's a moment when you felt part of something bigger than yourself?

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  35. 95.

    How do you want to be remembered by the people you work or study with?

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  36. 96.

    What helps you stay hopeful when things are uncertain?

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  37. 97.

    What's a way you've grown that only you would notice?

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  38. 98.

    Which ordinary moment do you think you'll remember forever?

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  39. 99.

    Why do you do the work you do?

    Work

  40. 100.

    What's the most meaningful thing you've done in your career so far?

    Work

  41. 101.

    What would you like your work to have changed in five years?

    Work

  42. 102.

    What kind of leader do you want to be, whether or not you manage anyone?

    Work

  43. 103.

    What's a moment at work when you felt you really mattered?

    Work

  44. 104.

    Which part of your job would you do even if you weren't paid?

    Work

  45. 105.

    What's a professional value you'd never compromise on?

    Work

  46. 106.

    What's the best thing a colleague has taught you about people?

    Work

  47. 107.

    What does a fulfilling career look like to you?

    Work

  48. 108.

    Who do you do your best work for?

    Work

  49. 109.

    What's one thing you'd like to be known for professionally?

    Work

  50. 110.

    When did you last feel you were learning fast?

    Work

  51. 111.

    What does balance mean to you, and how close are you to it?

    Work

  52. 112.

    What would you change about how work is done in general, not just here?

    Work

  53. 113.

    What's a piece of work that changed how you see your job?

    Work

  54. 114.

    What's a career move that surprised people but made sense to you?

    Work

  55. 115.

    How has your idea of a good job changed over time?

    Work

  56. 116.

    What's a skill you've built that you're proudest of?

    Work

  57. 117.

    Who was the best manager you ever had, and what did they do?

    Work

  58. 118.

    What does it mean to do honest work?

    Work

  59. 119.

    What's something your work has taught you about yourself?

    Work

  60. 120.

    What advice would you give someone starting out in your field?

    Work

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