My Favorite Questions to Get to Know People Quickly

But have a good answer to these before asking them — they might ask you back.

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Also, it’s not always about what people answer, but how they justify their answer.

  1. Do you believe in free will?
  2. What is your Myers-Briggs personality type?
  3. What important truth do very few people agree with you on?
  4. What is something you wonder a lot about that few people seem to be puzzled by? (my adaptation of the Peter Thiel question for P-types)
  5. Is there such a thing as “just a joke” — or do they all carry meaning?
  6. Should we thrive towards a world with 1 or 1.000 governments?
  7. If you knew you could not get caught, would you steal a million dollars?
  8. What profound opinion of yours has changed in the last year?
  9. Do you do, what you love? If not, why not?
  10. Would you live with your clones? Befriend them? Date them?
  11. What is your most controversial hobby?
  12. What did you want to become when you were 12?
  13. When was the last time you cried?
  14. What was the moment in your life when you felt more ashamed?
  15. Is there such a thing as objective truth?
  16. Would you rather be among the poorest in a rich, advanced society or the richest in a poor society?

Specifically for job interviews:

  1. What is the most exaggerated thing on your CV / in this interview so far?
  2. Have you ever let someone down? (because everyone has, this is just testing their integrity. If they say no, they are unreflected and or lying)
  3. What did you dislike most about previous superiors you worked with?

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