20 Questions to Really Get to Know Someone

If you really want to get to know someone, ask them these questions. You might be surprised by the answers.

  1. Who matters to you?
  2. Who inspires you?
    • What is it about that person that inspires you?
    • How has your behaviour changed as a result of their influence on you?
  3. What are your greatest strengths?
  4. What have you done that you’re most proud of?
  5. What do you want to change about yourself?
  6. What is your passion?
    • What appeals to you about it?
    • What are you doing about it?
  7. If you had unlimited (time / money / resources) what would you do?
  8. What makes you laugh?
  9. What makes you cry?
  10. How old are you… on the inside?
  11. If you had one last piece of advice to give, what would it be?
  12. What is the biggest change you’ve made in your life recently?
    • Why did you make it?
    • What did you learn on the way?
  13. What frightens you?
  14. What makes you keep going?
  15. What is holding you back?
  16. What gets you our of bed in the morning?
  17. What films / books would you recommend to me?
  18. When did you last experience a shift in your world-view?
    • What brought it about?
    • How has it changed you?
  19. What do you do with your time?
  20. How do you have fun?

Bonus Question

  • What should I have asked that I haven’t yet asked?


Image by Sigurd Decroos via FreeImages.

Your Turn

So, what is your answer to question 21?