All Questions

  1. What career advice would you give to your younger self?
  2. How has your opinion of your family changed over the years?
  3. At a party, where can someone find you?
  4. If you could travel to the past and change one event, what would you choose to do?
  5. What moment do you wish you could relive and even change?
  6. Name three things we agree on.
  7. Where do you need to be thinking bigger?
  8. Describe your perfect day. Option 1) You are restrained to 24 hours, but you can transport yourself to anywhere in the world. Option 2) Your realistic perfect 24 hours.
  9. What is something I would overpay for?
  10. Ideally, how would you spend your birthday?
  11. If you could use a time machine, would you rather have one that only goes back in time or only goes forward?
  12. What would you like to see in terms of what your country requires of billionaries?
  13. Who is your favorite of your exes?
  14. How often do you buy clothes?
  15. How curious of a person are you on a scale of 1-10?
  16. If you could send a one-sentence-message-in-a-bottle to yourself from ten years ago what would it be?
  17. What is your favorite weekday?
  18. What is the first thing you do after getting home from a trip?
  19. Which of you is better at keeping in touch with people who don’t live in the same city?
  20. Where do you get your news?
  21. Which of your friends would you most want to be your manager? Which of your friends would you least want to be your manager?
  22. What about life 100 years ago appeals most to you?
  23. What unpleasant experience are you most proud of yourself for making it through?
  24. What profession do you think you would be the least happy in?
  25. Who, if you had the opportunity to personally meet them, do you think would change your life the most?
  26. What was your best Halloween costume?
  27. If you could relive one moment in your life, which would it be?
  28. How healthy of an eater are you on a scale of 1-10?
  29. What outfit do you like the most on me?
  30. If you could change one thing about yourself physically, what would you change?