All Questions

  1. What do you enjoy spending money on? What is the most painful thing for you to spend money on?
  2. Generally speaking, which of you is more social?
  3. What is something you’ve done/felt/seen/etc. that you wish you could experience again for the first time?
  4. To what extent do you feel that the government withholds vital information from the public?
  5. What is the smallest thing for which you are grateful?
  6. What is your favorite commercial?
  7. Would you rather have the ability to see ten minutes in the future or 150 years in the future?
  8. What conspiracy theory is easiest for you to defend?
  9. What moment from your upbringing would you pick for the opening cameo in a biopic about you?
  10. What one word would you use to describe me to someone else?
  11. What is your favorite conspiracy theory? Where do you fall on the spectrum of thinking there’s some truth in it to just thinking it’s interesting?
  12. If you had to award yourself a superlative in high school what would it be?
  13. If you could be a part of any TV family which would you choose?
  14. What would you like to see in terms of what your country requires of billionaries?
  15. What is an aspect of fashion that men think looks good but women generally do not like?
  16. Which of you is better at keeping in touch with people who don’t live in the same city?
  17. What do you have absolute faith in?
  18. How are you most different from the depiction of the stereotypical man?
  19. Do you think men or women are generally better at maintaining friendships?
  20. Ideally, how would you spend your birthday?
  21. How do you feel about personality tests / frameworks? What personality profile test do you believe in most (e.g. Meyers Briggs, enneagram, etc?
  22. How honest are you on a scale of 1-10?
  23. What life topic do you know embarrassingly little about (e.g. how taxes work, how weather works, etc)?
  24. If you could make one unhealthy food healthy which would you pick?
  25. In what ways have your political views changed the most over the years?
  26. How are you creating a life well lived?
  27. Who is your favorite of your exes?
  28. If you had to teach at a university, what course would you most enjoy teaching?
  29. What is something that is not considered a luxury but you don’t think you could live without?
  30. How healthy of an eater are you on a scale of 1-10?