All Questions

  1. Which of you is better at keeping in touch with people who don’t live in the same city?
  2. How are you most different from the depiction of the stereotypical man?
  3. Do you think men or women are generally better at maintaining friendships?
  4. Ideally, how would you spend your birthday?
  5. How do you feel about personality tests / frameworks? What personality profile test do you believe in most (e.g. Meyers Briggs, enneagram, etc?
  6. What life topic do you know embarrassingly little about (e.g. how taxes work, how weather works, etc)?
  7. If you could make one unhealthy food healthy which would you pick?
  8. In what ways have your political views changed the most over the years?
  9. How honest are you on a scale of 1-10?
  10. How are you creating a life well lived?
  11. Who is your favorite of your exes?
  12. If you had to teach at a university, what course would you most enjoy teaching?
  13. What is something that is not considered a luxury but you don’t think you could live without?
  14. Based on what you know about me, what do you think would work about us as platonic roommates? What wouldn’t work?
  15. What is the most useless talent or skill you possess? How and why did you learn it?
  16. In what ways are you older than your age? In what ways are you younger than your age?
  17. Do you feel like you are more or less memorable than the average person?
  18. How healthy of an eater are you on a scale of 1-10?
  19. Which of your friends would you most want to be your manager? Which of your friends would you least want to be your manager?
  20. Do you have a premonition as to how you’ll die?
  21. Which of you is more likely to watch a whole season of a TV show in one day?
  22. How have you changed since we were first together?
  23. If you had to give one of your friends the power to make all of your decisions for a year, who would you pick?
  24. What do you respect most about your best friend?
  25. What do you think you do better than 90% of people?
  26. What is our recurring fight?
  27. What area of your life would you most like to improve?
  28. One thing you never want your partner to change?
  29. If you had unlimited money to put towards your health, what changes would you make today?
  30. What is less expensive than it should be? What is more expensive than it should be?