Deep Questions to Ask

Personal
  • What was the happiest moment in your life?
  • What was the saddest moment in your life?
  • What quality about yourself do you value most?
  • What are you most proud about in your life?
  • What is your biggest concern about the future?
  • When was the last time you cried? What made you cry?
  • Who has been the most important person in your life? Why?
  • Who has been the most influential person in your life? What did you learn from him/her?
  • Where do you see yourself in 10 years?
  • What was your best memory of your childhood?
  • What was your worst memory of your childhood?
  • What are your hopes and dreams for the future?
  • What is the biggest lesson you've learned in life?
  • When have you felt most alone?

  • Spirituality/Political
  • What are your religious/spiritual beliefs?
  • Do you think people can control their own destinies?
  • Tell me about your political views.
  • Do you think about dying? Are you afraid?

  • Morality
  • Do you think that people are born basically good or basically bad?
  • Do you think all people are equally valuable?

  • Relationships
  • Tell me about your first serious relationship.
  • Do you believe in soul mates?
  • How is your relationship with your parents?
  • Who do you love in your life?

  • Hypotheticals
  • If you could do something all over again in your past, what would it be?
  • If you knew nobody would judge you, would you do anything differently?
  • How far would you go to save a loved one?






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