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?
