What's something I wouldn't know about you no matter what question I asked you?

What's a very important truth you believe that very few people agree with?

What do you want your next chapter in your autobiography to say?

To what do you most attribute the good fortune in your life?

What’s your most valuable material possession in terms of sentimental value?

Who are the 5 most exceptional people you know personally?

What are your top 3 goals in life?

What are you currently struggling with right now?

What would you do if you never had to worry about money ever again?

Do you want to have children? Why?

When is the last time you cried? Do you cry more often from sadness or joy?

Tell me about a physical or emotional scar?

Proudest moment? Most embarrassing moment?

If you were president of the world and you get 2 edicts - one silly and one serious - what would they be?

What's the best advice you've ever received? Best compliment? Meanest insult?

Would you die for an idea? If so, which?

If you were granted a bonus year of life starting right now where your rent was paid and your fridge was stocked, what would you do?

What are the big problems in your life? What are the big problems you're working on? Why aren't they same?

Who's the person who knows you best in your life?

What's a subject you're a little embarrassed you don't know so much about?