Who is someone you think about a lot, that isn't thinking about you nearly as much? What do you make of this?

Is there a behavior or pattern you keep falling into that hurts yourself?

What fictional character would you most like to have as a mentor?

If your life was a genre of music, what would it be?

You will be granted supernatural ability in one of your five sense (sight, smell, taste, hearing). Which would you choose, and why?

What's the most important lesson a friend has taught you?

What song has been on repeat for you lately? Does it have any special meaning?

What did you recently fail at? What did you learn from it?

What are you most afraid of about yourself?

What's a habit you're trying to develop or break?

What kind of person do you want to be?

What's a recent decision you're glad you made?

What do you wish people would stop talking about right now?

What's the weirdest food combination you actually enjoy?

What is the last book you read? Would you recommend it?

In what ways do you mentor or support others in your field?

What's a great name for a pet but a terrible name for a human?

How do you find balance between your personal and professional life?

What's a current trend you find concerning?

Who here is would most likely become a CEO at a company ranked amongst the top 100 largest in the world?

What is something you never thought you'd be able to do, until you actually did it?

When do you feel most helpful to others?

If you could go back and relive one day in your life without changing anything about it, which day would you choose?

Have any failures played a significant role in your your career development?

What's a book or podcast you'd recommend that’s related to your career?

What does your dream home look like?

What's one thing you do to distract yourself that you think you should less of?

What do you think all happy people have in common?

Without saying what the category is, what are your top five?

Who's life do you think you've impacted the most?

What's one thing you wish you had known when you started your career?

What's a professional setback or shortfall you recently experienced, and how has it influenced you?

What's one interesting thing you've been thinking about lately?

What would you like to thank yourself for right now?

What do you most need to hear right now, and from whom?

What is something you love, that everyone else hates?

What is the most powerful habit, good or bad, in your life right now?

What's a "red flag" in a relationship or friendship?

Which of your expectations of someone is causing hurt?

What is the single most critical issue you would want your child to be passionate about addressing in their lifetime?

What is the most fun you have had recently?

Have you picked up any new skills at your job this year?

If you could have any author write your life story, who would you choose?

Who here is most likely to dedicate their life trying to go to another planet?

Would you rather have the power to turn invisible or to read minds?

Have you ever made a dramatic career shift, and what drove that decision?

What was the scariest moment of your life thus far?

What are you working on in your relationships (with friends or with a partner) right now?

What's something from your childhood that you think no one else could relate to?

What subject or course do you wish they had offered in school?

If you had 9 lives, what would you do with them?

What practice or habit (if anything) best supports your mental health/well-being?

What's something that will make you smile every time?

Which relationships have become more meaningful to you as of late?

What was your biggest win lately?

What would you title your memoir?

How have you stepped out of your comfort zone recently?

What's the most fun you recently had? What did you do, and who were you with?

Have you been to any cool places lately?

Can you share a personal tradition that holds deep meaning for you, and explain its origin?

You're offered vast wealth, extraordinary intellect, renowned fame, or stunning looks. Which do you choose?

What are you addicted to lately?

If you were in a zombie apocalypse and you could only choose 3 people, would you be on your team?

If you could live in any movie universe for a week, which one would you pick?

Who in your life do feel is receptive to receiving feedback?

If your life was a story, what chapter would you currently be in, and what would its title be?

What's something you're you proud of, but never have an excuse to talk about?

If you could create a new holiday, what would it celebrate?

What recent mistake taught you the most?

What is the dumbest but most innocent thing you believed as a child?

What's a habit you'd like to adopt, but find difficult to stick to?

Which relationships are you investing the most in right now?

What was the sickest you ever got, as a child?

What did you learn about yourself from your last relationship?

What trends do you foresee in your industry in the next five years?

If you had to get a tail, what tail would you want and what would you use it for?

Who here is most likely become a philanthropist?

What's something you're embarrassed to admit you enjoy?

What's a fun project you've worked on recently?

What's the hardest part about maintaining relationships for you?

What's a personal value or belief you've been reflecting on?

What's going well with work or school? What's not going well?

What's something you're interested to learn more about?

It's "Freaky Friday". You wake up in someone else's body for a day. Who would you like to wake up us, and have them inhabit your body instead?

What's something other people commonly do that you avoid, and are proud of doing so?

What are 3 words you'd used to describe how you currently feel?

What was your most memorable moment with your parent(s)?

Are you currently mentoring anyone, or being mentored? How is that going?

You can stop time for 24 hours. What do you do with this opportunity?

What is the one thing you've made that you're the most proud of?

If you could travel anywhere in the world right now, where would you go and why?

What would you most like to become famous for?

If you were a dictator of a small country, what crazy dictator things would you do?

Spiritually, do you believe in something bigger than yourself? What inspired this belief?

How do you resolve conflict with the closest people in your life?

What title would you give to the current phase of your life?

If you could be invisible, but it would mean being permanently invisible, would you want to be this way?

What do you take for granted?

What word describes your essence the best?

Name one thing that stresses you out without fail.