In what way do you differ most from your best friend? In what way are you most similar?

You can go back in time for 5 minutes. What would you do?

How do you measure the impact of your work on society?

What's the most important lesson you've learned about leadership?

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

What can you be kinder towards yourself for right now?

What's a recent personal growth moment you've experienced?

Complete this sentence: "I wish I had someone with whom I could share ... "

What is the most trivial thing about which you have a strong opinion?

What professional accomplishment are you most proud of and why?

What's a recent moment in which you're proud that you spoke up?

What activity absorbs you completely and makes you lose track of time?

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

How do you show someone you care about them?

What life event did you learn the most from? Would you change it?

Who here is is most likely to look almost the same years from now?

If you were a pizza topping, what would you be and why?

What is your favorite word and why?

What is a childhood habit or preference that you'll never outgrow?

How do you think your profession will change in the future, and how are you preparing for it?

What's the best advice you've ever received?

If you could witness any event in the future, what would you choose to see?

What's a significant change you're considering or have made?

You just became a new member of the Spice Girls. What's Spice name do you create for yourself?

If every time you snapped your fingers, you would instantly and irreversibly be transported to a random point in humanity's timeline, would you snap your fingers? If so, how often?

Imagine you woke up with the ability to speak every language fluently; how would you use this power first?

What battles are you fighting right now?

What's your secret talent that no one would expect you to have?

What's something people often incorrectly assume about you?

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

If you could start your own charity, what would it focus on?

If you could change one thing about yourself physically, what would you change?

Who here is most likely to leave their inheritance to a ferret that only has a 3-year lifespan?

Have you tried any new foods or restaurants lately?

What do people think is hard but actually isnt?

What's your favorite toy?

If you were a teacher, what would you teach and what ages would your students be?

When was the last time you cried and why?

Do you feel challenged enough at work?

If you could level up any aspect of yourself (i.e., strength, intelligence, charisma, etc.) but you had to decrease another aspect of yourself by the same amount, what aspects would you level up and sacrifice?

What's one way in which you're completely different from yourself 10 years ago?

What's a challenge you've overcome that made you a stronger person?

What are 3 things you love about yourself?

How is your current health, fitness, or wellness routine going?

What's something that will never cease to make you laugh?

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

Name one thing that stresses you out without fail.

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

Does your current job challenge you to grow in the ways you truly want? If not, what’s missing?

Think of the best teacher you've ever had. What did they teach, and what made them so special?

Which societal norm would you like to see ended, and why? What changes would you propose?

What's a difficult conversation you've been meaning to have?

Explain your current feelings in life to a 3 year old.

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

What do you think will still be the same about you 10 years from now?

Are you known for having a personal catchphrase, or something you say often?

What was a pivotal moment in your career that led you to where you are now?

How well do you receive feedback?

What is the most fun you have had recently?

How do you feel about your relationship with your father?

What's something you'd like to do, but have a hard time acting on?

What crucial boundary do you need to establish with someone in your life? What's been holding you back?

Do you believe in second chances?

If you could telepathically say something that all 8+ billion people on Earth could hear at once, what would it be?

What's something expensive you splurge on that you believe is worth the money?

What is something other people admire about you?

What do you wish people would ask you more about right now?

What behavior or trait immediately makes you like someone?

What would people be surprised to learn you spend a lot of time on at work?

What is the quality you admire the most in the person you dislike the most?

What does your dream home look like?

What is an irrational fear you have?

What's one thing you would change that's commonly taught to children today?

What’s your dream vacation right now? Why?

What are your best habits? How did you develop them?

Does anybody beside yourself know your deepest secret? Do you ever intend to tell anyone?

How can you create an environment that will naturally bring about your currently desired change?

What advice do you wish you'd received earlier?

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

What's a movie you can watch over and over without ever getting tired of?

If you had the power to talk to animals, which species would you chat with first?

Are you settling for less than what you are worth? If so, why?

What are you grateful for lately?

Which form of self-expression has become increasingly important to you?

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

If all animals were the same size, what would win in a fight?

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

What's one thing that you wish would never happen to you?

What's something you did recently that took courage?

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

If you could choose one experience from your life that your child could also have, what would it be?

Who here is is most likely to have the most children?

What’s a new movie or show you've enjoyed recently?

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

What first impression do you hope you make on people?

What's some surprising feedback you recently received?

What is your most terrible memory?

If you had the power to completely solve one social or political issue affecting the world today, which would you choose?

Which relationships are you investing the most in right now?

Where you currently facing uncertainty or unknown, and how are you navigating it?