What's something you could talk about for hours right now?

If you had to give a TED Talk without any preparation, what topic would you choose?

Think of someone you're currently in conflict with. If it was the last conversation you'd ever have with them, what would you say?

You're gifted 24 hours where you and your pet(s) are suddenly able to talk to each other. What would you want to tell them, and how would you want to spend your time with them?

What do you take for granted?

If you could pick up a new skill in an instant, what would it be?

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

What were some of my most challenging learning moments in your career, and what made them so?

What's the one thing you would like to change about yourself?

What's the most exciting improvement you've been seeing in yourself recently?

What is something that's easy for you but seems difficult for most other people?

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

Have societal or familial expectations ever led you to a career decision that you wouldn't have made on your own? How do you feel about that decision now?

What is one your core principles in life that is guiding you at this time?

Name one thing that stresses you out without fail.

What's a funny or interesting story from your week?

If you could be the CEO of any company, what company would you choose?

If you could instantly bankrupt any person, company, country, or organization, who would it be?

If you could only use five words, how would you describe yourself?

Is there anything you think the next generation will do better than your generation?

Is there something you wish everybody knew about you without you having to tell them?

What's the most significant risk you've ever taken, and how did it turn out?

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

What kind of games did you play as a child?

Have you learned the lesson of forgiveness? Why or why not?

What's a time when you were extremely underprepared for the task or situation at hand?

What's something you wish people asked you about more often?

Do you have any conspiracy theories? If so, what are they?

What single event or decision do you think most affected the rest of your life? Was there a turning point in your life?

What's one thing you recently did for yourself?

On a scale of 1-10, how happy are you?

What thoughts distract you when you’re trying to get to sleep?

What are you addicted to lately?

What’s one family tradition you want to pass down to your kids?

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

Which of your expectations of someone is causing hurt?

What was your least favorite food growing up?

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

Is there any aspect of your identity you sometimes feel you must suppress or amplify in certain social settings?

What’s is one thing we don’t know about you?

Who here is is most likely to eat cat food?

A highly advanced alien species has arrived on Earth, and you are selected as the spokesperson to represent humanity. You have one sentence to communicate your most important message. What do you say?

If you had one minute left to live, what would you do?

What kind of person do you want to be?

If you were to suddenly inexplicably go missing, who in your life would be most likely to solve the mystery and find you?

Who is your favorite philosopher or thinker, and what influence have they had on you?

What is something you love, that everyone else hates?

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

What’s one of your earliest memories of earning money?

Who here is most likely to own 20 house plants and give each of them unique names?

How has your perspective on your career changed over time?

What's a goal you're working towards?

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

If you had the power to completely eradicate one disease, which would you choose to eliminate?

What's one rule you'd put in place if you ruled the world for a day?

What is the smallest thing for which you are grateful?

In three words, how would your family and friends describe you?

What have you been eating lots of lately?

How do you feel about your relationship with your father?

Is there anything you think your generation does better than the previous generation?

Who has made a positive difference in your life recently?

What person in your life do you most admire?

Who here is is most likely to call in sick at work just to travel for a concert in another state?

What's something you're absolutely convinced is going to happen in the future?

If you could know for certain the answer to any question, what would that question be?

Have you ever turned down an opportunity, then came to later regret that decision?

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

What's something you've achieved that you never thought possible for yourself?

Do you love yourself? What does that look like?

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

How do you approach your overall wellness?

How has your definition of happiness changed as you've gotten older?

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

What's an ethical dilemma that keeps you up at night?

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

What's some surprising feedback you recently received?

You're given a sidekick with any superpower of your choosing. What's their name, and what's their power?

What was your worst conflict with a partner and what happened? What'd you learn from the experience?

How do you approach networking, and have you had any success stories?

If you could intervene during any historic event, changing history, what would it be? How would things unfold differently?

What's one thing you miss the most growing up as a kid?

What is something you've done that you recommend everyone do before they die?

What does 'living authentically' mean to you, and how do you practice it in your daily life?

How do you balance work and personal life?

What's something you're looking forward to doing or experiencing?

Imagine that you can choose when and how you die. How long would you like to live, and how would you like to go?

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

You get to invent something. What is it and what does it do?

Is there anything you think your generation does better than the next generation?

You can go back in time and experience any historical event. Where do you go, and when?

What do you find yourself fantasizing about these days?

What is the most important quality you look for in a friend?

What skills or passions are you not currently utilizing in your job?

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

What advice would you give about maintaining long-lasting relationships?

What's the quirkiest habit you have that you're willing to admit?

What behavior or trait immediately makes you like someone?

Are there any relationships in your life that feel imbalanced? What would it look like to restore balance?

What do you know isn't real, but really wish it existed?

What's a common piece of advice you disagree with, and why?