How can you better help others succeed, especially those who often go unnoticed?

What's something you're frequently complimented on?

What's a surprising hobby you enjoy?

Imagine you could instill one habit in your child that they would carry for life. What habit would you choose and why?

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

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

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

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

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

What life experience has shaped you the most, and in what way?

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

If you had the power of perfect memory recall, what’s the first memory you’d revisit?

What's a challenge you recently faced?

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

Is there anyone in your life being impacted by your insecurities?

What is the greatest physical pain you've ever felt?

What's been on your mind a lot lately?

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

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

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

Who here is is most likely to eat cat food?

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

Is there anything important you've been putting off? If so, why?

If you were reincarnated as an animal based on your personality, what animal do you think you would come back as?

What instantly makes you think less of someone?

What's currently worrying you?

What is the most ordinary-seeming thing that you find fascinating?

What's your favorite way to relax these days?

How do you feel about your relationship with your mother?

Do you have a best year of your life? A worst?

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

What do you take for granted?

What would you do if there were no internet for the next 24 hours?

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

What do you wish you had done differently in the last month?

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

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

What's the best purchase you recently made?

What kind of games did you play as a child?

What's your favorite toy?

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

What makes you optimistic about the future?

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

What is one action that would make today a success?

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

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

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

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

What's a great piece of advice you recently received? Who was it from?

What's a recent disagreement or conflict you had in the workplace? How did you handle it?

How has your perspective on work-life balance evolved over the years, and what influences shaped this?

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

How do you contribute to a positive work environment or culture?

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

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?

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

How do you stay productive and motivated when working from home?

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

How do you feel about your relationship with your father?

What would you consider to be a 'dream job', and how close is your current job to that ideal?

What’s something at the top of your to-do list?

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

If you could try out any other profession for a day, what would it be?

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

Who here is most likely become a philanthropist?

A stranger is inhabiting your body for the day. What are some tips you’d give them?

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

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

What's a hobby you've always wanted to try?

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

What's an unpopular or controversial opinion that you hold?

If you could teach someone just one thing about how to be in a good relationship, what would it be?

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

You can know when you die or how you die. Which do you choose?

How do you describe your current job to someone who's not in your industry?

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

What is the smallest thing for which you are grateful?

What are you most jealous of about others?

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

What’s one thing that brings you energy and joy lately?

What's something you recently taught yourself?

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

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

What's the most useless thing you've ever been taught in school?

What would make you feel like "you made it"?

How much of your decision to stay in your current job is influenced by comfort and fear versus ambition and fulfillment?

What first impression do you hope you make on people?

Do you believe in second chances?

Have you ever had a mentor, and what was the most important thing they taught you?

What area in your life do you feel you’re making progress? Not making progress?

What's a truth you've recently come to terms with?

What public figure has had greatest impact on your personal life philosophy?

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

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

What's one piece of critical feedback you've received? How did you act on it?

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

What do you think is the most misunderstood aspect of your personality by others?

What advice would you give to your teenage self?

What's something good that recently happened to you?

What's the most memorable dream or nightmare you've ever had?