What is one thing you're tired of explaining to people?

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

What outfit makes you feel powerful, smart, or capable?

Where do you see yourself professionally a year from now?

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

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

Is there an experience you think everyone should have at least once in their lives?

Would the best version of yourself be in your current job? If not, what keeps you there?

If you could witness any event from the past, present, or future, what would it be and why?

What embarrassing memory will forever be seared in your memory?

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

What trait signals to you that someone is wise?

What profession would you be in if you had known about it earlier?

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

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

What is one commitment you've made to showing up differently in a particular relationship of yours?

What is one action that would make today a success?

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

What's your ideal first date?

What trait do you admire in others but don't possess yourself?

If you could learn one secret from anyone, who would it be and what would it pertain to?

What fact about yourself took you the longest to understand or accept?

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

What's a recent decision that was hard to make?

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

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

You just inherited $10,000,000. How does your life change tomorrow?

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

Is there anyone you envy? If so, whom and for what?

What has surprised you recently?

What do you consider as red flags in a potential friendship?

What behavior or trait immediately makes you trust someone?

What's a standout moment where you felt excited recently?

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

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

What do you find yourself fantasizing about these days?

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

What's a surprising hobby you enjoy?

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

What's an interesting conversation you recently had?

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

The world needs more of my...

What's a new skill or knowledge you're learning right now?

What tools or apps do you find indispensable for your work?

What word describes your essence the best?

Think of one of your big, lofty goals. What small step could you take today towards achieving it?

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

Are you closer to one of your parents than the other, and why?

What behavior or trait immediately makes you respect someone?

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

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

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

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

What's your favorite personality or character trait about yourself?

How do you approach your overall wellness?

What instantly makes you think less of someone?

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

What's a current trend you find concerning?

Do you have an inner monologue? Do you think your thoughts in words or concepts?

What career decisions have you made based on fear? What decisions have been based on confidence?

Have any priorities recently shifted to the forefront of your life?

What is something that is important to you that you never really talk about?

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

Who here is would most likely live the longest?

What's a new hobby or activity you've tried recently?

What aspects of life are you loving most right now?

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

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

How do you reconcile the need for financial stability with the desire to pursue a passion that might be less lucrative?

Before having a conversation with someone, do you ever rehearse what you are going to say? Why

What movie traumatized you as a kid?

Who here is most likely to bring an axe to a pillow fight?

What do you consider as red flags in a potential employer or boss?

What's the weirdest food combination you actually enjoy?

Explain your job to a 3 year old.

What song is 10/10 in your book, but no one has heard of it?

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

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

What's your favorite memory in your childhood home?

What do you think people might envy you for?

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

What's your favorite memory with your family?

What's currently worrying you?

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

What do you think happens after we die, if anything?

Who here is is most likely to read every book in a school library?

Is there anything you'd like to get off your chest?

What indulgence do you currently spend the most money on?

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

What makes you optimistic about the future?

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

If you could pick a new first name for yourself, what name would you choose and why?

What's the best purchase you recently made?

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?

What elements of your daily routine have become non-negotiable lately?

Are you waiting on someone or something to progress in an aspect of your life?

What is the smallest thing for which you are grateful?

If you could have a superpower that helps you in your current job, what would it be?

Is there a quote or saying you call to mind often, intentionally or unintentionally?

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