What's something you currently doubt, conciously or subconsciously, that you can do?

What gives you supreme joy right now?

What was the best birthday gift you ever got?

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

What's your go-to productivity hack?

Explain your job to a 3 year old.

What was the last fear you overcame and how?

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

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

On a scale of 1 to 10, how valued do you feel at work?

How do you feel about your relationship with your mother?

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

What's some surprising feedback you recently received?

What was the most recent thing that made you cry?

What talent of yours do you consider to be inherent, like an advantage you were born with?

What self-limiting beliefs do you currently hold?

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

What's the most challenging ethical dilemma you've faced in your career?

What's a significant professional challenge you overcame in the last year?

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

What's your favorite memory in your childhood home?

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

Is there anyone close in your life that perceives you differently than you perceive yourself?

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

Are there any inner thoughts you have that bother you?

How's your family doing?

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

What is the most memorable meal you've ever had? (It can be good or bad.) What made it so memorable?

What past compromises do you refuse to make now?

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

What compliment would you give yourself right now?

What do you think is the most important quality of human civiliation for its continued survival?

What's your favorite smell?

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

Who here is would most likely live the longest?

How have you been lately?

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

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

Have you ever desired or longed for something, but once you got it, discovered it was overrated or that you no longer wanted it?

What's your earliest memory?

Who here is is most likely to eat cat food?

How do you stay updated with the latest developments in your field?

What’s your best tip for staying focused and productive?

When have you felt the most connected to something greater than yourself, and what were the circumstances?

Do you feel challenged enough at work?

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

What's a moment in your life that felt like a crossroads?

Has your gut feeling or intuition about someone or something ever been wrong?

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

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

What's something you've been reminding yourself to think, do, or feel lately?

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

What do you consider as red flags in a potential romantic relationship?

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

In what way do you differ most from your romantic partner? In what way are you most similar?

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

Are human desires endless, and can a society exist without wanting more?

What's your favorite non valuable item you'll keep to the grave?

What was your first job ever?

How would you describe your relationship with yourself in a single word?

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?

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

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

How do you balance work and personal life?

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

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

Thinking about your current #1 goal, what makes you optimistic you'll achieve it?

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

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?

What's something you recently came across that gave you hope or inspiration?

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

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

What do you feel like you’re really good at?

What behavior or trait immediately makes you trust someone?

What behavior or trait immediately makes you respect someone?

What do you think is the best place or way to meet a signifcant other?

What's one work-related skill you'd like to develop, and why?

What do you find yourself fantasizing about these days?

What can you be kinder towards yourself for right now?

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

If you could ask your future self one thing, what would it be?

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

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

How can you take better care of yourself? How will you make that happen?

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

Have you tried any new foods or restaurants lately?

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

How did you spend your most recent weekend?

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

What character trait instantly makes you respect someone?

What areas of personal development do you feel you need to focus on to to achieve further professional success?

What's a recent moment in which you feel you represented yourself authentically?

What are you most jealous of about others?

Do you believe in second chances?

Who has had the most positive impact on your life?

What's a compliment you recently received?

What’s your take on the common career advice to "follow your passion"?

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

If you had a magic wand, how would your life magically be better a month from now?

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