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

Who helped you recently?

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

What kind of a day have you had so far today?

Which relationships are you investing the most in right now?

Have you ever had an epiphany? What was it about, and what sparked the realization?

What's the most valuable lesson you've learned from a culture different from your own?

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's something you recently taught yourself?

Given the choice of anyone in the world, whom would you want as a dinner guest?

What are you most grateful for in your life right now?

What's the most enjoyable project you've worked on recently?

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

What's your favorite way to relax these days?

Are there any inner thoughts you have that bother you?

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

What's something that will make you smile every time?

Which childhood book or story influenced you the most?

What character traits do you most appreciate in your teammates?

When do you feel most helpful to others?

What's something you used to be ashamed of but have come to embrace?

What was your biggest win lately?

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

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

What's something you're looking forward to in the coming months?

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

Who here is most likely become a philanthropist?

What's a book or podcast you'd recommend that’s related to your career?

What is something you've become increasingly interested in the more you've learned about it over time?

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

Who has had the most positive impact on your life?

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

What movie traumatized you as a kid?

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

How well do you feel your work aligns with your purpose or identity?

What's a goal you're working towards?

What's your favorite smell?

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

Who in your life always makes you laugh?

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

What aspects of how you were raised do you want to continue on to future generations? What aspects do you want to be sure not to repeat?

Who here is is most likely to eat cat food?

What would you title your memoir?

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

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

If your life was a genre of music, what would it be?

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

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

What's the best purchase you recently made?

What's something you strongly believed in your childhood that you no longer feel sure about?

What's something you wish you knew earlier about being a good partner?

How has your relationship with your parents changed as you've gotten older?

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

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

What color describes your mood today?

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

What do you find yourself fantasizing about these days?

What's your go-to productivity hack?

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

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

If you have siblings, how do you (or did you) quarrel with them?

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?

Which is more important, nature or nurture?

You can only guarantee your child learns one life principle. What do you teach them?

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

How's your family doing?

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

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

What's the most unusual food you've ever tried, and would you eat it again?

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

What's one of your biggest pet peeves?

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

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

When was the last time you experienced stillness and wonder?

What's a deep question you often ask yourself?

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

What does love mean to you?

What was the most recent thing that made you cry?

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

What's the weirdest food combination you actually enjoy?

Are you currently holding a grudge against anyone?

What's one thing you've never done but feels like it's something you need to do in your lifetime?

What's that one thing you keep buying or doing even though you know it's unhealthy?

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 is your why? What gets you up in the morning?

What is your most terrible memory?

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

What do you think is your biggest strength and your biggest weakness?

How would you describe your approach to your career so far?

How do you find balance between your personal and professional life?

What are you most jealous of about others?

What's your favorite article of clothing you own?

Where do you see yourself professionally a year from now?

What inaction or missed opportunity do you regret?

If you could alter one decision you made in your early 20s, what would it be?

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

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

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

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

How well are you taking care of yourself lately?