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

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

What's the best lesson you've learned from a difficult situation?

What's a recent moment in which you're proud that you spoke up?

How authentically do you feel you represent yourself to others?

What is your biggest accomplishment outside of academia and work?

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

Who helped you recently?

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

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

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

What was the most recent thing that made you cry?

What was your parents' relationship like?

What are you grateful for lately?

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

Who here is most likely to dedicate their life trying to go to another planet?

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

What embarrassing memory will forever be seared in your memory?

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?

What's something people often incorrectly assume about you?

If you had to choose a theme song for your life, what would it be?

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

How do you feel about your relationship with your mother?

When was the last time you cried and why?

What indulgence do you currently spend the most money on?

How has your perspective on your career changed over time?

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

What's something you'd like to do, but have a hard time acting on?

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

What's something you've recently let go of, and how has it impacted you?

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

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

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

Have you attended any interesting work-related seminars or workshops lately?

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

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

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 did you learn about the concept of love from your parents? Is there anything you want to keep, or anything you want to let go?

What do you take for granted?

What community do you currently feel the most connected to?

Is there anyone who intimidates you? Why do you think this is?

Which is more important, nature or nurture?

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

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

What is the dumbest but most innocent thing you believed as a child?

Who here is is most likely to establish a scientific law?

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

What's a goal or project you've made progress on?

What was your relationship like with your siblings growing up? If you didn't have them, who did you spend a lot of time with?

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

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

What's going well with work or school? What's not going well?

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 are you most jealous of about others?

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

Explain your job to a 3 year old.

Complete this sentence: "I wish I had someone with whom I could share ... "

How did you spend your most recent weekend?

What's one thing about you that hasn't changed in the last 10 years?

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

How have you been lately?

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

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

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

If you had 9 lives, what would you do with them?

What skill of yours are you most proud of?

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

What do you most need to hear right now, and from whom?

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

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

What's your favorite way to relax these days?

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

Can you share an instance where your first impression of someone was completely wrong?

Who here is is most likely to eat cat food?

Who do you wish was still alive? Could be someone you've met, never met, anyone.

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

Do you feel you're operating in a sustainable way?

What's been on your mind a lot lately?

What was your first job, and what did it teach you?

What's a current trend you find concerning?

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

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

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

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

What would you title your memoir?

How do you approach your overall wellness?

If you could witness any event in the future, what would you choose to see?

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

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

What does your ideal/dream life look like?

What fictional character do you most relate to?

What's a memorable lesson you've learned from a mistake you've made?

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

Does your current job challenge you to grow in the ways you truly want? If not, what’s missing?

What lesson have you had to learn again and again?

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

Do you think you fit a particular stereotype? Which one, and why?

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

What do you think all happy people have in common?

What are you most proud of right now?