💜 Relationships
•
💌 All Topics
What's a difficult conversation you've been meaning to have?
Level 3
🧊 Icebreakers
•
💌 All Topics
What was your least favorite food growing up?
Level 1
🌎 Worldview & Life
•
💌 All Topics
Have you ever had an epiphany? What was it about, and what sparked the realization?
Level 3
🧊 Icebreakers
•
💌 All Topics
If you had $1M, but couldn’t spend a penny of it on yourself, what would you spend it on?
Level 2
💜 Relationships
•
💌 All Topics
What's the most important lesson a friend has taught you?
Level 1
🌎 Worldview & Life
•
💌 All Topics
How do you reconcile the pursuit of your personal goals with the need to contribute to the community?
Level 3
🎲 Random & Fun
•
💌 All Topics
Imagine you woke up with the ability to speak every language fluently; how would you use this power first?
Level 3
🤔 Self Reflection
•
💌 All Topics
What's the most important life lesson you've learned in the last 10 years?
Level 1
🌎 Worldview & Life
•
💌 All Topics
What is one your core principles in life that is guiding you at this time?
Level 1
🧊 Icebreakers
•
💌 All Topics
Is there an experience you think everyone should have at least once in their lives?
Level 3
💜 Relationships
•
💌 All Topics
What behavior or trait immediately makes you like someone?
Level 1
💼 Work & Career
•
💌 All Topics
What were some of my most challenging learning moments in your career, and what made them so?
Level 3
🤔 Self Reflection
•
💌 All Topics
What kind of person do you want to be?
Level 1
🧊 Icebreakers
•
💌 All Topics
What's a belief you held strongly that you changed your mind about?
Level 3
What indulgence do you currently spend the most money on?
Level 1
🌎 Worldview & Life
•
💌 All Topics
If your life was a story, what chapter would you currently be in, and what would its title be?
Level 1
🌎 Worldview & Life
•
💌 All Topics
If you had the power to completely eradicate one disease, which would you choose to eliminate?
Level 1
🌎 Worldview & Life
•
💌 All Topics
Who in life has inspired you the most?
Level 2
🎲 Random & Fun
•
💌 All Topics
If your life was a genre of music, what would it be?
Level 1
🎲 Random & Fun
•
💌 All Topics
If you had to skip on meal every day for the rest of your life, which meal would it be?
Level 2
Have you been to any cool places lately?
Level 1
💜 Relationships
•
💌 All Topics
In three words, how would your family and friends describe you?
Level 2
🤔 Self Reflection
•
💌 All Topics
What's your favorite personality or character trait about yourself?
Level 2
🎲 Random & Fun
•
💌 All Topics
Without saying what the category is, what are your top five?
Level 3
🤔 Self Reflection
•
💌 All Topics
What are your best habits? How did you develop them?
Level 1
What was the most recent thing that made you cry?
Level 3
🌎 Worldview & Life
•
💌 All Topics
What's the worst advice you've ever been given?
Level 2
🌎 Worldview & Life
•
💌 All Topics
You can impart one understanding about human relationships to your child. What insight do you choose to share?
Level 3
🎲 Random & Fun
•
💌 All Topics
If you could create a new holiday, what would it celebrate?
Level 2
🧊 Icebreakers
•
💌 All Topics
How do you find balance between your personal and professional life?
Level 2
💼 Work & Career
•
💌 All Topics
What’s your strategy for professional growth?
Level 2
🤔 Self Reflection
•
💌 All Topics
When do you feel most helpful to others?
Level 1
🧊 Icebreakers
•
💌 All Topics
What's a movie you can watch over and over without ever getting tired of?
Level 1
🤔 Self Reflection
•
💌 All Topics
What was your "rock bottom"? How did it happen, and how did you get out of it?
Level 1
🌎 Worldview & Life
•
💌 All Topics
What's something other people commonly do that you avoid, and are proud of doing so?
Level 2
What's a new skill or knowledge you're learning right now?
Level 2
💼 Work & Career
•
💌 All Topics
In what ways do you mentor or support others in your field?
Level 3
🤔 Self Reflection
•
💌 All Topics
What single event or decision do you think most affected the rest of your life? Was there a turning point in your life?
Level 3
🧊 Icebreakers
•
💌 All Topics
Is there a particular event or moment that redirected the course of your life? How did it impact you?
Level 3
What would you like to thank yourself for right now?
Level 2
💜 Relationships
•
💌 All Topics
What was your most memorable moment with your parent(s)?
Level 2
What do you wish people would ask you more about right now?
Level 2
Explain your current feelings in life to a 3 year old.
Level 2
What recent mistake taught you the most?
Level 3
🌎 Worldview & Life
•
💌 All Topics
What is something you've become increasingly interested in the more you've learned about it over time?
Level 2
🎲 Random & Fun
•
💌 All Topics
What is a childhood habit or preference that you'll never outgrow?
Level 2
🧊 Icebreakers
•
💌 All Topics
What’s is one thing we don’t know about you?
Level 2
What's one thing you recently did for yourself?
Level 1
🧊 Icebreakers
•
💌 All Topics
If you could pick a new first name for yourself, what name would you choose and why?
Level 3
What are you addicted to lately?
Level 2
What's a compliment you recently received?
Level 1
What have you been dreaming of eating lately?
Level 1
What's something you did recently that took courage?
Level 2
🤔 Self Reflection
•
💌 All Topics
What are 3 things you love about yourself?
Level 2
💜 Relationships
•
💌 All Topics
Do you feel like you've found "your people" yet in life?
Level 3
🤔 Self Reflection
•
💌 All Topics
What talent of yours do you consider to be inherent, like an advantage you were born with?
Level 1
💼 Work & Career
•
💌 All Topics
What are your biggest goals between now and the next issue of our Letterloop?
Level 1
💼 Work & Career
•
💌 All Topics
What's a goal or project you've made progress on?
Level 2
💜 Relationships
•
💌 All Topics
Complete this sentence: "I wish I had someone with whom I could share ... "
Level 1
What actions, if taken, would make you proud of yourself a month from now, regardless of the outcome?
Level 1
What are 3 words you'd used to describe how you currently feel?
Level 1
🤔 Self Reflection
•
💌 All Topics
What trait do you admire in others but don't possess yourself?
Level 3
🎲 Random & Fun
•
💌 All Topics
Where do you wish you had grown up?
Level 2
Think of one of your big, lofty goals. What small step could you take today towards achieving it?
Level 2
🌎 Worldview & Life
•
💌 All Topics
What is the most trivial thing about which you have a strong opinion?
Level 2
What are you grateful for lately?
Level 2
🌎 Worldview & Life
•
💌 All Topics
Think of the best teacher you've ever had. What did they teach, and what made them so special?
Level 1
💼 Work & Career
•
💌 All Topics
What trends do you foresee in your industry in the next five years?
Level 2
🎲 Random & Fun
•
💌 All Topics
What are some bad things you did as a teenager?
Level 1
🎲 Random & Fun
•
💌 All Topics
What does your dream home look like?
Level 1
🌎 Worldview & Life
•
💌 All Topics
What do you think is the most important quality of human civiliation for its continued survival?
Level 3
🌎 Worldview & Life
•
💌 All Topics
When have you felt the most connected to something greater than yourself, and what were the circumstances?
Level 2
Which form of self-expression has become increasingly important to you?
Level 3
💜 Relationships
•
💌 All Topics
What trait signals to you that someone is wise?
Level 2
🎲 Random & Fun
•
💌 All Topics
If you had to get a tail, what tail would you want and what would you use it for?
Level 2
🌎 Worldview & Life
•
💌 All Topics
What is something that is important to you that you never really talk about?
Level 3
🤔 Self Reflection
•
💌 All Topics
How would you describe your relationship with yourself in a single word?
Level 3
What's something that tends to ruin your day as of late?
Level 2
🤔 Self Reflection
•
💌 All Topics
What's something people are surprised to learn about you?
Level 2
🌎 Worldview & Life
•
💌 All Topics
What's your philosophy in life?
Level 1
🧊 Icebreakers
•
💌 All Topics
What character traits do you most appreciate in your teammates?
Level 2
💜 Relationships
•
💌 All Topics
What have you previously tolerated that you no longer allow in your life?
Level 3
🌎 Worldview & Life
•
💌 All Topics
Is there anything you think the previous generation did better than your generation?
Level 3
💼 Work & Career
•
💌 All Topics
How has your perspective on your career changed over time?
Level 3
What have you been eating lots of lately?
Level 1
🌎 Worldview & Life
•
💌 All Topics
Which societal norm would you like to see ended, and why? What changes would you propose?
Level 1
💜 Relationships
•
💌 All Topics
Which relationship in your life do you currently find the most challenging? What are you learning from it?
Level 3
🤔 Self Reflection
•
💌 All Topics
Do you love yourself? What does that look like?
Level 3
🧊 Icebreakers
•
💌 All Topics
If you could travel anywhere in the world right now, where would you go and why?
Level 1
What's a recent personal growth moment you've experienced?
Level 2
🤔 Self Reflection
•
💌 All Topics
What is your biggest accomplishment outside of academia and work?
Level 2
🎲 Random & Fun
•
💌 All Topics
Who here is most likely to dedicate their life trying to go to another planet?
Level 1
💼 Work & Career
•
💌 All Topics
How would you describe your approach to your career so far?
Level 2
🌎 Worldview & Life
•
💌 All Topics
What's the most useful thing you've ever been taught in school?
Level 1
Do you feel you're operating in a sustainable way?
Level 1
🤔 Self Reflection
•
💌 All Topics
What do you think will still be the same about you 10 years from now?
Level 2
🤔 Self Reflection
•
💌 All Topics
What is the quality you admire the most in the person you dislike the most?
Level 3
🧊 Icebreakers
•
💌 All Topics
What's the most significant risk you've ever taken, and how did it turn out?
Level 3
💜 Relationships
•
💌 All Topics
What crucial boundary do you need to establish with someone in your life? What's been holding you back?
Level 3
🎲 Random & Fun
•
💌 All Topics
Imagine that you can choose when and how you die. How long would you like to live, and how would you like to go?
Level 3
