💼 Work & Career
•
💌 All Topics
How do you contribute to a positive work environment or culture?
Level 3
💜 Relationships
•
💌 All Topics
What's a difficult conversation you've been meaning to have?
Level 3
🤔 Self Reflection
•
💌 All Topics
What's something that you wish was easier for you?
Level 1
🎲 Random & Fun
•
💌 All Topics
What's the most bizarre dream you've ever had?
Level 2
🎲 Random & Fun
•
💌 All Topics
What movie traumatized you as a kid?
Level 1
🎲 Random & Fun
•
💌 All Topics
You get to invent something. What is it and what does it do?
Level 2
How’s your heart today?
Level 2
What battles are you fighting right now?
Level 3
🤔 Self Reflection
•
💌 All Topics
What do you think will still be the same about you 10 years from now?
Level 2
🧊 Icebreakers
•
💌 All Topics
What's your favorite way to unwind after a busy week?
Level 1
🌎 Worldview & Life
•
💌 All Topics
If you could have witnessed one event from your family history, what would it be?
Level 3
💜 Relationships
•
💌 All Topics
What's a recent moment in which you're proud that you spoke up?
Level 1
💼 Work & Career
•
💌 All Topics
What's a skill you use at work that you also use in your personal life?
Level 1
🧊 Icebreakers
•
💌 All Topics
What's your secret talent that no one would expect you to have?
Level 2
🧊 Icebreakers
•
💌 All Topics
Is there a particular event or moment that redirected the course of your life? How did it impact you?
Level 3
🤔 Self Reflection
•
💌 All Topics
If you could alter one decision you made in your early 20s, what would it be?
Level 2
💼 Work & Career
•
💌 All Topics
How do you reconcile the need for financial stability with the desire to pursue a passion that might be less lucrative?
Level 3
🌎 Worldview & Life
•
💌 All Topics
What is something that is important to you that you never really talk about?
Level 3
🎲 Random & Fun
•
💌 All Topics
You're given a sidekick with any superpower of your choosing. What's their name, and what's their power?
Level 3
🤔 Self Reflection
•
💌 All Topics
What area in your life are you looking to improve?
Level 1
💜 Relationships
•
💌 All Topics
What's your favorite memory with your family?
Level 1
🎲 Random & Fun
•
💌 All Topics
If you could witness any event from the past, present, or future, what would it be and why?
Level 2
🎲 Random & Fun
•
💌 All Topics
If you could change one thing about yourself physically, what would you change?
Level 3
💜 Relationships
•
💌 All Topics
If you were to suddenly inexplicably go missing, who in your life would be most likely to solve the mystery and find you?
Level 1
🧊 Icebreakers
•
💌 All Topics
What's something you're looking forward to in the coming months?
Level 2
🧊 Icebreakers
•
💌 All Topics
What's a belief you held strongly that you changed your mind about?
Level 3
What has surprised you recently?
Level 1
🌎 Worldview & Life
•
💌 All Topics
If you could change anything about the way you were raised, what would it be?
Level 2
🤔 Self Reflection
•
💌 All Topics
How would you summarize your life so far in one sentence?
Level 2
🧊 Icebreakers
•
💌 All Topics
What's a challenge you've overcome that made you a stronger person?
Level 3
💜 Relationships
•
💌 All Topics
What's your ideal first date?
Level 2
💜 Relationships
•
💌 All Topics
Is there anyone you envy? If so, whom and for what?
Level 1
What’s a new movie or show you've enjoyed recently?
Level 1
🌎 Worldview & Life
•
💌 All Topics
What's the worst advice you've ever been given?
Level 2
💼 Work & Career
•
💌 All Topics
What's the best career advice you've ever received?
Level 1
🎲 Random & Fun
•
💌 All Topics
What's the best compliment you've ever received?
Level 3
What is one thing you didn’t do so well recently?
Level 1
🌎 Worldview & Life
•
💌 All Topics
Is there anything you think your generation does better than the previous generation?
Level 1
🎲 Random & Fun
•
💌 All Topics
Who here is is most likely to establish a scientific law?
Level 1
Who helped you recently?
Level 1
🧊 Icebreakers
•
💌 All Topics
If you had to choose a theme song for your life, what would it be?
Level 2
🌎 Worldview & Life
•
💌 All Topics
How has your definition of happiness changed as you've gotten older?
Level 3
What aspects of life are you loving most right now?
Level 2
🌎 Worldview & Life
•
💌 All Topics
You can go back in time and experience any historical event. Where do you go, and when?
Level 2
🎲 Random & Fun
•
💌 All Topics
Imagine you could bring drawings to life; what’s the first thing you would draw?
Level 3
🤔 Self Reflection
•
💌 All Topics
What's something people often incorrectly assume about you?
Level 3
💜 Relationships
•
💌 All Topics
What social behaviors of yours are driven by the need for safety, belonging, acceptance, or validation, rather than genuine desire?
Level 3
🤔 Self Reflection
•
💌 All Topics
What's something you wish people asked you about more often?
Level 1
🌎 Worldview & Life
•
💌 All Topics
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?
Level 3
💼 Work & Career
•
💌 All Topics
What’s your strategy for professional growth?
Level 2
🎲 Random & Fun
•
💌 All Topics
What is something you hate, that everyone else loves?
Level 3
💼 Work & Career
•
💌 All Topics
How do you describe your current job to someone who's not in your industry?
Level 1
🎲 Random & Fun
•
💌 All Topics
What outfit makes you feel powerful, smart, or capable?
Level 3
🧊 Icebreakers
•
💌 All Topics
What are people surprised to learn you're really good at?
Level 2
💼 Work & Career
•
💌 All Topics
What are your biggest goals between now and the next issue of our Letterloop?
Level 1
What’s something that made you laugh recently?
Level 1
What’s your biggest flex in life right now?
Level 3
🧊 Icebreakers
•
💌 All Topics
What was your favorite childhood toy?
Level 1
🧊 Icebreakers
•
💌 All Topics
Where were you born?
Level 1
🎲 Random & Fun
•
💌 All Topics
If you could choose one superpower, but it had to be extremely specific and unusual, what would it be?
Level 3
🤔 Self Reflection
•
💌 All Topics
Do you love yourself? What does that look like?
Level 3
What's something you recently learned?
Level 2
💼 Work & Career
•
💌 All Topics
Looking back, what's one decision you made that was a leap of faith? How did it shape where you are today?
Level 3
What's a challenge you recently faced?
Level 1
🌎 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
When you think of the legacy you want to leave, does your current job contribute to that vision?
Level 3
🧊 Icebreakers
•
💌 All Topics
Which best describes you? An introvert or an extrovert?
Level 1
🌎 Worldview & Life
•
💌 All Topics
What makes you optimistic about the future?
Level 3
On a scale of 1-10, how happy are you?
Level 2
🎲 Random & Fun
•
💌 All Topics
Are you known for having a personal catchphrase, or something you say often?
Level 2
🌎 Worldview & Life
•
💌 All Topics
What do you think happens after we die, if anything?
Level 1
Is there anything you'd like to get off your chest?
Level 3
🌎 Worldview & Life
•
💌 All Topics
What's the most useless thing you've ever been taught in school?
Level 1
💜 Relationships
•
💌 All Topics
What behavior or trait immediately makes you like someone?
Level 1
💜 Relationships
•
💌 All Topics
What have you previously tolerated that you no longer allow in your life?
Level 3
🎲 Random & Fun
•
💌 All Topics
You can know when you die or how you die. Which do you choose?
Level 3
💼 Work & Career
•
💌 All Topics
What's a recent disagreement or conflict you had in the workplace? How did you handle it?
Level 3
🎲 Random & Fun
•
💌 All Topics
Who here is most likely to leave their inheritance to a ferret that only has a 3-year lifespan?
Level 1
🌎 Worldview & Life
•
💌 All Topics
What is something you've become increasingly interested in the more you've learned about it over time?
Level 2
🌎 Worldview & Life
•
💌 All Topics
What's the best outcome of a serendipitous event you've experienced in your life?
Level 3
What are you most grateful for in your life right now?
Level 2
🧊 Icebreakers
•
💌 All Topics
What's the most valuable lesson you've learned from a culture different from your own?
Level 3
What's been on your mind a lot lately?
Level 1
💜 Relationships
•
💌 All Topics
What first impression do you hope you make on people?
Level 1
🎲 Random & Fun
•
💌 All Topics
You have to start a business. If you already have one, it can't be your current one. What would you name it, and what would it do?
Level 2
🎲 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
💜 Relationships
•
💌 All Topics
What’s one family tradition you want to pass down to your kids?
Level 1
🌎 Worldview & Life
•
💌 All Topics
If you could telepathically say something that all 8+ billion people on Earth could hear at once, what would it be?
Level 3
💼 Work & Career
•
💌 All Topics
Have you ever had to negotiate salary or a promotion? What's your strategy?
Level 2
🎲 Random & Fun
•
💌 All Topics
If you were an inanimate object, what would you be and why?
Level 2
💼 Work & Career
•
💌 All Topics
Would the best version of yourself be in your current job? If not, what keeps you there?
Level 3
🌎 Worldview & Life
•
💌 All Topics
What's an unconventional piece of advice that has had a significant impact on your life?
Level 3
🌎 Worldview & Life
•
💌 All Topics
What principle do you hold that you would never compromise on, even under pressure?
Level 3
What indulgence do you currently spend the most money on?
Level 1
🧊 Icebreakers
•
💌 All Topics
What's the quirkiest habit you have that you're willing to admit?
Level 3
🤔 Self Reflection
•
💌 All Topics
What activity absorbs you completely and makes you lose track of time?
Level 1
What's a recent personal growth moment you've experienced?
Level 2
🤔 Self Reflection
•
💌 All Topics
What's something you used to be ashamed of but have come to embrace?
Level 3
🎲 Random & Fun
•
💌 All Topics
Do you have any conspiracy theories? If so, what are they?
Level 3
🎲 Random & Fun
•
💌 All Topics
If you could erase one thing or event from your memory, what would you choose?
Level 3
