Collection

Reflection Questions

108 questions. Each one designed to find the thing underneath the thing you tell yourself.

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BoundariesAgingTrustSuccessChangeControlHobbiesWellnessValuesSelf-careHappinessExperiences+34 more

Self Improvement

30

You've read the books. Done the routines. Tried the frameworks. And you're still here, looking for something none of them addressed. These questions skip the prescription and look at what's actually happening.

What thoughts am I ruminating over?

#Thoughts

Can you think of an example of a task you didn't do as well as you would have liked, and what factors may have contributed to that?

#Work

Have you taken full advantage of the opportunities offered to you?

#Opportunities

Who aligns with your way of thinking?

#Thoughts

What tasks or situations do you often procrastinate on, even if they are important or necessary?

#Time Management#Work

How have I embraced change recently?

#Change

What kinds of meetings or situations do you find particularly challenging or difficult to handle, and why?

#Work

Can you think of a recent activity you enjoy doing that would surprise your younger self?

#Hobbies#Change

Looking back, what do you think your younger self could have worried less about and focused on more?

#Change

Is there a task or activity that you find yourself fully immersed in and energized when doing?

#Work

Is there something you enjoy doing, even though you don't think you will ever become particularly skilled at it?

#Skills

Is there an activity that you feel particularly drawn to when on an extended vacation?

#Hobbies

What boundaries can we positively break?

#Boundaries

Have you cleaned up your life?

#Life

What have you learned is actually a lot easier than you once thought it was?

#Skills#Experiences

Are there any situations or tasks that make you feel anxious or uneasy, causing a physical sensation in your stomach?

#Fear

Where am I waiting for another person to make the first move?

#Relationships

What activities have you been drawn to since childhood and still find enjoyable?

#Hobbies

How can I honor myself today?

#Self-esteem

What would need to be included in a perfect day?

#Dreaming

Are you treating your close ones with dignity and respect?

#Kindness

When was the last time you laughed really hard?

#Joy

How can I carve out time to replenish?

#Time Management

Have you said what you need to say to your friends and family members?

#Family#Friends

Do you have habits that are destroying your health and well-being?

#Habits#Wellness

What obstacles could arise today?

#Critical thinking

What was a recent project you enjoyed working on and would be interested in continuing to work on?

#Work#Hobbies

Have people who know you well ever mentioned any special strengths that they see in you?

#Hobbies#Kindness

What topic or activity are you particularly passionate about and can't stop talking about?

#Hobbies

Are you truly shouldering your responsibilities?

#Responsibilities#Boundaries

Self Reflections

64

Backward-looking questions for people who sense something shifted but can't pinpoint when. The discomfort of looking back honestly is the point.

What is happiness?

#Happiness

Can you think of an example of a task you didn't do as well as you would have liked, and what factors may have contributed to that?

#Work

What do I ignore because it’s too painful to accept?

#Stress#Fear

If I took over my life from scratch today, what would I immediately stop doing?

#Change

What is bothering you?

#Stress

Am I learning new things?

#Skills

What shall I do with the fact of aging?

#Aging

Who aligns with your way of thinking?

#Thoughts

What is wrong, exactly?

#Stress

What tasks or situations do you often procrastinate on, even if they are important or necessary?

#Time Management#Work

Where I go through unnecessary struggle?

#Stress

Where do I feel most at ease? Where do I not?

#Emotions

What time of day can I be least reachable?

#Time Management

What can I do in the next week that will make the rest of the year easier?

#Change#Time Management

What kinds of meetings or situations do you find particularly challenging or difficult to handle, and why?

#Work

What makes me proud?

#Hobbies

What does wellness look like for me?

#Wellness

What conflicting notions am I oscillating between?

#Conflicts#Thoughts

What haven’t I experienced firsthand that leaves me naive to how something works?

#Experiences

Who do I spend time with that pulls me down?

#Change#Energy#Relationships

Who do I spend time with that lifts me up?

#Change#Energy#Relationships

Looking back, what do you think your younger self could have worried less about and focused on more?

#Change

What does success mean to me?

#Success

What brings you joy?

#Energy#Joy

Is there a task or activity that you find yourself fully immersed in and energized when doing?

#Work

Who am I?

#Change

What's something you learned to love about yourself?

#Love

What can you do to build trust?

#Trust

Is there something you enjoy doing, even though you don't think you will ever become particularly skilled at it?

#Skills

Is there an activity that you feel particularly drawn to when on an extended vacation?

#Hobbies

What emotions can I identify that deplete my energy?

#Emotions#Energy

How can I maintain trust within myself?

#Trust

Are there any situations or tasks that make you feel anxious or uneasy, causing a physical sensation in your stomach?

#Fear

What do I desperately want to be true, so much that I think it’s true when it’s clearly not?

#Thoughts#Truth

Am I off center?

#Stress

How can I be my best under the current circumstances?

#Stress

When could I benefit most from a little lightheartedness?

#Kindness

Am I happy?

#Happiness

How can I calm my thoughts, when I need it?

#Emotions#Wellness#Thoughts

What do I want, exactly?

#Dreaming

When was the last time I did something for the first time?

#Hobbies#Skills

What are ways I can be gentle to myself?

#Wellness#Kindness#Self-care

How are you spending your time?

#Time Management

Do I love well?

#Love

Am I living the life I choose for myself?

#Life

What am I avoiding?

#Fear

What do you do when you have nothing to do?

#Habits#Hobbies

Which of my current views would I disagree with if I were born in a different country or generation?

#Change

If I had one year to live, what would I change?

#Life

What drains my energy?

#Energy

How much have things outside of my control contributed to things I take credit for?

#Control

What shall I do when greed consumes me?

#Greed

There are so many emotions to be felt. What am I feeling right now?

#Emotions

Am I playing the right game?

Have you lately felt flow moments?

#Hobbies#Work

What time of day am I most productive?

#Time Management

What do I desperately want to be true, so much that I think it’s true when it’s clearly not?

#Fear#Truth

What was a recent project you enjoyed working on and would be interested in continuing to work on?

#Work#Hobbies

What do you wish more people asked you about?

#Kindness#Communication

Have people who know you well ever mentioned any special strengths that they see in you?

#Hobbies#Kindness

What gives me energy?

#Energy

Which of my current views would I disagree with if I were born in a different country or generation?

#Opinions#Conflicts

What topic or activity are you particularly passionate about and can't stop talking about?

#Hobbies

What are we ignoring today that will seem shockingly obvious in a year?

#Change#Money

Professional Development

36

The career questions nobody asks in a performance review. Not where you're going. Where you actually are, and whether the scoreboard you're using still measures anything real.

Can you think of an example of a task you didn't do as well as you would have liked, and what factors may have contributed to that?

#Work

Have you taken full advantage of the opportunities offered to you?

#Opportunities

What kinds of tasks or situations would make you consider a change in jobs or career path?

#Work

Have I gotten any recognition of my work lately?

#Work

What talents do you possess?

#Skills

What tasks or situations do you often procrastinate on, even if they are important or necessary?

#Time Management#Work

What’s most important to you in your career?

#Work

What trends are happening right now?

#Change

What time of day can I be least reachable?

#Time Management

What kinds of meetings or situations do you find particularly challenging or difficult to handle, and why?

#Work

Can you think of a recent activity you enjoy doing that would surprise your younger self?

#Hobbies#Change

Does my job give me a chance to develop?

#Work

Looking back, what do you think your younger self could have worried less about and focused on more?

#Change

What does success mean to me?

#Success

Why am I actually doing my work?

#Work

Is there a task or activity that you find yourself fully immersed in and energized when doing?

#Work

Is there something you enjoy doing, even though you don't think you will ever become particularly skilled at it?

#Skills

Is there an activity that you feel particularly drawn to when on an extended vacation?

#Hobbies

What boundaries can we positively break?

#Boundaries

Which part of your work, if it suddenly got much better, would have the biggest impact on the outcome you seek?

#Work

Are there any situations or tasks that make you feel anxious or uneasy, causing a physical sensation in your stomach?

#Fear

Am I off center?

#Stress

What activities have you been drawn to since childhood and still find enjoyable?

#Hobbies

How are you spending your time?

#Time Management

Is my work meaningful to me?

#Work

What is the much more ambitious version of that?

Are you working hard on your career, or even your job, or are you letting bitterness and resentment hold you back and drag you down?

#Work

Am I playing the right game?

Have you lately felt flow moments?

#Hobbies#Work

How can I find happiness in my career?

#Work#Happiness

What change do you want to make? Why would this change benefit me?

#Change

How do you make sure you’re heading in the right direction?

What time of day am I most productive?

#Time Management

What was a recent project you enjoyed working on and would be interested in continuing to work on?

#Work#Hobbies

Have people who know you well ever mentioned any special strengths that they see in you?

#Hobbies#Kindness

What topic or activity are you particularly passionate about and can't stop talking about?

#Hobbies

Mind Balance

3

For when resting feels like failing and doing feels like drowning. These questions sit in that gap. Not to fix it. To name what's actually happening there.

Personal Development

22

Not the 'become your best self' version. The version where you look at who you actually are right now, without the aspirational filter, and figure out what's true.

Reading questions is one thing. Answering them honestly is another.

The interview asks follow-ups you'd avoid on your own, and names the patterns underneath.

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