Sixty Questions for Self Awareness
(from Tasha Eurich’s book, Insight.)
20 Deep Questions For Emotional Awareness
These are not the easiest questions to answer quickly. Give yourself the time to answer them when you feel inspired. I tended to jump around and do certain ones first. It will be very thought provoking.
Who are you most jealous of and why?
How comfortable are you talking about your feelings and with whom?
What upsets you about other people’s behavior — and what does that say about you?
How do you handle difficult but necessary conversations?
What demotivates you and what helps you regain motivation after you lose it?
When was the last time you felt disappointed or hurt? How did you respond?
What is your definition of happiness?
In what ways are you preventing your own happiness?
How do you typically feel just after waking up and when you go to bed?
Has insecurity ever been useful to you? What about overconfidence?
Are your actions mostly guided by love or by fear?
Do people you surround yourself with lift you up or bring you down?
How often do you treat yourself with love and respect?
Is there someone who hurt you in the past and whom you still need to forgive?
What regrets do you have about the past and what worries you about the future?
What social situations make you uncomfortable?
When you look back at the past month, what was the most joyful moment you experienced?
When you can’t sleep at night, what do you usually think about?
How do you feel when you see yourself in the mirror?
What has the fear of failure stopped you from doing?
20 Deep Questions for Accurate Self-Assessment
What positive qualities do you bring into your close relationships?
What tasks and responsibilities do people at work trust you with?
What skills do you want to learn in the next five years?
In what ways are you contributing to your family, organization or community?
What activities make you feel content, energized and fulfilled?
What are your strategies for bouncing back after a failure?
What threats and opportunities do you currently see in your life?
What are you most likely wrong about?
What could you give a 30-minute speech on with no preparation?
Do you have any addictions? What are they?
What do you spend too much time doing? What do you spend not enough time doing?
What do you love about yourself?
When people come to ask you for help, what do they usually ask for?
When you ask others for help, what do you usually ask for?
What do you think about when you’re alone?
What are three questions you wish you had definite answers to?
What is your biggest strength and your biggest weakness?
If you could change one decision you made in the past, what would it be?
How would you describe yourself in one sentence?
What limiting beliefs do you hold about yourself and the world?
20 Deep Questions for Building Self-Confidence
What compliment do you like to hear the most and why?
What challenges have you faced in the past that you’re proud of overcoming?
What is the mistake you learned from the most?
When do you say “I can’t” most often — and is that actually true?
When was the last time you did something that made you feel scared or uncomfortable?
What difficult problems have you solved that you initially thought were unsolvable?
When was the last time you said “no” and felt good about it?
What one thing would you do if the success was guaranteed?
If you could offer advice to your teenage self, what would you say?
What would you do differently if you knew nobody would judge you?
Are you on the right path in life? How can you tell?
What accomplishments are you most proud of?
When it’s all said and done, will you have said more than you’ve done — or vice versa?
What changes have you undergone that you thought impossible five years ago?
When was the last time you felt empowered?
What do you need to tell yourself today?
What will you never give up on?
What is the best decision you’ve ever made?
What was the best thing you did for yourself today?
When was the last time you surprised yourself?
