What makes me feel wide-awake, even when I’m lacking sleep?
What makes me feel exhausted, even when I’m perfectly well rested?
In twenty years, how will I look back on this period of my life?
In twenty years, how will I look back on this period of my life if it stays exactly the way it is now for the next five years?
What is something I’ve always wanted to do, but haven’t yet?
What advice would my ten-year-old self give me?
If someone I look up to took over my life, what major changes would they make?
What have I always admired, but assumed I wasn’t naturally talented enough to try?
Why do I assume other people can be wildly successful, but I can’t be?
Which traits do all of the people I look up to have in common?
During the best period of my life, what was going right for me?
During the worst period of my life, what was I lacking?
If I were eighteen years old again, which life path would I pick for myself, knowing what I know now?
What’s holding me back from picking that life path now?
Am I more worried about proving my enemies wrong about me, or proving my friends right?
Since there’ll be challenges along any path I choose, which problems am I happiest to have?
In which ways do I self-sabotage and why?
If I died today, what would my biggest regret be?
What do I desperately want but won’t admit to myself (hint: it’s the thing that instantly came to mind when you read this, which you immediately silenced and pushed away).
When do I feel the most attractive?
When do I feel the least attractive?
Which feelings am I constantly running away from in life?
What might those feelings tell me about myself if I stopped and actually listened to them?
What do I do when I’m procrastinating?
What have I willingly gone above and beyond for in the past?
What makes me incredibly angry, and what core fear is that anger protecting me from?
A year from now, what would I like my life to look like?
What is something I can start doing today that would make my life radically different in a year?
How might other people describe my character?
How would I like other people to describe my character?
When am I the most present in my environment?
Which major mistakes have I seen others make that I never want to make myself?
If I knew I’d never be recognized for my work, which work would I do anyway?
Under which conditions do I allow myself to feel loved?
Under which conditions do I allow myself to feel happy?
If I knew for sure that my life would stay exactly the way it is forever unless I changed something, what would I change?
Am I secretly just waiting around hoping a miracle (or another person) will show up and save me from my problems?
What makes me feel grounded in life?
What makes me feel scared?
What might I find on the other side of that fear?
If I put aside my successes, my belongings and my relationships, what words would I use to define myself?
If everyone I were trying to impress in life dropped dead tomorrow, what would I do with my life (besides cry over their deaths).
When do I feel the most proud of myself?
When do I feel the most ashamed of myself?
What would I do if shame were not in the picture?
If I were to abandon everything I have now and start over anew, what would I miss the most about my current life?
Which major life issues have I surmounted in the past and what helped me surmount them?
What has gone unexpectedly right for me in life?
All conditions aside, what do I want to see happen?
At the end of my life, what will I regret never having given a shot?