- What am I optimizing for in life?
- I can learn a lot about a person by asking – what’s the one thing in your life that you are passionate about that makes you tick?
- What would it look like if I finished the project on a very aggressive timescale?
- What would I do if I only had 10 minutes to get something done?
- What’s my most original thought?
- What is my current constraint(s)?
- Does my schedule show that I’m spending more time working on my biggest constraint?
- Who am I without work?
- How many hours do I really work in a day?
- What am I constantly daydreaming about?
- Am I happy?
- What do I do in my creative time? Am I creator in the morning? And a copier in the afternoon?
- How do I measure personal impact on a day to day basis?
- How much to quit working?
Ryan Holiday
- Is this essential?
- Am I progressing?
- Why am I taking this so seriously?
- What would less look like?
- Do I fear death because I won’t be able to do this anymore?
Patrick Collison
- Why are certain things getting so much more expensive?
2. Why do there seem to be more examples of rapidly-completed major projects in the past than the present?
3. How do people decide to make major life changes?
4. How can we better understand the dynamics of progress in science?
5. What does religion cause?
6. Why is there no canon for life’s most important questions?
Taylor Pearson
- What can I be the best in the world at in 5 years?
- What would you do tomorrow if you knew you couldn’t fail?
- What opportunities are in my inbox or calendar right now?
- 3 years from now where will I have to be in order to be satisfied with my progress?
- Am I working the smartest people I know in a space I am excited about?
- What advice do you think your 80 yr old self would give you? What would my Dad tell me to do?
- Is there anything I want to do but feel unqualified to do?
Tiago Forte
- What future am I saying yes to with my actions?
- What does it look like to be a channel?
- What if I didn’t succeed? (What if I didn’t keep track of everything? What if I didn’t follow through? What if I let things slip through the cracks? What if I let things fail?)
- What does excellence look like in a business that is all about prototyping, iteration, and publishing early?
- How can I give up my need for control?
- How can I make cooking and eating healthy a source of inspiration and creativity?
- What is the source of my dissatisfaction toward the depth of relationships in my life?
- How do I keep my heart open always?
- Who would I be without the myths I’ve told about myself?
- How is my way of being more powerful than what I do or say?