Is there anyone in your network you wish you could apprentice under for a few weeks?

Is there something you should measure in your life that you currently don’t?

What's not working in your life right now?

What tasks are you procrastinating?

Is there any part of your life you wish you had more influence on?

In a typical day, what is the most energy draining activity?

Imagine you are on your deathbed, what do you wish you did more in your life?

What are three things you are currently worried about?

A genie appears in front of you and offers you one wish, what would that wish be?

If you are the average of the 5 people you spend the most time with, who should be those 5 people?

Have you seen something recently and thought to yourself ‘I wish I had done that’?

In a typical day, what is the activity that makes you feel most energized?

What is the most impressive thing that you have built or achieved?

When do you feel most productive at work?

What are you most looking forward to?

Are you afraid of anything at work? Why?

Who made you smile today?

If you could pick up a new skill in an instant what would it be?

Where do you see yourself in 6 months from now?

Have you seen someone recently do great work that’s gone unnoticed?

Who is someone you really admire?

What are habits you wish you had?

What does your ideal day look like?

What is something you can apply to your life from the book you are reading now?

If you were to die tomorrow, who would you spend today with?

How could you be more useful to those around you?

What piece of advice would you give to your older self?