Site icon Edd Mowbray

One Hundred Questions

100 questions exercise

Know thyself.

Photo by Emily Morter on Unsplash

This is not going to be a post where I list one hundred questions. That’s your job…

One hundred questions is an exercise. A bloody useful one. I borrowed it from “How to Think Like Leonardo da Vinci” by Michael Gelb.

The book discusses seven attributes that contributed to Da Vinci’s genius. The first is curiosità: An insatiably curious approach to life and an unrelenting quest for continuous learning.

Da Vinci was an avid journaler. Gelb makes a solid point that we should be too.

“Great minds ask great questions. The questions that ‘engage our thought’ on a daily basis reflect our life purpose and influence the quality of our lives. By cultivating a Da Vinci-like open, questing frame of mind, we broaden our universe and improve our ability to travel through it.” — Michael Gelb

Gelb’s exercise allows us to get our curiosità onGive yourself a good amount of time for this one, 40+ minutes to do it justice.

Grab yourself some peace and quiet, a pen, a notepad, and a hot drink. Now write out your list of hundred interesting questions. Try to make them meaningful for yourself. This goes beyond “stream of consciousness” with a question mark at the end.

If you’ve never done anything like this before, you might struggle with some blockages. The power of the exercise comes from taking your time with this. Just keep going. Don’t stop until you hit one hundred.

Photo by Vince Fleming on Unsplash


That was the hard part. However, you’re not done yet.

Read over your list and notice what themes come up. Perhaps you’re obsessed with health, sports, fine wines, and holidays. Don’t judge your list. Just get a feel for the themes that cropped up during this exercise.

My mind loved the idea of learning new skills, growing, and taking action!

Next up, create your top ten questions that are the most meaningful to you. Finally, rank these from one to ten.

Mine revolved around personal growth (in multiple areas), my business, rock climbing, and “how do I decide what to do next”.

These questions are a great gauge of what’s important to you right now. They can be useful guiding starts going forward. Think about how you can use or answer these questions in the future.

This is a time-consuming exercise, but I found it rewarding. It uncovered areas for improvement and further reflection AKA Goldust.

Personal add-ons

I thought my future self would appreciate these extra steps:

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