Tag Archives: Ask an Expert

Thirty Questions to Understanding

by Jonathan Hilton

It all started so innocently. I was looking for a way to improve my writing and to increase the original content on my website.  I was also looking for a way to write more about what I feel without a filter and to express what is going on in my mind.  A friend motivated me to do this, and that led me to watch this video about how this guy had done a string of personal thirty-day challenges to improve his life in some way.

This challenge resonated with me, and I started to think about what kind of project I could work on and improve my writing and expressing myself in thirty days.  That was the day I saw it, thirty questions that will change your life. I didn’t check them out or read over them in advance, the whole project clicked in my mind, and I was committed.  I would answer one question honestly for the next thirty days and publish them on my blog.

I have been right about only reading one question at a time, so I only deal with one a day.  It has been a revelation personally.  Many people say what they would do in a particular situation or are quick to share their opinion, but it takes quite a bit more to put it into writing and to place it out there for anyone to read.  The key for me has been to write honestly from a place that is honest and true, that doesn’t care for approval or worry about disapproval because it is right exactly how it was answered.

Also, I posted only the question on Facebook to get some ideas, and have found some interesting things by doing this.  I have gained some insights from some, and if they ever wonder why I am writing all of these questions, then they can read my answers and see what I am all about in life.  If they aren’t interested, that is ok too.

Here is a list of the questions, you can click on the questions and read my answer if you would like.

  1.  How old would you be if you didn’t know how old you are?

2.  –  Which is worse, failing or never trying?

3. When it’s all said and done, will you have said more than you’ve done?

4. What is the one thing you’d most like to change about the world?

  1. Are you doing what you believe in, or are you settling for what you are doing?

6. To what degree have you controlled the course your life has taken?

7. -Are you more worried about doing things right or doing the right things?

  1. If you could offer a newborn child, only one piece of advice, what would it be?
  2. Would you break the law to save a loved one?
  3. Have you ever seen insanity where you later saw creativity?
  4. -What’s something you know you do differently than most people?
  5. How come the things that make you happy don’t make everyone happy?
    • What one thing have you not done that you want to do? What’s holding you back?

14. -Do you push the elevator button more than once? Do you believe it makes the elevator faster?

  1. Why are you, you?

16. -Have you been the kind of friend you want as a friend?

  1. Would you rather lose all of your old memories or never be able to make new ones?

18. Is it possible to know the truth without challenging it first? 

19.  Has your greatest fear ever come true?

20. At what time in your recent past, have you felt most passionate and alive?

21. If not now, then when?

22.  If you haven’t achieved it yet, what do you have to lose?

  1. Have you ever been with someone, said nothing, and walked away feeling like you just had the best conversation ever?

24. When was the last time you marched into the dark with only the soft glow of an idea you strongly believed in?

25. If you knew the world was ending tomorrow, who would you make sure you visited today?

26. Would you be willing to reduce your life expectancy by ten years to become extremely attractive or famous?

27. What is the difference between being alive and truly living?

28. What would you do differently if you knew nobody would judge you?

29. When was the last time you noticed the sound of your breathing?

30. Decisions are being made right now. The question is: Are you making them for yourself, or are you letting others make them for you?