3 Life-Changing Questions To Ask Yourself For An Extraordinary Life (Episode 55)

Life-Changing Questions

After embarking on a life-long personal development journey which I started a few years ago, I quickly recognised that in order to get good answers, you have to ask good questions. Not only are there questions that we should ask others, however there are questions we must ask ourselves. There are questions that we only ourselves can know the answer.

Sometimes, these questions may be straight-forward and seemingly simple. At other times, these questions may bring up feelings of discomfort – an overwhelming sense of reality (or denial) which we weren’t quite ready for.

Whatever may be the case, I’ve learned that in order to grow as a human being, to become the best version of myself, to live on-purpose and to achieve some of my wildest dreams, I have to be willing to ask myself some though questions.

In this solo episode, I share three of the biggest life-changing questions I’ve ever asked myself. I cover:

  • The importance of finding out your life’s purpose, even if it does feel overwhelming at first.
  • Why chasing legacy, contribution and impact can be more meaningful than chasing money.
  • Creating a narrative and story-telling.
  • How to design a life, and begin to envisage your life without limitations.
  • Building your 10 year plan for a remarkable life.

You can listen to the full episode by searching for The Boss in Heels Podcast on:

You can also listen directly by clicking on the below:

If you enjoy this episode, please remember to subscribe, rate and review the Boss in Heels Podcast on Apple Podcasts! Please also recommend the podcast to a friend, family member, colleague or someone in your network who you know would benefit from listening to these episodes. Not only does it help us to grow the podcast, however also ensures that we are reaching the right audiences!

If you haven’t already, please also be sure to check out and subscribe to Boss in Heels TV on YouTube

Don’t have time to listen to the full episode? You can read the summary below:


A couple of years ago, someone asked me “What is your purpose in life?  The sad reality is- I didn’t know. I hadn’t really thought about it. The mere fact that I hadn’t put any thought into why I was put on this earth, was enough for me to want to start thinking about my purpose. I started to ask myself questions such as:

  • What impact do I make to those around me?
  • What is my contribution to society?
  • How do I want to be remembered?

It was through this thought process that I came up with the idea of starting my own blog and launching Boss in Heels. I wanted to make an impact and a difference to peoples lives. I wanted to help people realise their full potential and become the best version they could possible be.

Understanding my purpose and calling has enabled me to question every decision I make and ensure that it is in line with my longer term goals. It has also made it easier for me to say ‘no’ to people and things that are not in line with who I am or where I want to go.


Everything in our life from the everyday through to the extraordinary is a story waiting to be told. Our lives are a series of memories and milestones. However, our life is so much more than just the big moments. There are influences and interactions along the way that add to the story of who we are and what we value.

I found that once I reached a certain point in my career, people started to become more interested in my story and who I was as a person, rather than simply reciting facts about my experience.

I began to ask myself “what is my story?” If someone was to ask me to summarise my life in 2-3 sentences, what would I say? I started to consider my past experiences and current circumstances, and what makes me uniquely me.

Developing a story has encouraged me to have important conversations about life and determine what matters most.


This has been the single most impactful question I have asked myself. The question was inspired from listening to a podcast episode Tim Ferriss hosted with Debbie Millman. If you are serious about overcoming failures and living the life of your dreams, I strongly recommend you listen to the podcast. If you are time-poor, I suggest you listen from 1:24 onwards.  I have transcribed the exercise for you here.

In the podcast, Debbie shares the following exercise:


Create an essay whilst envisioning the life that you could have, if you pursued everything that you wanted with the certainty that whatever it is that you wanted you would succeed in.

“So let say it is Winter 2027. What does your life look like? What are you doing? Where are you living? Who are you living with? Do you have pets? What kind of house are you in? Is it an apartment are you in the city are you in the country? What does your furniture look like? What is your bed like? What are your sheets like? What kind of clothes do you wear? What kind of hair do you have?

Tell me about your pets, tell me about your significant other, do you have children? Do you have a car? Do you have a boat? Talk about your career. What do you want? What are you reading? What are you making? What excites you? What is your health like?

And write this day, this one day ten years from now. So one day in the winter of 2027, what does your whole day look like? Start from the minute you wake up, brush your teeth, have your coffee or tea, all the way through until minute you tuck yourself in at night. What is that day like for you?

Dream big, dreams without any fear. Write it all down. You don’t have to share it with anyone other than yourself. Put your whole heart into it. And write like there is no tomorrow; write like your life depends on it because it does.

And then read it, once a year, and see what happens.

It’s magic.”

Leave a Reply

Your email address will not be published. Required fields are marked *