21 Better Questions To Ask Than “What Should I Do With My Life?"

When we ask bad questions, we get bad answers.

I often receive emails from people who want to find passionate work but are struggling to decide what to do with their lives. So they end up not choosing anything.

This drives me insane. But I understand why it happens.

Most of the work that I do as a coach is about helping my clients improve the quality of their questions. "What should I do with my life?" is impossible to answer.

Here are 21 better questions to ask…

Strategy A: Focus on Passion

  1. What did I love to do when I was 10 years old?

  2. What do I already spend most of my time doing outside of work?

  3. What activities make me lose track of time? (i.e. learn about flow states here)

  4. What do I want to be the best in the world at? (HT Seth Godin)

  5. What if I start with the WHY instead of the WHAT?

Strategy B: Focus on contribution

  1. What if it’s not all about me?

  2. Where is there an opportunity for me to contribute my strengths? (This is the key to career fulfillment)

  3. Where are people experiencing pain?

  4. How can I align my strengths and passions with problems that people will pay me to solve? (Check out my True North Toolkit for help on this one)

  5. How can I find a way to be more generous than anyone else?

Strategy C: Focus on Action

  1. Why is it so important to me that I know what I’m meant to do in advance?

  2. What if the only way to discover what I should do is by taking action first? (Passion is cultivated, not found)

  3. What if I’m already doing what I should be doing and I just need to tweak it?

  4. How am I standing in the way of answering my own question?

  5. What small step can I take today that will give me more information?

Strategy D: Focus on Fear

  1. What if I already know what I should do and I’m just too scared to admit it? (Hint: follow the fear)

  2. Why am I hiding?

  3. What would I regret not doing with my life?

  4. What would I do if I knew I couldn’t fail?

  5. What would happen if I actually listened to my gut?

And, finally: What do I want to do with my life?

Bonus: If you want to become an coach, but you're not sure where to start, download my True North Toolkit here.