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Leadership Reflection Questions

Like many qualities, self-awareness as a leader is not a fixed trait. It's a skill that can be learned and cultivated intentionally. Daily mindfulness practices, coaching, and receiving trusted feedback are all valuable ways to elucidate blind spots.


Self-reflection is one of the best ways to deepen your inner knowledge and discover how to do your best work. It can also improve your confidence and help ward off imposter syndrome. As with most good habits, self-reflection is most valuable when done consistently.


Here are 10 questions you can ask yourself to strengthen your self-awareness muscles and provide the platform for our coaching sessions.

  1. When am I at my best?

  2. What kind of person/leader do I want to be? What does leadership legacy look like for me?

  3. What situations challenge me, and what do they have in common?

  4. What situations inspire me? Motivate me? When am I at my best?

  5. If I had a magic wand, how would my life be better in 3 months?

  6. If I change nothing, what will your life look like 3 months from now?

  7. What actions, if taken, would make me confident as a leader?

  8. How do I stay grounded when I feel overwhelmed?

  9. What motivates me to make progress?

  10. What would I do If I knew I could not fail?

The goal isn't to answer immediately or to have a perfectly formulated response to each inquiry. The deepest work is in the art of asking, and attuning to what arises, so it can lead you back to your authentic leadership brand.

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