There often comes a moment in our careers when we need to wrestle with some tough questions. You know the type: existential, philosophical, realistic. Cue your eye-rolling, hit stop, these questions are downright frustrating. Not just because we do not like asking them, or even answering them, but because they lead us to a new future that requires decisive action, change, and breaking down the walls of our comfort zone. As I was writing in my morning pages, I kept writing down question after question, wanting to find the tough questions I have been avoiding. I’m going to share what I came up with and encourage you to use them to find your own tough questions too.

Eight tough questions to ask yourself and find a way forward to build your future:

  1. What haven’t I said in the life of this project?
  2. What matters most to you?
  3. What are you doing to get what you want, to be who you are, to let go of the distractions and live your purpose? (Inspired by Bob Goff)
  4. Am I paying attention?
  5. Why is it so easy to let myself down in service of others?
  6. Is it inauthentic when you let your dreams die while building the dreams of others?
  7. What is my limit before I must decide between ignoring and pursuing my calling?
  8. What are the tough questions you are avoiding?

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