• What is standing in your way right now?
  • What would happen if you overcame the obstacle? More importantly, what would happen if you didn’t (think broadly: emotionally, physically, financially, etc.)?
  • Can you reframe the most pressing current obstacle as simply a to-do list? In other words, in order to overcome this, what do you need to learn? What tasks do you need to perform? Who do you need to convince?
  • Have you ever used an “obstacle” as an excuse not to get started? Did you regret it?
  • Are obstacles really just fears holding you back?
  • What is the longest-running obstacle in your life?
  • What steps have you used to make progress toward overcoming it? How far have you come with it? What do you wish would happen? How would that be possible?
  • What is the biggest obstacle you faced in your past? Did you overcome it? If so, how? If not, why?

I’ve been stirring over this for a couple of days. I find myself needing to define what I’m trying to get to, before I define what I’m trying to get through. I’m not sure what that is right now, which is part of the challenge for me. In many ways, I’m happy and satisfied, and I’m not sure I should even be asking for more. There is though – something more. There always is.

My very nature is to keep pushing through to “the next thing.” I need to unpack that. Does there always need to be “the next thing”? Is growing and progressing “the next thing”? It makes me think of that Hamilton song, “Satisfied.” (There’s a lot of quotes here.) So what is the next thing? Is it more education, a different position, something all together different? I don’t know.

Having said all that, now I wonder if the obstacle is actually not making a decision about the future. When I started thinking about this, I initially said the obstacle is likely fear, anxiety and maybe resources. Now, I think maybe those are side effects or even excuses for the real obstacle – indecisiveness.

I’m going to think on this some more and maybe come back with more thoughts.

By the way, I’m getting these prompts from a course at

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