Fears of an Entrepreneurial Spirit

A few months back a dear friend of mine sent an email to a select few people in her life asking for them to participate in a self-reflective project. When I first read the email I was literally in the midst of chaos at my previous job (typical). So I filed it under "save" with the intention of reading it a little later. Later on that day while I was waiting on some people to join me for dinner (they were late which is also typical) I decided to revisit that email. Her instructions were for us to send her questions we've pondered over about ourselves throughout the last year. She assumed that the group she picked out had similar fears, challenges, etc as we navigate through this next phase in our lives. That next phase included, but was not limited to being an entrepreneur, going through job or life transitions, etc.

  Image: Pinterest

Image: Pinterest

I thought this was a really interesting project and I wanted to help in the best way possible. So I took a few minutes to really think about the questions that have found their home in my mind over the course of 2016 (and probably before that if I am being honest) then I sent a few her way. It was a really vulnerable moment for me and funny enough my friend referenced that word in her email. To be able to open up to someone else (aside from a therapist or even significant other) really brings it to forefront more. However, I am proud of her for starting this dialogue and I am proud of myself for contributing as I feel it really helped me put things in perspective.

I've mentioned this before, but sometimes we get so caught up in our head that we don't take a moment to realize that we aren't alone. It is okay to acknowledge these questions that seem to scream out in our heads and really answer them. Don't get me wrong, they are hard questions and probably some of the hardest questions we will ever have to answer about ourselves, but they are necessary to face.

  Image: Pinterest

Image: Pinterest

That being said I decided that I wanted to share the questions I sent her in this space as I walk into this new year. I'm sure I'm not alone here and hopefully this will help start a dialogue within some of you.

Am I a fraud?
What makes me an expert?
What does success look like for me?
What do I deem successful?
What is my true passion?
Can I be successful doing all the things or one thing I love?
How important is security to me?
Will my fear of failure hold me back?
Am I really scared of failure or am I really not good enough?
I pride myself on being me and authentic to myself, but is that really good enough?
Do I continue to stand and live in my truth?
I say I love myself unconditionally, but is that a flawed statement?
What could I be doing better?
How can I be better?
What the hell do I really want to do with my life?
Why do I need to pick one path?
Can I invest my soul in one thing and if it doesn't work out will I be okay with that?
What am I really doing?

Feel free to let me know your thoughts. I would love to hear what fears have been hiding in your mind and what you plan on doing to clear them out.