Amazeballz Stories Day 94/100: The Dark Side of Entrepreneurship

How do you feel about being an entrepreneur?

It’s the sweet life, right? Or is it a nightmare?

Last night I was having a heart to heart with my husband about my plans for scaling up my business. I was explaining how I was going to invest in learning new things and higher quality products for my clients. His response was concern about how much money I might spend and fear that it would not pay off.

My response to him was two-fold:

1) I wanted to sock in him in his big dumb asshole face.
2) I agreed. I am also totally freaked out and feeling scared and pressured and confused what to do next.

My husband is an engineer and is not at all an entrepreneur. He believes in me and my skill as a teacher and communicator, but he has a different filter than I have for business philosophy.

Being an entrepreneur requires being willing to think differently and see opportunities that scare others.

What qualities make you an entrepreneur? (or really — an effective entrepreneur)

Entrepreneurs react (and act) differently when faced with the stresses of the workplace. Consider these scenarios.

  • What do you do when you get scared?
  • What do you do when you get overwhelmed?
  • What do you do when you are not sure what to do next?
  • What do you do when you fail?
  • What do you do when someone criticizes you (esp when you know they are right!)?

Some days — what I need more than ANYTHING — is someone to believe in me.

This job (being a content creator and entrepreneur) is hella lonely. I sit alone day after day and write and make things and send out what I make like a message in bottle — wondering whose shore it might wash up on and if they will like it.

BUT I made this island and I cannot blame anyone for putting me here. I LOVE making stuff. I love finding inspiration and then mixing it down with marketing techniques and communication basics (like storytelling) and then seeing what happens next. Being an entrepreneur is so hard and so fun at the same time. Maybe that is why so few people understand us.

I believe that YOU are an entrepreneur. I believe that YOU are looking for a community to give you STRENGTH, GUIDANCE, COURAGE and yes — just other people who understand how hard and fun this thing we do is!

How do you find community and help in the lonely world of being an entrepreneur?


Hi. I’m Mary. I love storytelling, marketing for millennials and figuring out how to make awesome more (much more) awesome stuff every day!

I am the founder of The Art of Story Project, an online business which coaches speakers and content creators to use story to become more powerful influencers.

Press the ❤ below if you liked this story. It means a lot to me. Plus, it helps other people to discover my content.

I appreciate YOU. I appreciate how many of you subscribe and read my medium posts. I am amazed by how many of you open and read my emails (my open rate is three times the industry standard — so something is working here!) I want to work WITH you — so let’s start communicating!

If you want more: Please JOIN the new private Art of Story Project Creatives (members only) facebook group where we will talk about stuff like this every day in real time and support each other as we do the real work to build amazing stories for our businesses. It is a private group so you will request to be added and then I’ll add you.

Or subscribe for the Rest of the Story Weekly emails for tips, ideas, prompts and insight into building content full of story and substance.