Taking Risks with your Small Business

Yesterday, I was catching up on some reading, and I stumbled upon this article from Tara Gentile about the reward of taking risks. It made me think back to my own “Big Risk” when I left my full time position as a high school art teacher to pursue papernstitch full time. That was just over a year ago.

I had been running my business on the side for almost a year already at that point and it was growing. Really growing. So, I knew it was feasible. I had crunched the numbers over and over again. Spent endless hours coming up with a plan of attack. And all of that. It was a calculated risk.

But the REAL risk, the BIG risk, (which I didn’t realize until later) was what would have happened if I hadn’t quit that teaching position. I was unhappy there. I felt confined and unable to truly express my thoughts and ideas. “But at least I had a stable income,” I would say to myself. But what is that really worth? Your happiness? My happiness? No. Absolutely not.

So, even if I fell flat on my face, I decided it was worth a shot to go after something that I really believed in. “Give it a try,” I thought. And if it doesn’t work out, I’ll just do something else. Simple as that.

And now, more than a year later, what has happened? Well, I am still here. Still chugging along. Making a living doing something that I absolutely love. I am happier than ever before. I can work from anywhere. I am my own boss. I control what happens in the future. Never been better.

This isn’t everyone’s story though. I understand that. Sometimes we take risks and they don’t pan out. We fail and are left wondering why. But at least now we know. Right? That is the point of taking risks in the first place. Isn’t it? To roll the dice and take control, instead of waiting on the sidelines for “it” to happen to you.

What risks have you taken or struggled with lately?

Image c/o Rosie Hardy

27 comments | Click here to reply

I love the picture. It captures perfectly the spirit of this post. I know that there are many, many people like the author, who quit their careers to do something they love (I basically left my PhD program to take this risk). But no matter how strongly I believe that this was the right choice for me, it’s always such a comfort to hear of another person who “made it to the other side.”


That’s good advice. I’ve been on the fence about making the leap.


Thank you for this article, it sums up all the thoughts that were going through my head. I recently also quit my ‘day job’ to pursue the finer things in life. 🙂
It is scary, stepping out into the unknown, but with like-minded individuals like you and everyone else here, its a little less frightening.

Thanks again.


Brill! Will find this usefull and will add it to my bloglist

Emanuel Meras

I had no idea that this is how your site started. Thanks for the article. Hope to read more like these in the future.


This could not have come at a more clandestine moment! My hubby & I have been talking about how miserable my job is making me – what a toll it is taking on not only my mental & emotional well-being, but on my self-esteem too. My hubby said “give your 2 week notice! Do your Etsy shops full-time!” and I keep saying “but it’s a stable check”.
Okay. I hear you! 🙂


Thanks for sharing your success story. I am glad that risk paid off. I am chugging along here too.

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