When times are good it’s easy to feel like entrepreneurship is the only path for you, but what about the times when your hit with multiple crises at once? We wondered if all entrepreneurs have moments when they wonder whether they should have gone with (or stuck to) a more standard job where they worked for someone else.

Amanda Stiltner

I’ve been working at rooting my brick-and-mortar studio space for the better part of the last decade. When I opened my first studio space, my daughter, Ada, was starting kindergarten and my son, Eli, was still nursing. I think back on that season of life and cannot fathom how I renovated a space, navigated the logistics of starting a business and still managed to show up to workshops and teach. It was a gorgeous, creek-side space with a little hammock swing on the porch where I’d rock fussy kids to nap so I could paint. Read more>>

Crystal DeLeo
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I am happier as a business owner 100% – I recently have had another job as I am helping out at my families property management company and I believe that even though there are ups and downs with money and seasons, when you’ve been in the business for a long time you get used to that and knowing how to predict/when to save money. And the freedom of making your own schedule and work times surpass the feel of a steady income all day. The last time I had this thought was about 2 weeks ago. Read more>>

Ashley Ray

I’m extremely happy as a business owner! The thought of having a regular job, or wondering what it would be like, hasn’t crossed my mind in ages. The differences between having a regular job and a business owner are like night and day. The freedom to operate, own, price, sell and profit off of a product that you’ve created from the ground up and seeing others appreciate and request it, is a feeling like no other. Read more>>