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.

London Elixir

What an amazing question! I am happy as a business owner. I actually worked a corporate job as a software engineer for a few years before quitting to run my music business full time. Read more>>

Briana Summers

I am happy as a business owner and I truly can’t imagine working for anyone else, but there are some days that I think “what if”… Maybe life would be simpler and easier if I just got a regular job. Read more>>

Popi Mavros

I actually think about the pros/cons of working for myself vs. a corporation quite frequently. Especially when I see how much I pay for medical insurance each month and the steady paycheck. Read more>>

Janet Yonaty

I am very happy as a business owner it gives me the freedom to work on my own time and travel and create and also help create jobs for others. Read more>>

Liz Bucheit

Since I am the sole proprietor of my own business it can be a mixed bag as any entrepeneur will tell you. I’m a jewelry designer and goldsmith and I’ve literally worked every aspect of my industry on a variety of levels. Read more>>

Monique Rondeau

Over the course of my life I’ve had many “regular” jobs. Honestly, I am still grateful for them. Without the skill sets I was able to obtain through them, I definitely wouldn’t be where I am today. Read more>>

Jamie Tronzo

As a business owner, the journey has been a rollercoaster of highs and lows, but overall, the sense of fulfillment and purpose I derive from running Maddox & Rose far outweighs any fleeting thoughts of returning to a regular job. Read more>>

Sam Kulikov

I think a lot of us want to find purpose in this world as we become adults. We see past the things that jaded us and see the things we desire to make better. Read more>>

Miranda Watson

I started my business as a side gig, during slow times, while I was working for another company full time. I constantly dreamed of doing my own thing but was scared of loosing my salary, especially after I had my first kid. Read more>>

Allison Chase

I think about this all the time. I am an Aries, so I hate being told what to do. I realized after many failed career attempts that I have to be my own boss and that I have to be in a creative field. Read more>>

Arlo Estill

I really enjoy running Hempsmith. I get to learn and grow everyday by working on new projects, meeting customers, and moving the business forward. Read more>>

Susan Hazel Rich

I would like to challenge the idea of having a “regular” job. What is the definition of a “regular” job? Is it one that has healthcare and benefits? One that requires working in an office? Read more>>

Alison Harbaugh

I have this thought often and I think it’s one worth sharing because I think so many creatives and small business owners have that little voice in their head that things might be easier if only…or maybe I’d have more stability or income if I chose a more traditional path. Read more>>

Erica Gensky

I love being a business owner. It has forced me into a visionary mindset and finding a certain amount of comfortability with risk, but being in full control of my income, vision and mission is worth every bit. Read more>>

Keisha Owens

Being a small business owner has lots of perks and I absolutely love my job. But it’s not always sunshine and rainbows. When I first started my business 6 years ago I thought oh I will have so much fun selling clothes a couple nights a month. Read more>>