Being a business owner isn’t easy. There are amazing highs, but the lows are often quite intense as well. Somedays it feels like the problems never stop – regardless of how much success you achieve. The problems just grow, evolve, morph. So we asked business owners if they sometimes wonder what it would be like to just have a regular job and have shared some of the highlights below.

Nikeya Young

I have not always been a business owner. In fact, I was a Special Education Teacher for about 5 1/2 years. Although being a business owner has its challenges, I do not miss working in a traditional job setting. Read more>>

Brooke Dowler

I find owning my own business extremely fulfilling, but there are times often enough that I wonder how much easier life would be if I just gave it all up and pursued a job within my degree field. Read more>>

Darian Shuker

This time of year (January-March) is when I question my happiness as a business owner most. After the holiday season, sales drop immensely and it’s a time of funds heading out in prep for the market season. Read more>>

Mary Britton Senseney

Overall I’m happy working for myself as a freelancer. It provides me the opportunity to make my own schedule and really be present with my kids and family. Read more>>

Dana Grant

Entrepreneurship ignites my passion, yet during extended bumpy times, I sometimes ponder the allure of the perceived security offered by a traditional job—benefits, less responsibility, and a sense of freedom. Read more>>

Natalie Sullivan

I’m very happy that I took the risk to become a business owner. I must admit that there was a level of fear that kept me from starting but …the leap is sometimes what we fear most. Read more>>

Abby Suskin

My jobs have always been outside the box. Aside from a summer internship I had at a non-profit where I made cold calls for donations every day, I’ve always worked with real-time people interactions over computer-interactions. Read more>>

Mattea Swegles

As a female entrepreneur and business owner I am happier doing the job I have now than I would be with a corporate 9-5 job. Being your own boss gives you the freedom to choose. You get to choose where and who you work with. Read more>>

Sydney Khan

This thought crosses my mind often, when I am juggling multiple projects mid week and my brain feels like it is just going to fry. As a self employed and self motivated artist, the goals I have and the deadlines that I face require and rely on my inner focus and fortitude. Read more>>

Peter Culver

100% happy as a business owner which provides the greatest flexibility to create one’s Ideal Life both financially and personally. We’ve built a business around showing other entrepreneurs how to do that. Would never want to have a “regular” job. Read more>>

Christy Pope And Toni South

The last time we wondered, “wouldn’t it be nice to have a regular job?!” was during the month of December. When you own a retail business, the fourth quarter, but especially December, is insanely busy and crazy. Read more>>

Julie Callahan

There have been many times over the last 4 years that I have often wondered – should I just sell my business and go work for someone else but then I start to think about my clients – how would they be affected by my sudden decision? Read more>>

Jaylei Wallington

My name is Jaylei Wallington and I am the owner of jayleidesigns LLC. I specialize in Bridal, commercial/set, editorial hair and makeup. I am an on site hair and makeup artist traveling the world doing what I love. Read more>>

Brenna Backe

It’s a Saturday and there are 3 space heaters keeping the pipes in my studio from freezing. I don’t normally come in on Saturdays as I try to keep a Monday through Friday work schedule as best as a small business owner can. Read more>>

Carol Guenzi

I was a young college grad and a woman in Denver in the early 1980s, and I quickly realized that there was a glass ceiling for advancement in the workplace. Read more>>

Dr. Jessica Frier

Yes, I am happy as a business owner. However, there have been days when I wonder what life would be like if I had a regular job and less responsibility. Read more>>