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.

Kelly Je

Yes, I am much happier as a business owner. I have always done both entrepreneurship and worked in corporate America. Nevertheless, when my health declined, I had to step away from corporate America to focus on my well-being. Read more>>

Kendyl Martin

I often refer to my business as a “Unicorn Job” because I feel so lucky. In what other profession do you get to play on Pintrest, make your own schedule, and help couples plan one of the most impactful days of their life. Read more>>

Linsi Brownson

I am happier as a business owner! I’ve been an entrepreneur for almost my entire career (20 yrs) and it was clear from the beginning that I wasn’t cut out to be an employee. I’m too stubborn and I thrive on seeing my own ideas come to light. Read more>>

Meghan Clem

I’m thrilled to be a business owner each and every day! My business partner Katie Webb Brundige and I never entertain thoughts of what it would be like to have another job because being in this position allows us the privilege of creating something truly one-of-a-kind in our hospitality collection, Intertwined Inc. Read more>>

Kelly Tomlinson Pollack

I am thrilled and beyond happy every day to be a business owner. Ever since I can remember I wanted to be in charge, to run the show and to have full control over how I spend my day. Read more>>

Litsa Spanos

Good question! I’ve been a gallerist and art consultant for 30 years. Owning an art gallery is not for the faint of heart. It requires tenacity, hard work and long hours. You make many mistakes along the way, but the many rewards you receive outweigh all the negatives that being an entrepreneur bring. Read more>>

Courtney Gosser

While being a full-time freelance designer and business owner comes with its own challenges, I can confidently say I have never been happier in a professional position. Read more>>

Elizabeth Hatfield

I love owning my own business. I started it in order to stay home raise my little ones and it has been a wonderful decision. I had a regular job for about 6 years so I know what that is like. Read more>>

May Caudillo

I’m really happy as a business owner! I truly can’t imagine having a “regular” job, because I’m 26 and I’ve never had one. I’ve always known that I’m self motivated and don’t enjoy working for others, so I do everything I can to stay in a creative field. Read more>>

Ashley Jourdonnais

Owning my own business is, without a doubt, the most fulfilling and rewarding endeavor I could imagine. The excitement of building it from the ground up is undeniable, even though I occasionally find myself succumbing to the notion that I may be lagging behind other photographers. Read more>>

Avier Ashby

Lets be real , Entrepreneurship is the way to go but it isnt easy. You really have to take risk & sacrifice your time and money to grow any business you do. Being able to successfully manage 3 businesses has motivated me to keep going. Read more>>

Hanna Hunt

There are so many pros and cons of being a business owner and founder who is trying to scale a successful business. What makes it so hard is that there isn’t a clear path paved; founders are creating a path for others who will come after them and therefore have to do 10 jobs (marketing, PR, finance, production,etc.) at once while also figuring out how to make a living at the same time. Read more>>

Monique Johnson

As a business owner, I find immense fulfillment in the journey of empowering women and witnessing their confidence and dreams flourish. While there are moments when I contemplate returning to finance, the joy derived from impacting lives and the gratitude expressed by those I’ve coached or connected with during coaching sessions or women’s empowerment events reaffirm my commitment to this path. Read more>>

Allie Mitrovich

I am so beyond happy as a business owner. The flexibility my job allows me to have cannot be beat. I genuinely enjoy Mondays and working and never feel like I’m working for the weekend like so many do in corporate America. Read more>>

Ann Trostle

I LOVE being a business owner and can’t imagine life any other way, but on hard days my mind does begin to ask itself “would it be easier without all of this”? Read more>>

Barbara Gracner

The world of an artist is filled with periods of intense work, followed by stretches of stillness. In those quieter times between projects, when responses to numerous pitches and proposals are met with silence and my creativity feels depleted, self-doubt begins to creep in. Read more>>

Kathryn Smith

When I first became a full-time entrepreneur in 2019, I was not fully prepared for entrepreneurship. Even though I have a Master’s degree in business, my focus during my MBA program was on skills that would advance my career in corporate America. Read more>>

Katy Bilek

Being a business owner has been an incredibly rewarding journey for me. I’ve definitely had moments when I reflected on the contrast between owning my business and having a “regular” job. Read more>>

Simona Sacchitella

I am very happy as a business owner, but, of course, there are those days where you wonder how it would feel like to have a paycheck every Friday but then you realize that most ‘regular’ jobs give you the same salary for the rest of your life so you value even more what you are doing for yourself. Read more>>

Kacia Kitchukova

I have had both, and being a business owner is fulfilling to me in a way I can’t compare. You definitely have to be a person who wakes up and says, “I get to do this today,” instead of “I have to do this today,” because discipline is a key pillar in running a business and I also believe that this distinct wording really shifts your mindset, which is everything. Read more>>

Cass Cleary

I am so unbelievably happy being a business owner, as a child I would cos-play different working roles and I was always the owner of my made up business scenarios. Read more>>

Madison Ayers

Owning a business can be a journey of trial and error, but the learning experiences often contribute to growth and success. Embracing challenges can lead to valuable lessons in the world of entrepreneurship. Read more>>

Erin Laine

I think every small business owner has this thought from time to time. Starting a small business from scratch isn’t for the faint of heart, and there are certainly days I miss the freedom of a clock in clock out job. Read more>>