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.

Jessalyn Burden

I don’t know about other business owners, but for me, I can definitely say I’m happier overall as a business owner than I ever was before. That doesn’t mean I don’t constantly wonder if I’ve made a mistake or taken on too much with limited business experience. Read More>>

Nikolas Ramirez

I think at the heart of this question is the classic “grass is greener” idea. You spend your whole career climbing — putting your life into something you care about, proving yourself, running teams, getting that steady paycheck — and somewhere along the way you start thinking, “I want to do this for myself. I want to call the shots. Read More>>

Magda Fuskova

Since I was young I always liked freedom and had a sense of discipline that came most likely from sports. I always had some goal I was trying to achieve and worked hard for it. I also have a strong opinion that being a responsable is important in life and business. Read More>>

Lucas Martinez

Beyond happy, Heretical Fun House is a company built on creative passions that go beyond the norm. I remember the day after I saw the first Lord of The Rings movie and my face hurt from smiling so much. I’ve always wanted to recapture that moment, and provide it for others. Read More>>

Heather Kirchhofer

I am very happy as a business owner, yes. I’ve been a photographer since graduating college 20 years ago and in that time I have worked ‘regular jobs’ for other people/companies. I have a lot of experience to weigh the pros and cons of each. Read More>>

Beth Knox

Absolutely~ I’m deeply happy as a business owner. This path feels like the most authentic expression of who I am. I love the freedom it offers, the way it lets me follow inspiration, craft from intuition, and dream something into existence and then watch it take form. Read More>>

Amy Lane

Yes, I’m infinitely happier as a business owner. The only time I’ve ever wondered about a “regular job” was March 2020, right when Covid hit. I was alone in the shop when the Arkansas Department of Health dropped the order: shut down in 48 hours, length unknown. The air already felt heavy; clients that week had been scared for their parents, their nurse wives, themselves. Read More>>

Jesus Carrillo

A lot of people tend to put too much importance on their happiness or how they are feeling. I think there’s nothing wrong with being aware of how you are feeling, but I don’t think you should let it dictate what you do with your life. I place more importance on whether I’m being productive and working towards my goals. Read More>>

Amanda Schwartz

Yes, I am genuinely happy as a business owner — I honestly can’t imagine myself doing anything else. Building Schwartz Sports Massage from the ground up has given me a sense of ownership, direction, and identity that no regular job ever could. But I’ll admit: the thought does cross my mind sometimes, especially on slow weeks. Read More>>

Ryan McLain

Yes, I am a happy business owner and do not desire a regular job. Of course, it comes with a lot of stress! But I wouldn’t change it today. Read More>>

Bob Deutscher

I am grateful everyday to be a business owner, particularly with a job that offers quite a bit of flexibility and autonomy. Read More>>

Deloris Easley

Being a business owner brings me joy, a sense of freedom, and purpose. However, I also enjoy my work as a professor. Teaching, mentoring, and contributing to the academic community is not only fulfilling, but it also allows me to interact with students in ways entrepreneurship does not always provide. Read More>>

Christopher Cofield

Yes I love being a buisness owner . Besides making sure everything is running correctly it’s a lot of good that comes with being a buisness owner Read More>>

Emese Hamilton

Yes, I am genuinely happier as a business owner. Not because it is easier, it is not, but because it feels like mine. I get to shape my work, listen to my strengths, and build something that reflects what I believe in. I do not have to ask permission to follow an idea or wait for someone to decide I am ready. Read More>>

Arikka Jitendranath

I chose this topic because I have a regular job! Let me back up to 2015, I had my second son and left the dental field to become a stay at home mom especially because the price of daycare was so high it made no sense for me to work. Read More>>

Jen Voigt

I would be lying if I said I’ve never laid in bed after a long day as a business owner and thought, ‘What if I could truly clock out at 5:00pm each day?’ However, the rewards of owning Ninjas United far outweigh any negatives, so those thoughts are few and far between. Read More>>