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.

Nadia Padzensky

This is actually a thought that I think comes up for me ~once a year, and it’s ten times out of ten associated with me going through a phase of imposter syndrome and/or burn out. This is something I talk with my fellow wedding industry professional friends about a lot, and I think this industry in particular can be really challenging. Don’t get me wrong: This industry is full of wonderful, Read more>>

Diamon Hopkins

Am I happy as a business owner ? That’s a great Question. Honestly as a business owner I would say it makes you think more and it makes you learn a lot of things About life in general. So with that being said yes I am happy I’m a business owner and yes sometimes I think about what it would be like if I didn’t have a job. When I did have a job at a young age and I was 19 and 20 etc., Read more>>

Alejandra Escalante

I’ve been a photographer for 10 years now, and I’m still happy with my decision to go out on my own. The truth is, the work is always changing—and that’s part of what makes it so interesting. I’ll never forget the first time I had to figure out how to make my own website, or how hard it was to get clients to pay me in full (and on time). Read more>>

Latefa :ittle

Sometimes, I do wish I work a regular job because there is a lot of responsibility being an entrepreneur. When you work a regular job, you just clock in and clock out; you don’t carry the problems with you home. A great example is when my North Carolina salon’s HVAC system went out twice during the height of the pandemic. I couldn’t afford, not to fix it. I needed my clients and staff to be comfortable while in the salon. Employees don’t have to worry about things like that. Read more>>

Sabrina James

On days when I am overwhelmed with a variety of task on my to do list and cannot seem to focus or prioritize things, I wish I had a boss to tell me what to do or delegate things out! But besides that I absolutely love being a business owner. The best part is getting creative freedom, not only to make whatever I want, but also to run my business the way I want with my voice + personality! Read more>>

Kristi Bachan

I’m proud to be an entrepreneur and business owner. There were challenging times, especially coming out of the pandemic, where I’ve wondered if I should go back to working for someone. I would think to myself “I have a BA degree, a great resume, tons of experience, I could get a job no problem.” In a way, it’s easier to have a routine job, tasks laid out and a steady paycheck. There is less to think about. Read more>>

Brianne Rehak

I ask myself this question often. Would I be happy with a regular job? I consider this question on days like today when the weather is going to turn and I will have kids home from school. I still have charcuterie boards to be made for events even though the weather is not great, life goes on! The truth is, as appealing as it is to have a regular job with perks of being able to call in and take some paid time off, Read more>>

Melly Reyes

As a small sustainable business owner, I am extremely happy with the path I have chosen to take. Going the creative route with careers is always a scary and difficult path to choose, as all career choices are. Going the business owner route means you decide your own tasks and routine. It gives you creative freedom which can both grow and hinder you. Staying motivated and on task is a daily hurdle, you need to have a goal set and be extremely dedicated to achieving them. Read more>>

Laurel Ordonez

As a business owner, it’s no secret that some days can feel too much to handle. The responsibility of owning my own company has been an emotional rollercoaster. There have been moments when I’ve considered quitting, but then something in me stops and reminds me why I started this journey. Read more>>

Allison Hughes

I love owning my own pet care business. It is a wonderful job where my co-wokers are of the four legged type. Whenever I go to visit a client, they are so happy to see me and are full of joy. Animals live in the moment and it teaches me to be present in the moment too. I worked in corporate America prior to starting Petmeisters Pet Sitting and it was a much different world. I love my new job and the active lifestyle that it provides. Read more>>

Ramsey Martin

Absolutely! I’m 23 year old and for the most part of my adult life I’ve been self employed. Having a more stable income would be nice when some weeks aren’t as good but the freedom self employment brings you can’t beat it. Read more>>

Tracy Cook

Great question! I am much happier as a business owner as opposed to when I worked at a company for another owner. I do work more hours, some weeks a lot more hours however, I’m working for myself. After almost 7 years now I don’t have the thought of going back so to speak, I’m not sure now that I could even go back to having a “regular job” That doesn’t mean to say that it’s always easy, there have been long rough months, difficulty in getting clients weekly especially during covid times. Read more>>

Amya “Roxxstar” Meekins

As a business owner, I feel as though I feel more content with myself working for myself rather than others. It’s something about watching what you create from scratch evolve into something so beautiful. I do feel as though I am more into my purpose as a business owner so therefore I am happier despite the rough times. Read more>>