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.

Samantha Gaspar

I am happy as a business owner, but running a jewelry business comes with its challenges—especially when creativity is the cornerstone of what you do. Life’s ups and downs, and even struggles like depression, can sometimes make it hard to stay inspired. To maintain stability, I also work a part-time job because I understand that entrepreneurship can be unpredictable at times. Lately, I’ve found myself wondering if having a regular full-time job would be easier. The thought crosses my mind because it promises structure and less emotional strain. However, my passion for designing and creating jewelry always pulls me back. What truly keeps me going is hearing from customers who love their pieces and share how confident and beautiful they feel wearing them. Those moments remind me why I started this journey and why I continue to keep my business alive despite the challenges. Lately, I’ve found myself wondering if having a regular full-time job would be easier. The thought crosses my mind because it promises structure and less emotional strain. However, my passion for designing and creating jewelry always pulls me back. What truly keeps me going is hearing from customers who love their pieces and share how confident and beautiful they feel wearing them. Those moments remind me why I started this journey and why I continue to keep my business alive despite the challenges. Read more>>

Tessa Blakney

I’m much happier as a business owner, but that doesn’t mean it’s all sunshine and rainbows every single day. I do have moments when I question what life would be like with a regular job- no risk, no late nights, no decisions to make. Whenever things feel overwhelming I remind myself that the grass is always greener where you water it- and then I get to watering! Reflecting on the last time I had that thought, It was a Monday afternoon, I was sitting in my studio- surrounded by tools, chains, and piles of unanswered emails. I was overwhelmed with handling outreach initiatives and preparing for an event that was later that night. My to-do list felt never-ending, and the pressure was starting to get to me. Read more>>

Anastasiia Lyskovets

Yes, I’m happy being a business owner, but sometimes crises and anxiety make me wonder what it would be like to have a regular job. The last time I had such thoughts was in Paris (just mowed there) when I was trying to find clients and promote my services. I was sitting with my laptop, looking at my growing expenses while orders still hadn’t come in. Fear crept in: “What if I fail? What if I don’t have enough money, everything falls apart, and I end up having to go back to being dependent?” In those moments, anxiety feels overwhelming. It tells me I could lose everything I’ve worked for, bringing back old fears of living in instability and feeling helpless. Sometimes it feels like I’m stuck, and that only makes it harder to move forward. Read more>>