What even is a “regular” job? Semantics aside, the heart of our question is about those moments when the stress of entrepreneurship is mounting – do you ever sit back and wonder what if you had just been working for someone else, what life would have been like without all the stress?

Stephanie Galvez

Overall, yes, I am happier as a business owner. I’m my own boss. I get to plan my days the way I want, work on projects I believe in, and build something meaningful alongside my husband, Niko. There’s a deep sense of freedom and purpose in that. It’s not just about making a living, it’s about creating a life that feels true to me. Read More>>

Kathryn Swayney

Being your own boss and owning a business definitely has its ups and downs, but honestly, it’s the most exciting thing. My husband and I started this company together, and it’s been a rollercoaster—exciting, stressful, and absolutely wonderful all at once. Read More>>

Lisa Lee

I think about a version of this question at least a couple of times a year. Not what it would be like to have a regular job, since I’ve nannied for most of my adult life, but what it would be like to be satisfied having a regular job. Don’t get me wrong, being part of a child’s life and, hopefully, some of their favorite memories is extremely rewarding. Read More>>

Dave Maulbeck

I’m happy as an artist — I really do enjoy my life. Of course, there are challenges. The biggest one is the uncertainty. You never fully know what’s coming next, even when you have steady gigs, like how I teach improv regularly. The landscape is always shifting. But I actually think that’s a gift — it mirrors life itself: mysterious, unpredictable, always unfolding. I believe part of being an artist is embracing that mystery and letting the story reveal itself. Read More>>

Cookie Davis

Yes, I am happy as an artists! I worked for years in the radio/broadcasting industry as an executive. In that business it is literally all about time, 60 second commercials, news breaks and spinning records. This was back when radio was “personality” radio. After over twenty years as a vice president and traveling over several states to different broadcast sites, I walked away at the age of 58. Read More>>