It’s wild out there and the struggle is real. Entrepreneurship is no joke, everyday is a new challenge, a new up, a new down, it never stops. The action, the drama, the energy is addictive and it’s why so many never want to retire from entrepreneurship. We’ve asked some very talented entrepreneurs to share some of those crazy stories with us.

Erica Montgomery

Imagine having a check in your hand’s worth half a million dollars. That moment forever changed my life because reality quickly set in, I was working hard and the check that I had in my hand wasn’t going in my bank account. I worked so hard on my former job as a nonprofit leader and advocate. I will never forget the moment I knew I’d never see the 6-figures I’d I always dreamed of on that job. Daily I’d clock in and feel my zeal leave for something I was once passionate about. Working for someone else had become so dreadful to me.I had to force myself to work. Read more>>

Lucas Barra

I was in the middle of COVID, I had -$500 in my business bank account, about $12,000 in credit card debt and I could not afford to buy toilet paper on a Friday night. It was one of the roughest situations I have been in during my life, I started thinking being a business owner was not for me and was one of the verge of quitting my business. My coach told me to hang in there and that something REALLY good was about to happened. I learned one of the most valuable lessons to being an entrepreneur which is that when you feel bad, something good is right on the other side of your experience. Read more>>

Denniz Polk

I stay really busy doing art for bands and designs clients so I try and use the time inbetween to either make personal art thats been an idea in my head for a while or I will try and release something I’ve been working on in that down time. Dead lines and clients are always first so at any given time I have about ten unfinished projects, Three or four years ago I was working slowly on putting together a retrospective type book of the art and design I had done for bands the prior five or so years before. What was taking so long for me was I wanted the printing to be very high quality and was looking to find a person or place that could achieve the results I was looking for, Well, as soon as I get about 90% finished with the book my friend sends me a short video of her hands flipping through a large book of my art. Read more>>

Michael Cole

I can still feel the heat and smell the smoke from this being branded in my brain! This was that time when I unequivocally knew that “we made it”. It was the opening day for media at the brand new (at the time) Circuit of the Americas or COTA as we call it. We were invited out by none other than tire giant Pirelli. And yes, every single big hitter in the automotive media industry was there and here we were banging it out with the big boys. The two most vivid memories for me were when one of the c suite guys from Pirelli stopped their entire parade from going onto the track to just let us drive the head vehicle right behind a Ferrari Enzo that we got to chase which as you can imagine a big “we made it” moment for us being recognized by the heads of Pirelli. Read more>>