One of the most under-the-radar benefits of entrepreneurship is its ability to build fortitude and make the entrepreneur a more formidable person. Challenges – particularly the crazy, unexpected ones that take on a life of their own – build character and confidence. And the unexpected surprises to the upside, the crazy good moments offer a high that’s hard to reproduce elsewhere. The charm and the challenge of entrepreneurship is dealing with the crazy things that happen and so we’ve asked some fantastic business owners and leaders to share some of their stories with us below.

Kenechi Ubani

A tragedy had taken place. A mother had lost her only son to street violence. The late youth was an artist, that was working on a project before his untimely death. Read more>>

Lisa Johnson

The craziest thing was when we made £1million in an hour! It was during covid and we just didn’t know if launching was going to work during that time so me and the team were really nervous. Read more>>

Jamie Kim

One of the biggest challenges in starting a food business is figuring out the manufacturing component. I went from making every single bag of granola myself, to scaling up production with a copacker. Read more>>

Brenda Myers

Being a Non-profit of 18 years the one thing I believe that everyone who chooses this type of business/journey is you ask yourself are you really making a difference in your mission. Read more>>

Joe Reed

In the early 1990s, I played for the legendary Merle Haggard. It was incredible to play for him. One of the stranger stories I can remember was in Idaho. We found a restaurant and pull the buses into the parking lot. Read more>>

Sara Ratza

On Valentine’s Day of 2024, my storefront was open and busy with customers. One customer had her back against the door as we were finishing a conversation and was seconds away to leaving. Read more>>

Tatyana Robberts

I am painting plein air. Plein air is when the artist stands in the open air on location and works. That’s why we have to communicate with people, whether you want to or not. Read more>>