We love grabbing drinks with our entrepreneur friends because they always have the craziest stories. Sometimes it’s a big, unexpected win. Other times it’s a problem that came out of nowhere and couldn’t possibly have been foreseen. There is so much to learn from these stories and so we asked some of the brightest entrepreneurs and creatives in the community to share some of those stories below.

Molly Mackey

I live in a small town in the Midwest. There is a post office, one bar and stoplight that isn’t really a real stoplight (it’s) the crosswalk stoplight by the high school. The whole town is less than a mile in diameter. Many of the clients in healthcare and human services that I work with are also in rural areas. This summer I drove to a remote part of South Dakota to a town of around 500 people. Read more>>

Jackie Citerony

This really isn’t a crazy story. It’s a story of how professional organizing helped a client during a very difficult time in her life. Professional Organizing isn’t just about lining things up and making them look pretty- although that is the icing on the cake! Often people find themselves completely overwhelmed during major life transitions. Read more>>

Joey Chessey

With our business model of traveling around to art fairs all year round, we never have control over the weather (unfortunately). We have been through it all; rain, HEAVY rain, hail, strong winds… you name it. So, we have had some crazy experiences when it comes to selling at in-person art fairs. Read more>>

Lee Turner

In addition to design work, I am a painter. My small hometown in Virginia had an annual yard sale that the whole town participated in. I was there with my family, and I had some unsold paintings there just to see if anybody was interested. A couple stopped by our area, and one of them distracted me with a long conversation about some of the family stuff while the other one lifted a painting. Read more>>

Jasmine Smith

One of the most exciting and craziest moments in my career as a stationery business owner happened during the 2021 NBA Finals. An NBA player on the Phoenix Suns was photographed wearing one of my original bucket hat designs “Happy Days Ahead” right before heading to the arena! The photo, taken by an official organization, quickly made its way to Instagram, and when I saw it, I was in complete shock. Read more>>

Samantha Langworthy

I had a customer from California take interest in my candles and wax melts. She had put in a big order in which I was eternally grateful for. I made everything up, packed it and shipped it out in a timely manner. Once the customer got the package, she had informed me that half her candle order was missing and showed me the package as it had arrived which had looked as if it was torn open then repackaged again. Read more>>

Dorron ModernAnimator

So a crazy story for which I think really pushed me to try things out and learn what I can cause “you never know what can happen” was years ago I was taking more time to learn how to do editing and digital art. I took photos of my own, friends and family, and did what is now I believed was called Topaz filter, which gave a stylized based look almost blocky or pallet knife brushed work (which usually is a flat triangle shaped knife either metal or plastic not really used for cutting anything, but splitting up paint). Read more>>