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.

OSAMUDIAMEN OGIEMWONYI

The craziest thing that has ever happened to me was a customer accusing me of being a fraudster and a scammer! I met this customer online who placed an order for a flyer design. She informed me that she was referred by a customer that I had previously worked for. I then sent her a price list for my services and also stated that payment will only be made after she approves the design. Read more>>

Isa D’Aniello

In 2016 I had just left a bad job and was striking out on my own as a freelancer for the first time. I wasn’t sure how to find clients, so I blasted my bio and a link to my website on a bunch of local Facebook groups, hoping something would pan out. I was contacted by the head of marketing at a tiiiiny medical tech startup called EverlyWell – they were “trying to redesign the consumer lab testing experience. Think 23andme but for more common tests.” Read more>>

Tass Banks

I am a spiritual being. I do my best to not dwell on anything negative. When I am faced with anything meant to destroy me, I deal with it MY WAY and I take the good from it. You’ve heard of the saying, “you have to take the good with the bad.” One word, LIVELIHOOD! It’s so important to me. Having my life in order is my passion. I wholeheartedly understand that if your personal life isn’t in order, your business can’t be (in its entirety). Read more>>

Crystal Davidson

There’s a few but the craziest thing that’s ever happened is probably from my first company and brand, Viriditas Botanicals, which has evolved into my focus company and brand, LIbertine although I still have a small line of products through Viriditas Botanicals. With zero marketing budget, my SOS Mosquito Repellant was featured in the Rachel Ray Every Day magazine. Read more>>

Leonard Logsdail

A couple is stories. Neither crazy, but both so relevant to where I am today I started my business when I was 21 years old and, of course, I thought I knew everything. A couple of years in I was struggling to fit a suit on a gentleman with a particularly difficult body. So I sort of blamed him fir the fact I was struggling telling him he had a difficult body. At which he turned round, looked me straight in the eyes and pointed at me saying “Gods work is perfect, yours is not”. And, of course, he was right. He was given his body and it was for me to work with it and not complain. A great lesson Read more>>

Brody Hall

I was at my desk editing pictures when the phone rang. Nate, a good friend of mine was calling to ask a favor. He wanted me to do a freebie photo shoot of a friend of his, it was important. I knew Nate well and trusted him. If his friend needed photos for some reason, I was happy to help. The next day Sky called me, Nate’s friend, and explained the situation. Sky was a care tacker and the lady she was in charge of wanted to be a model. Melody was 13 years old when she was in a horrible car accident. The crash left both her parents dead and a large glass shard lodged in her brain. Surgery saved her life, but the damage was done. Melody would forever be 13 years old. Read more>>