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.

Calliope

Honestly, nature seems to have a flair for drama whenever I plan a client content shoot in Mexico. One of the wildest moments started in the jungles of Tulum, during what was supposed to be a jungle vibes content day. Out of nowhere, the sky cracked open. A torrential downpour hit, the area cleared out, and instead of running for shelter, we ran deeper into the jungle. We ended up exploring caves, ancient ruins, and even a pyramid-shaped cemetery where hundreds of candles were still burning despite hours of rain. It felt like we’d stepped into another realm. The shoot turned into a soul retrieval. No camera needed. Read more>>

Kimberly Howatt

Where to begin? My entire journey as a business owner has been crazy, starting from the moment I left my career, in a moment that many have made sure I know was “insane.” I experienced a career I thought would bring me to a happy retirement, until my soul’s calling drove me straight into a new life. The change happened in an instant as I was on the 5-minute drive from the gym back to the office after a lunchtime workout..I walked into the boss’ office, and changed my life in one moment. Read more>>

Lani True

One of the wildest, most unforgettable moments I’ve had as a business owner happened back in the summer of 2019. I was invited to be a vendor at an event called Community Healing, and I brought my handmade crystal jewelry to share with the attendees. I had no idea what to expect, but I was so excited to be there and offer my work in a space that aligned so deeply with the energy of my brand, True Spirit Co. Read more>>