As almost any entrepreneur or creative will tell you, unexpected problems are to be expected. Below, you’ll hear some incredible stories that highlight and illustrate the kinds of issues and problems entrepreneurs and creatives are dealing with everyday. It’s not easy, but the silver lining is that dealing with unexpected problems is one of the best ways to develop antifragility.
vandor hill
One of the most unexpected challenges I faced was realizing that opening a brick-and-mortar wasn’t the finish line—it actually made everything more fragile. When I started Whack Donuts out of my apartment, I had full control. Once I opened a physical space, I ran into issues I couldn’t plan for—construction outside the shop, blocked visibility, and uncertainty around timelines and leases. Read More>>
Rich Habits
Being anew event space owner we had a bad leak in the ceiling 3hrs before we had an event start. Me and my mom was mopping n using buckets til we found a plumber that was able to stop the leake in get things resdy for the event 15minutes before it was time for the customer to setup up and decorate Read More>>
MJ Chante
As a Mistress of Ceremonies, my role is to maintain the energy of the room and stay attuned to the audience. I always present myself with poise and professionalism because a polished presence builds trust. My goal is to guide the audience on a seamless journey throughout the event. Read More>>

