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.
Tae Strain

The most challenging part of running a small scale supper club is the constant change. We have similar themes that run through each event and that drive the food, but not having a ‘home base’ makes it hard to maintain rhythm. Read more>>
Rony Francois

One of the biggest unexpected problem that I faced in my early years was not getting support from my friends and family. I had to accept the fact, that sometimes my biggest supporters would be total strangers Read more>>
Julian Dahl

An issue I encounter fairly often is a universal one amongst many creatives; burn out. Typically it will start if I’ve been doing too many back-to-back photoshoots, or when I’m not able to find anything inspiring to shoot during my photo walks. Read more>>
Meghna Hegde

1. Platform algorithm changes affecting post visibility and engagement. 2. Unplanned events or technical issues disrupting the content calendar. Read more>>
Jak Starzin

Imposter syndrome is so common among artists but rarely talked about. When I started performing live and filming music videos I felt a disconnect; almost as if I was playing a “character”, I know some artists have that “alter ego” but I didn’t want that to be me, I wanted to embody my identity completely. Read more>>
Harlow Holiday

An unexpected road bump in my creative journey has been the Covid-19 pandemic. We are still struggling to recover as an arts community to this day. Read more>>
Daisy turnmire

I have been living with fibromyalgia for most of my life and often get told that I look fine what’s the problem, when I have to sit out a song or stop and take a break from molding a song. Read more>>
Shaquae Hickman

The Most unexpected problem i faced was investing so much into equipment and to be on slow down days, everyone always says “just go for it” but sometimes thats the most scariest part! Read more>>
Yeraly Montes

Learning new skills and failing initially. It’s a process to try and learn new skills, especially several at the same time in order to get a desired result. Read more>>
Renee Manning

Being in the yoga and wellness business, I was surprised by the negative pushback I received from other studio owners when I first started pre-marketing. Read more>>
Mary Ann Cherry

The great unexpected was Covid. In addition to the fatal virus, the problems that Covid visited upon us were unimaginable. No one expected schools to close and once thriving businesses to fold. Read more>>
Sven Kennedy

In 2021 I took a break from working on films and I went back to the TN mountain where I grew up for a visit. I had gone through some challenging situations the prior years and kept saying I wished for a reset, so i needing some vacation time. Read more>>
Nick Armstrong

In 2019, my business partner and friend Josh Nicols and I acquired RISE Comedy, formally Voodoo Comedy, which was struggling financially at the time. We had to act quickly to turn things around, and within less than a year, we successfully revitalized the business. Read more>>
Jenna Haimes Veale

The most unexpected problems I have faced in my creative journey have been illness and injury. I have never been a stranger to recovering from and overcoming injury. Read more>>
Jenna Nolen
Being a woman in the world is already a hard thing to navigate and being a woman in the industry is another beast in itself. I think one of the things I had set very early on is my morals and what I would and wouldn’t do. Read more>>
