There is so much to learn from investments that went really well as well as those that went really poorly and so we asked some of the wisest creatives and entrepreneurs in the community to tell us the stories of their best and worst investments.

Sydney Jackson-Clockston

As a business owner, the best investment I’ve made—hands down—was in myself. Not in a flashy tool or a trendy platform, but in my own growth, healing, and clarity.

When I started Citrine Unlimited, I was carrying the weight of toxic/traumatic work experiences, imposter syndrome, people-pleasing habits, and a deeply ingrained belief that success had to come through struggle. I had all the strategy, the spreadsheets, the certifications—but something was missing. I realized I was building a business with my foot half on the gas and half on the brake. Read more>>

Justin Lipscomb

Investing into other places before investing into myself. Not taking the time to learn the things I was paying others for, ended up hurting more than helping. It takes knowledge to be a good boss, with knowledge comes the time you’ve put in to get where you needed to be. Read more>>

Heaven Ford

It sounds like you’ve had quite a journey with your business, and it’s great that you’re reflecting on your experiences. Here’s a way to frame your story that highlights your challenges while also emphasizing your resilience and determination to grow: Read more>>

Steve Weintz

Iertainly one of the best creative investments I ever made was the purchase of a used NeXT Cube with a NeXTdimension video/graphics board, and some software for the machine. I’d lost steam in my pursuit of a graduate degree and became enchanted with the NeXT computers then available in some campus computer labs. They entranced me with their power, ease of use, and especially the beautiful, sophisticated user interface. Read more>>