Helping more people thrive doing what they love or are passionate about means helping more folks learn from those who came before them and so we asked successful entrepreneurs, artists and creatives to tell us what they would do differently, knowing what they know now, if they were starting over.

Kia Nichelle

I love this question! When I was younger I would pride myself on being a girl boss that does everything herself. From packing orders, shipping them, running my store, being the model, creative director and so on so forth. As time passed I realized this was the worst thing I could do. My business would have been so much farther if I had a solid team back then who understood my vision and plan. Longevity and conversions is all about team. Read more>>

Kimbreli Flournoy

I started my business as a hobby so I didn’t have the slightest idea about investing in myself or taking my business to the next level. I saw success initially, but I learned a lot too if I could start over from scratch. Read more>>

Megan Taber

I would keep my outsourcing for my business as lean as possible, for as long as possible! In my opinion, I outsourced some of my marketing services too early. It’s important to lay the groundwork completely for profitability as much as you can before you begin to hand off work – whether that be contractors or employees. Read more>>

Sierra Campbell

There are two main things I would’ve done differently now that I have the hindsight. Read more>>

Nadia Marina Thomas

One of the biggest lessons I learned in the process of expanding from a table pop up to a coffee trailer is that things that seem too good to be true often are. If someone if offering you help, take it, but if someone is offering you a short cut, it will always be the longer road and it will be more painful and costly. Read more>>

Kate Ryan

Knowing everything I know now, I would definitely take more creative risks when I was younger. When you’re just starting out, there’s no downside to trying things. I worried too much about wasting time on projects that weren’t important or making work that wasn’t good enough, but the worst thing that can happen is doing nothing at all. Read more>>

Olivia Hayse

From about 2013-2018 I ran a small digital marketing firm. I started out just helping a few friends and family with their content. By the end of that first year I had grown to need one employee and we worked out of my spare bedroom. We soon grew into an office space with a handful of employees and clients. Read more>>