Carolyn Jarrett Jones
Carolyn Jarrett Jones

Creating new businesses is my passion. Entrepreneurship has been in my blood for as long as I can remember.

If you're an entrepreneur, solopreneur, or mompreneur, what you'll find here are tips + tricks to create a thriving, successful business more quickly and with less money than you probably ever imagined.

Whether you're just beginning to consider starting a business, still getting your business off the ground, or if you're in business but always looking for ways to perform better, my promise is to share thoughts, tools and tricks to motivate, mentor and help market your brand. (Just click on the Advice + Inspiration tab in my navigation bar above.)

And if you're just beginning to think about building your very own brand… go ahead, take the leap. I have faith that it will be the best thing you've ever done.

Carolyn Jarrett Jones

My Story

I grew up in Florida (Miami, Orlando and Tampa to be exact), and then moved to Chiberia, aka Chicago, before my first son was born. Weather aside, I still live — and have grown to love — life in the Midwest!

I’ve held different titles in my career to include Author, Publisher, CEO, but my life’s calling was always to become an entrepreneur. Soon after college, I started my first business with no capital, a ‘lil website development company called B + B, Inc.

With knowledge of digital media under my built, I launched, which eventually launched into 30 cities under a new name,

An exceedingly contentious divorce landed me in a spot where I had no money, no access to my life’s savings and no ability to run my company during the pendency of my divorce. (Yup, I just went there.)

I also had two sons and a third on the way!

And so, I once again delved into starting a new business, this time with the support of a business partner, Johanna Grange. Together we launched a Chicago-based Social Media Marketing agency called Oak Street Social.

We started Oak Street Social with a $500 investment each in 2013 and by 2018 we were named “one of the social media marketing agencies branding the future” and boasted a client roster of nearly 50 top brands, and up and coming names; building another successful, profitable, completely debt-free company in a matter of a few years with a tiny initial investment.

Entrepreneurship is my personal passion. Being an entrepreneur is the one thing I wanted to do for as long as I can remember. And so, I did.

“The successful entrepreneur is a doer, not a dreamer.”

To work with me, contact me or just get in touch, start here.


Press & Mentions

Voyage Chicago

Chicago Woman

Girl Boss Talk

Lux & Concord

AE Wheelhouse

Jezebel by Modern Luxury

Live Half Full

Tampa Bay Times

Chicago Tribune

Built in Chicago