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Life & Work with Akilah Wofford

Today we’d like to introduce you to Akilah Wofford.

Hi Akilah, thanks for sharing your story with us. To start, maybe you can tell our readers some of your backstories.
This journey of becoming an entrepreneur has been life-changing. I worked in various sales positions since the age of 16, which include retail, network marketing, promotional gigs, and even real estate. I wanted to challenge myself to create something different. I have always had a passion for heels and became known for having a lot of heels.

I would collect shoes in different sizes from consignment stores just for my friends when we all went out to parties.

One day, I woke up and decided I wanted to start a brand that would uplift women and build confidence. I wanted to change the game in fashion and make “Heels” the center of attention. In 2017, Cherries Shoe Bar was born and I promoted my first collection of heels and wedges.

My friends and family were very supportive throughout this journey and many women start reaching out to me as their personal Shoe stylist. I used all the skills I learned working in retail to start the business. I used the knowledge from past promoting gigs to advertise and market my brand. Cherries Shoe Bar started off in the trunk of my car and has transitioned over the years expanding into new markets online and by participating in community events.

I am a mother of two boys, Kyrie 8yr and Khalil Clifton 1yr. Kyrie is also an entrepreneur, branding his own line for kid wallets (boys and girls) called Kyrie Cool Kidz. Educating the youth about financial literacy and how to save money. My fiance is Terrance Clifton. We are getting married in April of 2023.

We all face challenges, but looking back would you describe it as a relatively smooth road?
They say life is like a box of chocolate and you never know which one you are going to get. It’s the same with shoes. The road has been very challenging because women all have different particular styles.

Every day is a learning experience and heels are evolving. Some women love heels and some prefer Flats. I try to find and select collections to balance both. It can be challenging at times but I love going out and socializing with new people.

I had to learn a lot along the way. I remember getting my first online sale and it had to ship to Alaska. I was so excited, that I sent the package off in a postal box. I had no knowledge about weight and dimensions and I need to send the order off in the most cost-effective way. I did my research and learned about poly bags and comparing shipping rates. Now orders can be received in a more professional manner with proper labels.

I had to come up with ways to change the traditional way of shoe buying. Finding the right heel for the perfect night should be fun and exciting, so Cherries introduced Bar parties. In 2019, Cherries branched out into community events by setting up my booth at parks and event halls along with other black-owned businesses.

Events Cherri’s Shoe Bar attended. Be U ENT small business expo 2020.

Grizz Shop Local 2021. Wolfchase Galleria small business popped up. 2020 -2022.

Shop Black City Tour 2022 Nashville, Memphis, STL, and ATL.

Can you tell our readers more about what you do and what you think sets you apart from others?
I have worked in various retail sales positions (Target, real estate, and network marketing). I became a licensed life and health agent in 2020.

This opportunity allowed me to work directly with people and understand the importance of health care. I enjoy having a career helping and building relationships with people. This has given me the opportunity to provide great service to others no matter what field I am working in.

In addition, it makes it very easy to network and promote Cherries as a brand in community events because I am so used to talking with people daily.

What was your favorite childhood memory?
My favorite childhood memory would be dancing with my mom. My mom was a fan of pop, jazz, blues, and hip hop music. She loved her music very LOUD. I believe I get my “live out loud” character from her.

We would always have a party. In addition, she hosted the biggest parties at our home while I was growing up.


  • Shoe deals are $25
  • Specials under $55
  • BOGO sales at events
  • 65 Boots Sale

Contact Info:

Image Credits
Derrick Scott

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