2022 Little Bosses Festival

August 14, 2022

Join the fun as Annapolis Town Center hosts the second annual Little Bosses Festival on August 14 from 12 pm – 2 pm. This Festival features a selected array of local, kid entrepreneurs chosen to highlight and promote their own startup businesses.  Little Bosses helps encourage young minds and we look forward to helping these young bosses grow!

Located next to Ruah Yoga. 1915 Towne Centre Blvd Suite 120 Annapolis, MD 21401


Meet our Little Bosses:

Jewels By Airyana

Little Boss: Airyana Copeland

Jewels By Airyana is founded by a young entrepreneur named Airyana Copeland, who started her business at the incredibly young age of six years old. Her passion for making handmade customized bracelets for children and adults has blossomed over the years.  Airyana has received recognition from City Council Citation on behalf of the residents of the City of Annapolis, MD as a young entrepreneur.  Jewels By Airyana reflects who she is as a child, becoming something greater.  Jewels represents symbols of wealth, beauty and God’s image of his people. “I love how a jewel sparkles, shines and reflects light.  Every bead of color represents who you are.  Colors represents strength, passion, creativity and power. Wear your colors boldly and proud!”  Airyana has continued to place smiles on the faces of her customers when they purchase a customized order.

Milan’s Berry Good Treats

Little Boss: Milan Middleton

Milan’s Berry Good Treats is a food and beverage retailer specializing in lemonades, cake jars, and chocolate covered strawberries using all fresh and natural ingredients.

Cassidy’s Creations

Little Boss: Cassidy Tyson

Cassidy’s Creations is a bracelet boutique featuring stylish bracelets for both kids and adults. Each bracelet is creatively crafted by 8 year old designer, Cassidy Tyson. Cassidy’s hope is to spread joy to everyone who wears her one of a kind pieces.

Noble Vending, LLC

Little Boss: Eddie Smith II

Noble Vending is your full-service vending company that includes onsite vending machines and prepackaged table service. We put our client’s interest first. Our goal is to provide our clients with quality and affordable vending solutions. We give your employees and customers the vending choices they want while saving money, increasing production, and keeping everyone happy. We also provide healthy snack and beverage options specifically designed for your location or type of business.