Project M.E. is a micro-enterprise empowerment initiative designed to support and strengthen small businesses.

Photo by  Artem Bali  on  Unsplash

Photo by Artem Bali on Unsplash


Project M.E. is a micro-enterprise empowerment initiative designed to support individuals who are building small businesses in order to support themselves and their families. Some of our entrepreneurs are seeking to build full-time businesses, while others are seeking to supplement their income, either way we’re here to help them succeed!

This new initiative provides coaching, support, networking opportunities, and the ability to showcase individual businesses here and at the WIN store to increase their exposure.

WIN is actively seeking mentors who would like to partner with us to help these businesses build success. For more information, contact us to set up an appointment.


Our Entrepreneurs


Wired Coast

Cheryl’s business was born on the beaches of Southern California, with breathtaking sunsets and beach walks for inspiration, she began crafting wire wrapped beach stones taken from these walks and presented as lifetime memories in lovely natural jewelry creations. 

She has expanded her creations into other unique eco-chic items. With a commitment to creatively reducing waste, the base of everything she creates is always upcycled and repurposed, creating sustainably chic wearable art with a low carbon footprint. 

Cheryl recently returned to Chestertown from San Diego in order to be closer to family. 

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Shore Staging

Karen’s creativity in design space and marketing is renowned in the local community. You can see her creativity displayed daily at WIN in her retail displays. In addition to her ability to create a beautiful shopping experience, she has also used this talent over the years to stage homes and offices. She has recently chosen to offer these services to local realtors and home sellers.

Karen is a local artist who is married with two sons and active in her community and her church. 

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Younique Earrings

Elisa started designing earrings in 2010 with her cousin as a hobby that provided fun and relaxation. Beginning with friends and family and expanding to providing annual gifts and fundraisers for international missions groups, she is now growing towards providing a regular income to help provide enrichment activities for her family.

Elisa is a wife and mother of three young children who recently relocated to Virginia Beach. Elisa has a long history of community activity, dealing primarily with teenage girls. She and her family are active in their community and their local church and maintain strong ties to Chestertown.

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Say It With A Treat

Tresstine is a lifelong crafter who has honed her paper crafting skills in the more than 25 years she has spent in the public schools creating educational products for her students. She has expanded her crafting skills to include customized gift packaging that is both whimsical and unique.

Tresstine Deaton is a lifelong resident of Kent County and local artist who is active in the local community and has raised three young men who have followed her example and are also striving to make a difference.

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Alec Dionisio

Alec Dionisio is a professionally educated web designer with a knack for code and a passion for solving problems. He has nearly a decade of experience where he has honed his skills in both design and cybersecurity to create both beautiful and secure websites for his clients. His collaborative approach maximizes design and technology to make interfaces, shape brands, and build digital products for businesses large and small.

Alec has recently returned to Kent County and is looking forward to using his skills and experience to help local businesses put their best digital face forward and help them grow their brands.

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Callinectes Antiques

The owners of Callinectes Antiques took their love of vintage and antique items and turned that into a small business that they successfully ran for several years. Their business has been on hiatus for the last few years in order to attend to family matters. We anxiously await for them to resume sharing their passion for vintage, antique and collectible items with us. 

They have both been long-time supporters of WIN and are active in the local education and arts communities.


Evon Thornton Coaching

Evon Thornton is a Life Coach whose mission is to help people in their 40’s let go of self-doubt and transform their lives into abundant joy.

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Coming Soon - Service Business

This entrepreneur is working hard to build her business while also working a full time job. Stay tuned for more information on her business.


Coming Soon - Handpainted Furniture Artist

This local artist is just gearing up and will join us soon. Stay tuned to see what lovely items she has to make your home beautiful!


Abby Ritchie - Thirty-One Gifts

Abby is professional working mother of three young children who has dedicated her life to helping others. Abby discovered Thirty-One Gifts after she had moved to a new area and found it was the perfect way to meet new friends and help them find products to make their lives easier. Upon returning to Kent County, she has continued to work with this company as a way to supplement her income and provide friends and family with items they love.

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Your Business Here

Aspiring Entrepreneurs featured here! If your goal is to build your business to support your family or to supplement your existing income, we’re here to help!

Contact us for more information!