About Us


We are a family of four companies: Heads Up Shirt Shop, Heads Up Boutique, Heads Up Apparel, and Heads Up Specialties.

Heads Up Shirt Shop is the newest addition to the Heads Up Family. We’re located in downtown Barrington, Illinois. We offer a wide variety of customized apparel items available in a quick time frame! We can help you design shirts for your family reunion, bowling team, birthday party, 5K run, bachelorette party, etc. Take a peek around our website and visit us at 111 North Cook Street.

Heads Up Boutique is our personalization boutique located next to Heads Up Shirt Shop. Our boutique has a large selection for babies and children, as well as bridal gifts, housewarming/hostess gifts, and women's monogrammed clothing. We carry Vineyard Vines clothing and accessories for both men and women. We’ve also introduced Mariposa and carry their full line of timeless entertaining pieces.

Heads Up Apparel is our apparel company focusing on spiritwear programs for schools and organizations as well as corporate apparel. Our approach is to partner with our clients to ensure ease of operation and success for their programs. Since 2008, we have grown exponentially through our attention to client needs and our “down home” style. The backbone of Heads Up Apparel is our Six Diamond Spiritwear Program which minimizes the time required by spiritwear volunteers and maximizes the success of their programs.

Heads Up Specialties provides creative and meaningful products and services that support our clients' branding processes. A comprehensive offering includes hundreds of thousands of items which can be customized with our client's logo. Our niche, of being a one-stop shop for branding support, is accomplished through the provision of comprehensive product offering, artwork support, warehousing/fulfillment, online stores, and a proven process for on-time delivery. Our job is to match the correct item(s) to each component of a client's branding initiatives.

All of our companies exist to provide positive and simplified experiences for our clients and to provide a fun and positive work environment for our employees. Our core values are to be upbeat, caring, responsive, and trustworthy. We look for clients to whom we can deliver high value through offering simplified solutions, partnership-based relationships, creativity, and who share our passion for spirit and branding.


Please note, all 2XL sizes are an additional $2, 3XL sizes are an additional $4.

Make your selection carefully and utilize sizing charts displayed for each item. Since all orders are custom, all sales are final and we cannot accept any exchanges or returns. Returns are accepted for defective items only.


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