Lovely to meet you, We’re the #bearsquad.

meet the bear squad - a team dedicated to helping small woman-owned luxury branded businesses with their marketing and design - this photo displays cute geometric shapes in black against a light background with that signature high contrast look
ceo and founder anna brown who is a owns a small brand design and marketing small business - for women by women. displaying cute and trendy clothing and a smile

Anna Brown

CEO | Founder | Designer

Our visionary, lead designer, and Founder of Sleepy Bear Co. With over 15 years of experience in various leadership roles, Anna has the guts and the grit to take on any challenge that comes her way.

Anna's unwavering leadership and vision have propelled Sleepy Bear Co. to where it is today. She is an incredible visionary who knows how to navigate the business landscape and keep our brand (and yours) on course. When she's not busy conquering the business world, Anna enjoys photography, painting, growing and caring for her garden, and spending time with her beautiful family. Her commitment to our vision is unwavering and she is not afraid to blaze new trails and take risks in pursuit of her dreams. 

Hannah Black, professional Copywriter and blogger, crafting compelling content to engage audiences. From her Etsy selling, content creation, and excellent writing skills, Hannah is an incredible asset to Sleepy Bear Design Co. and its customers.

Hanna Black

Human Resources | Copywriter

At Sleepy Bear Co. Hanna is a creative powerhouse who loves to cook up homemade recipes from scratch, grow her own veggies, and crochet up a storm. She's even an award-winning author who can speak three different languages!

Hanna comes to us with experience as a talented Etsy seller and shopper. Her passion for small business and love of language has led her to pursue a career in copywriting, where she excels at crafting compelling content that resonates with audiences.

With her experience working for the state of Florida and serving missions for her church, Hanna is a natural at tackling any challenge that comes her way. Her kindness and ability to not only connect but resonate with any audience, happen to be just a few of the reasons why she's an irreplaceable member of The Bear.

karl swinkels, the only man on the entire bear squad team - our website developer who provides beautifully simplified code for our website designs made for woman-owned luxury brands.

Karl Swinkels

Programador (Web Developer)


Karl is the code master behind every custom website design. When it comes to building out custom booking forms, sweet navigation, slider magic, etc., Karl is our guy. He knows coding like the back of his hand. He is always ready to help, and is incredibly knowledgeable when it comes to building websites from the ground up with an impressive 10+ years in the field. He’s the mechanics behind the design and we are SO lucky he’s part of the Bear Squad. 

Shay Barwick - junior graphic designer with a smile on

Shay Shupe

Project Mgmt | Jr Graphic Designer

Shay has a guiding force leaving her to be the perfect project manager for our team. She is not only a brilliant designer and leader but also a dedicated and dependable resource for the Bear Squad. Her commitment to The Bear's mission knows no bounds. Beyond her creative prowess, Shay leads a fascinating life on her sprawling fourteen-hundred-acre farm in the enchanting landscapes of New Mexico. There, she shares her days with her darling partner and son. Shay's heart beats to the rhythm of early 2000's punk angsty music, kayaking adventures (especially when visiting her Florida hometown), and her culinary skills shine as she masterfully crafts southern dishes with a New Mexico flare. Her humor and dedication are qualities that endear her to all who have the privilege of knowing her.

trinitie - the communications specialist and first point of contact for our woman-owned branded luxury small businesses

Trinitie Carlisle

Communications Coordinator

Meet Trinitie, the heart and soul of our team, affectionately known as our Team Aunty. Trinitie is more than just the best; she's our organizational guru, filling our days with warmth through her sweet words. But what truly sets her apart is her exceptional talent for nurturing and sustaining client relationships. With a deep well of wisdom, she always knows the right words to say, offering unwavering encouragement.

When she's not keeping the Bear Squad on track, you'll find Aunt Trinitie basking in the Florida sun at the beach, surrounded by her family at a cozy bonfire, or fearlessly diving into a thrilling horror movie – sometimes all of the above. Her adoration extends to her two wonderful children, Hayleigh and Colton. We hold Aunt Trinitie in the highest regard, and we're grateful to have her as an integral part of our team. During your stay with us, we're more than happy to share our wholesome Aunty with you.

elizabeth carmany - our data and analytics team member with more knowledge than most and the skills that slay every SEO monster we've ever come across for our woman-owned small businesses

Elizabeth Carmany

Data Analyst | SEO Specialist

Elizabeth is an exceptionally skilled and dedicated Data Analyst. She possesses a deep passion for uncovering meaningful insights within numbers, effectively weaving together the narratives hidden within data. Her daily ritual involves savoring hot chocolate, and she possesses a penchant for contemplation, often diving into the intricacies of data with a remarkable depth of thought. Whether it keeps her up at night or leads her to insightful revelations remains a delightful mystery. As for her roommates' cats, she may not officially own any, but she takes pride in believing that these feline friends have a special affectionate friendship with her. 

Elizabeth's expertise is pivotal in ensuring successful website search rankings, and her specialty lies in the realm of social media statistical data. Her profound insights and analytical genius are invaluable assets for any project. Our team wouldn’t be where we are today without her investigation and skill.