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. 

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. 

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.