the heeler pack
We’re a husband-and-wife team with over 24 years of combined experience in the decorated apparel industry—and a lifelong spirit of entrepreneurship. From launching the outdoor lifestyle brand Becker Supply Co. to running a successful retail store and screen print shop, we’ve built businesses rooted in creativity, connection, and adventure.
leena middaugh - ceo
jake middaugh - cco
Our journey has led us to Heeler, a creative agency born from both passion and purpose. With a deep bench of marketing professionals behind us and a wealth of industry experience, we’re proud to offer strategic branding, design, merchandise, and e-commerce services for small businesses and outdoor-focused brands. We run our business on the road, traveling full-time with our twin daughters and two loyal Heeler pups—living proof that work-life balance can be wild, fulfilling, and entirely our own. Heeler isn’t just a creative agency; it’s a way for us to live what we love and support brands who do the same.