James Chambliss

James Chambliss is the founder of Pigeon Toes, a children's footwear brand based in Orange County, California that creates customizable flip-flops designed specifically for kids. Pigeon Toes stands out with its pillowy soft toe cord—solving the common complaint of scratchy straps—and a build-your-own design system where customers choose a color "flavor" and a strap "topping" to create unique flip-flops. Chambliss has been building businesses since his college days, where he started a screen printing operation producing t-shirts and delivering them hot from his kitchen oven to dorms.

In 2025, Chambliss launched Pigeon Toes, applying his branding expertise to a product he saw was underserved: quality kids' flip-flops. By the end of Q4 2025, the business was gaining traction, and he soon after pitched the brand on the How I Built This advice line, seeking guidance on scaling. With a $39 price point and a customization-first strategy, Pigeon Toes aims to own the "kids' first flip-flop" moment and turn the simple act of buying flip-flops into an experience—whether through hotel activations, licensing deals, or community-driven content.