Ann Willoughby // Willoughby Design

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Season Two kicks off with the trailblazing Ann Willoughby, founder of Willoughby Design. Her story begins in the aisles of a small department store in Hattiesburg, Mississippi, where she sketched fashion illustrations that would mark the start of a remarkable career. 

After relocating to Kansas City, Ann didn’t just launch a design firm—she built a creative powerhouse and became a pioneer for women entrepreneurs in an era when even opening a bank account required a male co-signer. In this episode, Ann reflects on the uphill climb of securing clients, building a business against the odds, and the deeper purpose at the heart of design.

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