Bennett Maxwell on Turning Door-to-Door Sales into a 25-State Cookie Franchise

Entrepreneurs, Executives, & Eccentrics · Aug 24, 2026 · 32m

In this conversation, Bennett Maxwell, chairman of Dirty Dough, shares how his background in sales, entrepreneurship, and building scalable systems helped him grow a gourmet cookie business into a rapidly expanding franchise. He explains how Dirty Dough simplified store operations through centralized cookie production, reducing the time, expertise, staffing, and capital required for franchisees. Maxwell also discusses the risks of growing too quickly, the lessons he learned from investing heavily in production and logistics, and why outsourcing became an important part of the company’s…