“I thought becoming a millionaire before 30 would solve everything. Then I hit my goal—and nothing changed. That’s when I realized I was chasing the wrong thing.”
Scaling a business isn’t for the faint of heart—especially when it involves taking on a multi-million-dollar risk before even opening a single location. In this episode of The Relentless Pursuit of Winning, I sit down with Bennett Maxwell, the entrepreneur who turned a single cookie shop into a franchise empire, selling 400 units in just two years before making a power move to sell the company.
We dig into what it really takes to build a franchise, the sales mindset that fuels success, and how Bennett leveraged top-tier talent to scale Dirty Dough. And if you think this conversation is just about cookies, think again—Bennett shares his journey of shifting from chasing money to building a business with purpose, how he recruited industry power players, and why he believes simplifying a business model is the key to scaling fast.
If you’re a founder looking to build something bigger than yourself, this episode will give you real, actionable insights into sales, leadership, and the mindset shifts that create lasting success.
💡 Simplify to Scale – How Bennett centralized production to make Dirty Dough franchise-friendly.
💡 The Power of Sales – His no-fluff approach to closing deals and recruiting top talent.
💡 Entrepreneurial Burnout is Real – Why he sold Dirty Dough and redefined his goals.
💡 The Inner Game of Success – How meditation, neuroplasticity, and mindset shifts transformed his approach.
💡 Why Money Alone Won’t Make You Happy – And what actually will.
Bennett Maxwell is a multifaceted entrepreneur renowned for his innovative approach to business and commitment to enhancing the entrepreneurial landscape. He was the driving force behind Dirty Dough Cookies, a fast-growing national cookie brand with over 65+ stores open and dozens more set to launch this year. Maxwell’s career spans diverse industries, from real estate in Utah to co-founding and successfully selling Switch to Solar. In addition to his entrepreneurial ventures, he is a sought-after speaker who regularly shares insights with the media. Bennett also hosts the Deeper Than Dough podcast, launched in 2023, where he explores finding joy and fulfillment in life through entrepreneurship and beyond.