All Episodes

April 8, 2024 32 mins

Ever wonder how entrepreneurs balance high-growth businesses with personal fulfillment? In this episode, Erik Cabral sits down with Bennett Maxwell, founder of the Dirty Dough cookie franchise. Originally an investor, Bennett took over operations and has grown the business to over 70 locations across multiple states. But rapid expansion came with growing pains. 

Bennett shares valuable lessons learned from legal battles, prioritizing infrastructure over outsourcing, and the importance of slowing growth to properly vet systems. You'll also hear how Bennett prioritizes family above all else, even missing an important business meeting to attend his daughter's kindergarten graduation. 

Here are some power takeaways from today’s conversation:

  • Growing a food franchise at lightning speed

  • Lessons learned from legal battles and competition

  • Prioritizing family over work

Episode Highlights:

[04:20] Slowing Growth for LongevityMassively expanding the franchise too quickly led to issues retrofitting new systems. Bennett wishes he started with a co-packer instead of infrastructure to avoid risks. He now focuses on sustainable growth to continually improve franchisee success.

[13:03] Lessons from Legal Battles in the Cookie Wars

Bennett shares valuable lessons from the legal battles with a competitor, emphasizing the importance of thoroughly vetting branding elements and seeking legal counsel early on. He wishes he had hired a trademark attorney to properly evaluate all aspects of the Dirty Dough name and packaging design to avoid issues down the road, showing other entrepreneurs the importance of protecting their intellectual property from the start.

[20:02] Daughter's Graduation Wins OutMissing his daughter's kindergarten graduation for a meeting wasn't an option. Bennett prioritizes family, setting boundaries to avoid workaholism despite business pressures. His mission is to find joy through challenging times.

[24:59] Embracing Failure to Find SuccessBennett shares how dropping out of premed school to pursue door-to-door sales taught him invaluable business lessons through perceived "failures." Although everyone told him it was a mistake, he saw opportunities to learn from each rejection.

Resources Mentioned:

Dirty Dough

18 Summers

Entrepreneurs Circle podcast is an On Air Brands production.

On Air Brands is one of the leaders for launch, production, and promotion of top-rated business and real estate investing podcasts. Reach out to On Air Brands here ---> info@onairbrands.com 

Learn more at: www.onairbrands.com

Find and follow Erik at: www.erikcabral.co

Download Erik's FREE GUIDE to podcasting at: www.erikcabral.co/guide

Check out this show and previous inspiring guests at Entrepreneurs Circle in .css-j9qmi7{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-flex-direction:row;-ms-flex-direction:row;flex-direction:row;font-weight:700;margin-bottom:1rem;margin-top:2.8rem;width:100%;-webkit-box-pack:start;-ms-flex-pack:start;-webkit-justify-content:start;justify-content:start;padding-left:5rem;}@media only screen and (max-width: 599px){.css-j9qmi7{padding-left:0;-webkit-box-pack:center;-ms-flex-pack:center;-webkit-justify-content:center;justify-content:center;}}.css-j9qmi7 svg{fill:#27292D;}.css-j9qmi7 .eagfbvw0{-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;color:#27292D;}


Advertise With Us

Popular Podcasts

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

Stuff You Should Know

Stuff You Should Know

If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.