Ep: 48 - Unexpected Challenges and Lessons from Launching First Family Ventures

Are you ready to dive into the real stories behind running multiple businesses with your family? In this episode, I’m joined by Shirley, Tom, and Beth as we open up about what it truly takes to mix family and business—from our earliest holiday memories to the behind-the-scenes grit that launched our first ventures. You’ll hear about our journey starting everything from grocery stores and car washes to Dairy Queens and digital agencies, and the surprises, mistakes, and triumphs we encountered along the way. I share practical lessons on financing, adapting to unexpected changes, why your first sale matters more than endless planning, and how to keep your team (and family!) moving in the right direction. Whether you’re dreaming of launching your first company or taking your family business to the next level, this episode is packed with honest advice, funny stories, and the kind of wisdom you only get when you’ve lived it. Tune in now—I can’t wait to share what we’ve learned and help you turn your own business ambitions into reality. See you next episode—family, business, and all. Stay awesome!

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