Ep: 63 - Taking the Leap
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Are you thinking about taking your business from one location to many? You won’t want to miss this episode! This week on the Making Family and Business Podcast, I sit down with Kim, Shirley, and Tom to unpack the real ups and downs of what it’s like to scale a family business. We dive deep into the moments that seemed “crazy” at the time—from buying our first car wash to jumping into Dairy Queens just two weeks apart—and why those risks paid off better than we ever expected.
I share what it was really like to start my first video rental business back in the VHS days, while Kim, Shirley, and Tom open up about the joys and growing pains of managing more locations, letting go of hands-on control, and why building the right systems and accountability made all the difference. Along the way, we laugh about things like switching soda brands every four years and remember the lessons learned from a few ventures that didn’t go so well.
If you’ve ever wondered when it’s right to expand, how to make sure you don’t lose track of what matters, or just want real talk about family, teamwork, mistakes, and what it takes to succeed, this episode has it all. Tune in for advice I wish I had when we started, and stay for the stories that made us who we are.
Got a story to share or a question you'd like answered in a future episode? Email Brian at [email protected].
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64 episodes