In this episode of the Legacy Branding Podcast, host Laura Beauparlant sits down with Jacqueline Dinsmore – entrepreneur, legal innovator, and co-managing partner of Caravel Law. Jackie shares the story behind building and selling multiple businesses, including FlapJackKids, which she co-founded with her mom, and Caravel Law, which was acquired by private equity in 2023. They explore what it takes to build a brand that’s truly worth buying, the challenges of working with family, and what it’s like to stay on after a sale. Jackie also dives into how Caravel is disrupting the legal industry and why she launched Extra Innings Ventures to support underrepresented founders in their “second act.” Whether you’re scaling, selling, or just starting out, this episode is packed with honest insights on legacy, leadership, and building a business that lasts. Connect with Jackie DinsmoreCaravel LawExtra Innings Ventures

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