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Entrepreneurial Thinkers with Rob Ryan

Ep 172: "Founder Exits; The Startup Story few tell" with Lauren Gregor

14 Aug 2025

Description

Is an “exit” always every startup founder’s dream? What do most exits look like? What happens when your dream business becomes someone else’s? In this heartfelt conversation, Rob sits down here in Los Angeles, with Lauren Greger, founder of Rent-A-Romper, to unpack the emotional rollercoaster of building—and selling—a startup. They dive into the real cost of chasing success, what it takes to walk away, and why defining your own version of success might be the most important lesson of all. Whether you're a founder, dreamer, or just curious about the startup world, this episode is a must-listen.Feel free to follow and engage with LAUREN here:- LinkedIn: https://www.linkedin.com/in/laurengregor/- Instagram: https://www.instagram.com/laurengregor/We're so grateful to you, our growing audience of entrepreneurs, investors and community leaders interested in the human stories of the Entrepreneurial Thinkers behind entrepreneurial economies worldwide.As always we hope you enjoy each episode and Like, Follow, Subscribe or share with your friends. You can find our shows here, and our new Video Podcast, at “Entrepreneurial Thinkers” channel on YouTube. Plug in, relax and enjoy inspiring, educational and empowering conversations between Rob and our guests.¡Cheers y gracias!,Entrepreneurial Thinkers Team.Chapters00:00 Introduction to Entrepreneurial Thinkers04:47 Defining Success in Transition07:50 Navigating Startup Culture10:57 The Reality of Fundraising13:51 Building a Sustainable Business16:56 The Journey of Exiting a Business19:43 Finding Community and Support22:53 The Process of Selling a Business40:26 Identifying Potential Buyers41:44 Building Relationships for Business Transition44:51 Navigating the Sale Process46:03 The Emotional Journey of Letting Go48:38 The Acquisition and Its Impact51:12 Personal Growth Through Entrepreneurship56:26 Family Dynamics and Business Transitions59:31 Exploring New Interests and Opportunities01:04:39 Key Questions for Entrepreneurs Considering Change

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