Dreamcatchers

What happens when your identity is deeply tied to your business? How do you plan an exit that protects your company and your sense of self? Jerome Myers and Matt Halloran explore the “Founder’s Exit Paradox” and the challenges of stepping away from a business while asking: What’s next when the company no longer defines you? Jerome shares stories from his workshop with Sri Lankan business leaders, tackling identity, legacy, and the importance of planning a purposeful exit. Whether you’re years away from exiting or nearing the decision, this episode offers the strategies and insights to guide you toward a future filled with meaning. [00:00 - 04:51] Small Shifts, Big Impact Tiny decisions, significant changes: Small shifts lead to significant outcomes Sri Lanka insights: Lessons from family businesses Legacy views: U.S. vs. Sri Lankan perspectives [04:52 - 10:07] Legacy Resistance and The Founder's Exit Paradox Legacy pushback: Some resist the concept of legacy Identity struggle: Entrepreneurs find it h