
← I Can Fit That In22 sept. · 38 min
How CEOs Build Businesses Without Burning Out with Cabot Earle | #62
<p><strong>What happens when the next rung on the ladder stops being enough? For many leaders, the hardest part of growth isn't building more. It's deciding what actually makes a life successful.</strong></p><p>In this episode of <em>I Can Fit That In</em>, Erin Coupe talks with <strong>Cabot Earle</strong>, a three-time CEO who has led family-owned, investor-backed, and private equity-backed companies, including organizations ranging from early-stage startups to nearly $100 million in revenue. Today, Cabot works alongside business owners and CEOs as an outside peer partner, bringing firsthand experience to the challenges of business growth, leadership transitions, ownership dynamics, and scaling.</p><p>Cabot and Erin explore what sustainable leadership actually looks like when you're responsible for a growing organization while also trying to build a meaningful life outside of work. They talk about managing pressure, knowing when to bring in an outside perspective, letting go of responsibilities as a company grows, and why professional ambition and personal ambition don't have to compete with each other.</p><p><br></p><p>What You'll Take Away</p><p>- Why growth isn't linear and how strong leaders build resilience through the inevitable highs and lows</p><p>- How to recognize when you're still carrying responsibilities that your growing business no longer needs you to carry</p><p>- Why outside perspective becomes especially valuable when a company reaches a level of complexity you've never experienced before</p><p>- How to think about work-life balance as an ongoing recalibration rather than a perfect 50/50 split</p><p>- Why success, wealth, and achievement can take on an entirely different meaning as your career evolves</p><p><br></p><p>Guest Bio</p><p><strong>Cabot Earle</strong> is a three-time CEO with experience leading family-owned, investor-backed, and private equity-backed companies. He now works as an outside peer partner to business owners and CEOs, helping leaders think through growth, transition, and complex business decisions.</p><p>If you're a leader who has ever wondered whether the next milestone will actually make you feel more successful, subscribe to <em>I Can Fit That In</em> for more conversations about building ambitious careers and meaningful lives.</p><p><strong>Connect with Erin Coupe:</strong></p><p>Instagram: @authenticallyec</p><p>LinkedIn: Erin Coupe</p><p><strong>Connect with Cabot Earle:</s