Listen "13. When Success Feels Stagnant with David Sherry"
Episode Synopsis
What happens after your venture takes off?David Sherry went from building his own startup, Death to Stock, a stock image solution used by Apple, Google, Squarespace, and Nike, to guiding founders through the inevitable evolution that comes with success.David and Saara explore why personal development isn't optional for entrepreneurs, the predictable tensions that emerge as businesses scale, and his Founder Evolution Framework: a tool for resetting perspective, spotting misalignment, and reconnecting with the excitement that started it all.In this episode:Why community matters for founders navigating growthInternal fulfillment vs. external successBreaking free from external validationThe predictable stages of the founder journeyThe Founder Evolution FrameworkHow personal development ripples into business resultsIntegrating spirituality into entrepreneurshipThis episode is for you if:You've hit a success plateau and feel disconnected from your original visionYou're wondering why achievement doesn't feel as satisfying as you thoughtYou're ready to evolve as a founder, not just scale your businessChapters00:00 Introduction to David Sherry04:45 From Startup Founder to Executive Advisor and Guide07:49 Why Community Matters for Entrepreneurs10:33 The Shift from Building to Coaching13:26 Internal Fulfillment vs. External Success16:35 Breaking Free from External Validation19:26 The Birth of Death to Stock22:22 Finding the Right Coach for Your Growth27:41 Navigating Personal Evolution and Complexity33:54 Becoming an Executive Coach39:33 The Predictable Stages of the Founder Journey46:16 The Founder Evolution Framework53:04 Internal vs. External Goal Setting54:36 Why Difficult Conversations Matter56:02 Tracking Progress in Coaching57:45 Awareness, Patterns, and Growth59:43 Transcending Problems You Once Had01:00:27 Coaching Horror Stories01:02:17 Coaching vs. Therapy: What's the Difference?01:04:34 Uncovering Your Blind Spots01:07:06 How Relationships Shape Coaching01:08:24 Client Commitment and Accountability01:10:04 Personal Development's Ripple Effect01:12:46 Integrating Work and Life01:14:24 Spirituality in Entrepreneurship01:17:03 What Makes David’s Soul Feel Rich01:18:18 On Essence and Purpose01:20:13 Connect with David SherryConnect with DavidVisit David's websiteWhere to Find Saara@SaaraLampwalla everywhere
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