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:
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Chapters
00:00 Introduction to David Sherry
04:45 From Startup Founder to Executive Advisor and Guide
07:49 Why Community Matters for Entrepreneurs
10:33 The Shift from Building to Coaching
13:26 Internal Fulfillment vs. External Success
16:35 Breaking Free from External Validation
19:26 The Birth of Death to Stock
22:22 Finding the Right Coach for Your Growth
27:41 Navigating Personal Evolution and Complexity
33:54 Becoming an Executive Coach
39:33 The Predictable Stages of the Founder Journey
46:16 The Founder Evolution Framework
53:04 Internal vs. External Goal Setting
54:36 Why Difficult Conversations Matter
56:02 Tracking Progress in Coaching
57:45 Awareness, Patterns, and Growth
59:43 Transcending Problems You Once Had
01:00:27 Coaching Horror Stories
01:02:17 Coaching vs. Therapy: What's the Difference?
01:04:34 Uncovering Your Blind Spots
01:07:06 How Relationships Shape Coaching
01:08:24 Client Commitment and Accountability
01:10:04 Personal Development's Ripple Effect
01:12:46 Integrating Work and Life
01:14:24 Spirituality in Entrepreneurship
01:17:03 What Makes David’s Soul Feel Rich
01:18:18 On Essence and Purpose
01:20:13 Connect with David Sherry
Connect with David
Visit David's website
Where to Find Saara
@SaaraLampwalla everywhere