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When Over-Optimization Makes Your Business Fragile [3787] episode artwork

Sep 26, 2026 23 min

When Over-Optimization Makes Your Business Fragile [3787]

from Work On Your Game: Business Strategy & Execution Hosted by Dre Baldwin

A system built for maximum efficiency can struggle when conditions change. Optimizing one outcome can remove the flexibility you need elsewhere. I break down the trade-offs behind optimization, why specialization can reduce adaptability, and why leaving margin matters. Examine where your schedule, systems, or decisions have become too rigid to handle the unexpected. Show Notes: [03:01] Point 1: Every optimization creates a trade-off. [06:55] Whole Foods story: Customer service versus efficiency [10:23] Point 2: Over Optimization Reduces Adaptability [11:43] Design example: Why I rejected DIY artwork [14:02] My move beyond basketball: Planning for a new business [17:40] Point 3: Leave Margin for the Unexpected [20:26] My recording standard: Podcast episodes versus audiobooks [22:11] Recap --- Work With Dre You don't need more information. You need the right eyes on the problem. Get The Daily Game One daily lesson on mindset, strategy, systems, accountability, leadership, and execution. No fluff. Just game. https://WorkOnMyGame.com FREE BOOK: The Third Day Learn how to keep showing up when the excitement wears off. https://ThirdDayBook.com Power Presence Command attention, communicate authority, and make your message land. https://PowerPresenceProtocol.com Find Your Execution Gap Take the ERI assessment to see where your follow-through breaks down—and what to fix. https://WorkOnYourGame.com/ERI The Game Session Bring one business problem. Get direct coaching from Dre with two other professionals. https://WorkOnYourGame.com/game

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When Over-Optimization Makes Your Business Fragile [3787]

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This episode was published on September 26, 2026.

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