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Work On Your Game: Business Strategy & Execution

Work On Your Game: Business Strategy & Execution

Think Like a Chess Player: Ask “Then What?” [3794]

Work On Your Game: Business Strategy & Execution · Oct 3, 2026 · 25:50

0:0025:50

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The first result of a decision is rarely its last consequence. A quick win today can create a harder decision tomorrow.

I explain how to think beyond the current move, recognize second- and third-order consequences, and question the long-term cost of an easy option. Before you commit, ask: then what?

Show Notes:

[07:27] Point 1: Every Decision Creates Another Decision

[08:48] Story: My college coach’s retirement advice

[16:18] Point 2: Short Term Wins Can Create Long Term Losses

[17:35] Sales example: Discounts train customers to wait

[18:46] Story: The escalating cost of a parking ticket

[19:48] Point 3: Always Ask Yourself, Then What?

[23:34] Recap


Episodes Mentioned:

777: How Your Time Perspective Determines Your Success

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Episodes: Work On Your Game: Business Strategy & Execution

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