
- June 9, 2026
105. The law of holes
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When you find yourself in a hole, what’s the first rule? Stop digging. In this episode, Jeff breaks down why leaders often make things worse by doubling down – and how to lead with clarity instead of ego.
You’ll learn:
🔹 What “The Law of Holes” teaches us about decision-making
🔹 How to recognize when persistence becomes self-sabotage
🔹 What great leaders do when they realize they’re wrong
Good leadership isn’t about always being right – it’s about knowing when to stop digging.
🎧 Hit play and lead with more humility and wisdom.
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Other fun things:
Show Notes
[00:00] Introduction
[00:26] My Client, Gerry
[01:13] The Person You Talk About The Most
[03:35] When You Keep On Digging Holes
[05:35] The First Rule Of The Law Of Holes
[06:35] Put Down The Damn Shovel
[07:13] How To Know When You’ve Dug Yourself Into A Hole
[08:25] What Hole Are You In?

