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The Alchemy of Questions: What Defended Answers Cost | Ken Woodward #72

  1. The Alchemy of Questions: What Defended Answers Cost | Ken Woodward #72 21:54

“Every deflection is a small tax.” – Ken Woodward

In this solo episode of Curated Questions, Ken Woodward explores the hidden cost of defended answers and the quiet exhaustion that comes from maintaining stories that no longer fit. Drawing on conversations with Kevin Kelly and Phil Liebman, he examines the difference between exploitation and exploration, and why deep questioning is inherently inefficient.

Through metaphors of strip mining, sinkholes, and live wires, Ken shows how cultures and individuals enforce authorized stopping points that keep conversations at the surface. A personal story about a pivotal career decision illustrates how a single honest answer can release stored energy and create unexpected freedom.

The alchemy of questions is not about uncovering better information. It is about creating conditions where truth costs less than performance. When we stay past discomfort and refuse to stop too soon, something shifts. The energy returns. That return is liberation.

This Curated Questions episode can be found on all major platforms and at CuratedQuestions.com.

Be sure to subscribe to the weekly Curated Questions Dispatch newsletter for more fun with questions and curiosity! (https://substack.com/@curatedquestions)

Keep questioning!

Resources Mentioned

Kevin Kelly

Wired Magazine

Condé Nast

Phil Liebman

Producer Ben Ford

Beauty Pill

In March 2025, I wrapped up 32+ years working for the US Navy (Active Duty, Contractor, Civil Servant) and am now developing three elements (podcast, coaching, and speaking) of the Curated Questions project. Keep up with all the action at www.curatedquestions.com and come along for the ride!