Deliberate Leaders Podcast with Allison Dunn

The One Question That Changes Everything


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What You’ll Learn in This Episode:

Why most leaders unintentionally ask shutdown questions

The difference between feasibility-based thinking and possibility-based thinking

How hidden assumptions shape strategic direction

Why constraints are often beliefs, not facts

The power of the question: “What would have to be true?”

How to evaluate whether a constraint is fixed or moveable

Practical question reframes for hiring, investment, time, and scaling

Why the most strategic leaders challenge invisible boundaries

Key Concepts Covered:

Shutdown questions vs. strategic questions

Hidden assumptions in leadership decision-making

Exploring space within constraints

Challenging default thinking patterns

Small tests vs. all-or-nothing decisions

The mindset shift from limitation to leverage

Practical Questions to Apply Immediately:

Is this a fact or an assumption?

What would have to be true for this to work?

Who is already doing this successfully?

What’s the smallest version we could test?

What are we doing that no longer deserves our time?

Resource Mentioned:

The Executive Edition of Think First: Build a Team That Thinks Like Leaders includes the full question framework for surfacing hidden assumptions and expanding strategic thinking.

Think First

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Deliberate Leaders Podcast with Allison DunnBy Allison Dunn

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