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Bonus: Surfing the Whirl of Reorientation

Underthrow Podcast: Rivera and McGrath on Understanding Boyd’s OODA Loop and Organizational Learning (Part Two)

The conversation continues with Brian Rivera and Mark McGrath—The Whirl of Reorientation—explaining John Boyd’s OODA Loop framework (Observe, Orient, Decide, Act) and its application to organizational performance and decision-making. Then Brian and Mark discuss the influence of Marshall McLuhan on their work as organizational consultants.

The Strategic Theory of John Boyd - Tasshin
John Boyd

Key Themes: John Boyd

Boyd’s Core Question: How do we win in a world moving faster than we can process it? Boyd addressed a fundamental challenge: How do we win in a world moving faster than we can process it? His framework describes what successful people and organizations inherently do—those who understand it explicitly can achieve geometric advantages over competitors who don’t.

Orientation is Everything. The guests emphasize that orientation—not observation—is the critical starting point. Orientation is a “world model” or “controlled hallucination” shaped by genetics, culture, language, and experience. It acts as a filter, determining what we see, how we interpret information, and, ultimately, how we decide and act.

Better decisions are products of better orientation, not standalone skills.

Inattentional Blindness and Weak Signals. Research shows roughly 17 percent of people in any group see things differently due to varied orientations. Organizations often suppress these “weak signals” because the majority doesn’t perceive them. Leaders must create psychologically safe environments that leverage cognitive diversity and neurodivergent perspectives to capture novelty and detect early trends.

Connection to Austrian Economics. Mark connects Boyd’s work to Ludwig von Mises’s praxeology, arguing they describe the same reality from different angles. Both explain how humans envision desired end states and purposefully act to achieve them—constantly reorienting in a world of flux, uncertainty, and incompleteness.

Embodied Learning Over Prescriptions. The consultants reject “pills and quick fixes,” instead helping leaders subscribe to deeper understandings. Real mastery requires embodied practice—like athletes training in game-realistic simulations rather than abstract drills. They use “Flow Learning Labs” that simulate complex environments where teams can develop intuition, mutual trust, and adaptive capacity through constrained experiential learning.

Decentralized Decision-Making. Those closest to problems have the best orientation for decision-making. This mirrors why centralized political decision-making fails—politicians are furthest from the action and have the poorest orientation to ground truth.

Portrait of Marshall McLuhan by Yousuf Karsh. Copyright the Estate of Yousuf Karsh, California.
Marshall McLuhan

Key Themes: Marshall McLuhan

Overcoming Institutional Bias. Mark addresses a common barrier: organizational prejudice that dismisses military-derived concepts as less valuable than prestigious business school frameworks from Wharton or Harvard. Once leaders recognize that these principles apply universally to human behavior and complex systems, they can achieve breakthrough results.

Top-Down Meets Bottom-Up. When organizations master orientation-based thinking, leadership alignment (top-down) naturally converges with frontline insights (bottom-up). This creates mutual trust, focused direction, and competitive advantages that leave competitors unable to understand or respond effectively.

Orientation is Fractal. Mark’s key insight: orientation exists at every scale simultaneously. An individual has an orientation. Two collaborators develop a shared orientation. Teams, divisions, and entire organizations have orientations. This fractal property means the same principles apply whether you’re working with a single person, a small team, or a Fortune 500 company.

Interconnected Thinking. By integrating Boyd with McLuhan, Hayek, and other interdisciplinary thinkers, leaders gain a fractal lens that reveals patterns and opportunities invisible through conventional business frameworks. This enables organizations to thrive rather than merely survive.

Universal Application. The conclusion reinforces that these aren’t just military concepts or academic theories—they describe fundamental realities of how humans and organizations interact with complex environments, making them applicable across all domains.

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