That Will Nevr Work Podcast · Maurice D. Chism, Sr. | Entrepreneur & Business Strategist

S7|G1 When Leaders Think Higher Than Technology with Rion Westfall

March 4, 2026·30 min·2 clips

What happens when technology accelerates faster than leadership maturity?

The question starts above the tool stack. Maurice opens with a worry that technology is moving faster than leadership maturity, then turns that into a conversation about altitude and awareness. Algorithms do not get the hero treatment here. Rion Westfall keeps pulling the focus back to human clarity: who owns the choice, who carries the responsibility, and who is awake enough to notice when optimization starts running the room. That keeps the episode grounded. It is not anti-AI, exactly. It is more interested in the person reaching for the machine. The strongest turn comes when Westfall says humans can think differently, then nudges listeners toward the line between possible and impossible. Familiar possibilities can get stale, especially for entrepreneurs chasing something that still feels alive. Maurice's food analogy gives the idea a more everyday shape: more is not always better if the quality is thin. From there, the mind becomes the operating system. Think and Grow Rich and The Missing Secret come up as support for the guest's point about the subconscious shaping action. He says only a small share of action is conscious, so leadership growth has to include the part underneath. The episode spends its best time there, with ownership, conviction, courage, and connection treated like practiced muscles rather than nice words. Maurice closes with a useful audit. Before using a tool to avoid judgment, ask whether the choice is coming from convenience or conviction. The episode is warm, reflective, and a bit winding, but the center holds: better tools do not save leaders from needing better self-command.

As heard by us

A steady reminder that leadership still depends on human judgment, not autopilot.

The episode keeps coming back to a plain point: leadership is falling behind the pace of technology, and Ryan Westfall argues for human intelligence, ownership, clarity, and responsibility. The strongest material is the least flashy.

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Why you'd press play

When AI moves fast, this episode asks you to slow down and lead with awareness.

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