
UpTrajectory Review
Joe Mazzulla, head coach of the Boston Celtics, has integrated Claude, an AI assistant, into his decision-making process—not to replace his judgment, but to sharpen it. The piece describes how Mazzulla uses AI to stress-test his thinking, challenge his assumptions, and explore scenarios he might otherwise overlook. This is not a story about automation; it is a story about cognitive leverage. A coach manages dozens of variables simultaneously: player performance, injury risk, opponent strategy, team morale, rotation depth. Mazzulla treats Claude as a sparring partner who never gets tired, never agrees reflexively, and never has an ego invested in being right.
For a small-business operator, this approach has direct application. Most owners and managers operate in isolation or within very small circles. They lack a board of advisors, a strategy team, or even a peer group willing to poke holes in their logic. An AI system, used correctly, fills that gap. Before you commit capital to a hiring decision, a new product line, a pricing change, or a market expansion, you can pressure-test the idea against a capable interlocutor. The tool does not make the decision for you; it exposes the soft spots in your reasoning and forces you to articulate assumptions you did not know you were making. That is worth something tangible in avoided mistakes.
What makes Mazzulla's example genuinely useful is that he is not chasing novelty. He is using AI for thinking—not for analysis that computers can do better, but for dialogue that clarifies human thinking. Many small-business operators who dabble with AI expect it to automate away a problem or generate a report. Mazzulla's lesson is narrower and more powerful: use it to think harder before you decide. The piece likely explores specific examples of how he posed questions to Claude, what patterns emerged, and how his conclusions shifted. The reader should pay attention to the texture of those examples; they will reveal whether AI is augmenting his judgment or just adding noise.
The second-order effect is cultural. If a high-profile, results-driven leader like an NBA head coach openly uses AI to stress-test his thinking, it normalizes the practice in competitive fields where ego and decisiveness are prized. It signals that using AI is not a crutch for weak thinking; it is a discipline for rigorous thinking. For operators in industries where reputation and decisiveness matter—professional services, sales leadership, product strategy—this reframes the tool from a shortcut to a standard. Teams may begin to expect their leaders to articulate reasoning more clearly and to have considered more angles before committing to a course.
The watch-and-do: Identify one significant decision you made in the past month. Reconstruct it and run it through an AI system designed for dialogue, such as Claude. Ask it to play skeptic, to find holes in your logic, to propose the strongest counterargument to your choice. Do not use it to validate your conclusion; use it to find what you missed. If the exercise produces genuine new insight, embed it into your decision process for the next significant choice. Start small and measure the quality of outcomes, not the speed of decisions.
“Claude helps coach his thinking.” — Inc. Magazine
Takeaway: Use AI as a thinking partner to stress-test decisions before you commit, not as a shortcut after the fact.
Excerpt from the original — Inc. Magazine
Joe Mazzulla coaches the Celtics, but Claude helps coach his thinking.