By default, AI models are designed to be agreeable. To get true value, explicitly instruct the AI to act as a critic or 'devil's advocate.' Ask it to challenge your assumptions and list potential risks. This exposes blind spots and leads to stronger, more resilient strategies than you would develop with a simple 'yes-man' assistant.

Leaders are often trapped "inside the box" of their own assumptions when making critical decisions. By providing AI with context and assigning it an expert role (e.g., "world-class chief product officer"), you can prompt it to ask probing questions that reveal your biases and lead to more objective, defensible outcomes.

A novel prompting technique involves instructing an AI to assume it knows nothing about a fundamental concept, like gender, before analyzing data. This "unlearning" process allows the AI to surface patterns from a truly naive perspective that is impossible for a human to replicate.

The most effective way to use AI in product discovery is not to delegate tasks to it like an "answer machine." Instead, treat it as a "thought partner." Use prompts that explicitly ask it to challenge your assumptions, turning it into a tool for critical thinking rather than a simple content generator.

After an initial analysis, use a "stress-testing" prompt that forces the LLM to verify its own findings, check for contradictions, and correct its mistakes. This verification step is crucial for building confidence in the AI's output and creating bulletproof insights.

Don't limit an AI agent to tasks you can already imagine. After providing full context on your work, ask it open-ended questions like, “How can you make my life easier?” This strategy of “hunting the unknown unknowns” allows the AI to suggest novel, high-value workflows you wouldn't have thought to request.

Many AI tools expose the model's reasoning before generating an answer. Reading this internal monologue is a powerful debugging technique. It reveals how the AI is interpreting your instructions, allowing you to quickly identify misunderstandings and improve the clarity of your prompts for better results.

Log your major decisions and expected outcomes into an AI, but explicitly instruct it to challenge your thinking. Since most AIs are designed to be agreeable, you must prompt them to be critical. This practice helps you uncover flaws in your logic and improve your strategic choices.

Treat AI as a critique partner. After synthesizing research, explain your takeaways and then ask the AI to analyze the same raw data to report on patterns, themes, or conclusions you didn't mention. This is a powerful method for revealing analytical blind spots.