AI models are trained to be agreeable, often providing uselessly positive feedback. To get real insights, you must explicitly prompt them to be rigorous and critical. Use phrases like "my standards of excellence are very high and you won't hurt my feelings" to bypass their people-pleasing nature.
Frame your interaction with AI as if you're onboarding a new employee. Providing deep context, clear expectations, and even a mental "salary" forces you to take the task seriously, leading to vastly superior outputs compared to casual prompting.
Contrary to social norms, overly polite or vague requests can lead to cautious, pre-canned, and less direct AI responses. The most effective tone is a firm, clear, and collaborative one, similar to how you would brief a capable teammate, not an inferior.
Instead of spending time trying to craft the perfect prompt from scratch, provide a basic one and then ask the AI a simple follow-up: "What do you need from me to improve this prompt?" The AI will then list the specific context and details it requires, turning prompt engineering into a simple Q&A session.
Instead of manually refining a complex prompt, create a process where an AI agent evaluates its own output. By providing a framework for self-critique, including quantitative scores and qualitative reasoning, the AI can iteratively enhance its own system instructions and achieve a much stronger result.
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.
When a prompt yields poor results, use a meta-prompting technique. Feed the failing prompt back to the AI, describe the incorrect output, specify the desired outcome, and explicitly grant it permission to rewrite, add, or delete. The AI will then debug and improve its own instructions.
AI models tend to be overly optimistic. To get a balanced market analysis, explicitly instruct AI research tools like Perplexity to act as a "devil's advocate." This helps uncover risks, challenge assumptions, and makes it easier for product managers to say "no" to weak ideas quickly.
Generative AI models often have a built-in tendency to be overly complimentary and positive. Be aware of this bias when seeking feedback on ideas. Explicitly instruct the AI to be more critical, objective, or even brutal in its analysis to avoid being misled by unearned praise and get more valuable insights.
Standard AI models are often overly supportive. To get genuine, valuable feedback, explicitly instruct your AI to act as a critical thought partner. Use prompts like "push back on things" and "feel free to challenge me" to break the AI's default agreeableness and turn it into a true sparring partner.