Asking Better Questions.

A 12-page field guide for professionals who want less generic AI output. It shows why the question matters more than the tool, how to slow down before asking, and how to use AI as an interviewer instead of a shortcut machine.

The premise, then the practice.

This is not a prompt library. It is a short field guide about how to set up better AI conversations before the model starts guessing.

  • Why your expertise still matters when everyone has access to the same tools.
  • The three traps that lead to weak AI output: prompt libraries, type-and-pray, and the speed trap.
  • The shift from asking AI for an answer to using AI to build an answer.
  • The four inputs better prompts need: context, constraint, voice, and intent.
  • Two side-by-side examples: a LinkedIn writing task and a pricing strategy task.
  • The AI Interview Method, including a paste-ready master prompt.
  • Three practices to try this week: Five-Why, Reverse Brief, and Voice Paste.
  • Five anti-sycophant prompts that help the model push back instead of just agreeing with you.

A better way to set up the conversation.

  • Spot what is missing when AI output feels generic.
  • Give the model the context it needs before asking for a draft.
  • Use AI to surface your own judgment, not replace it.
  • Turn a weak first response into a better brief.
  • Ask for honest pushback when the model gets too agreeable.

Written for established professionals in judgment-based work who already use AI, but know the output gets better when the thinking gets clearer first.

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