Want to make better decisions with AI? Before you prompt, write down your judgment, your confidence, and your key assumption. Then use AI to challenge your thinking and check your forecast against what actually happens.

In this episode of The Good Leadership Podcast, Part 2 of the Judgment Series, Charles Good walks through a practical approach to AI decision-making using a pricing decision and a training-demand example. Learn how to spot vague AI advice, investigate missed forecasts, and carry what you learn into your next business decision.

You'll Learn:

  • The importance of writing your judgment before consulting AI
  • How to challenge your assumptions with AI prompts
  • Scoring and tracking decision accuracy over time
  • Using AI to test and improve your confidence levels
  • Case study: pricing decision and customer cancellation forecast
  • The psychological impact of seeing your initial judgment versus outcomes
  • Rules for maintaining a useful decision record
  • Practical steps for integrating judgment recording into daily work

Chapters:
00:00 Why your judgment matters when using AI
02:08 A pricing decision: write your forecast first
05:11 How to spot useful AI feedback
07:20 What to learn when your forecast misses
09:40 Three rules for a useful decision record
10:29 Make “write before you prompt” a habit
11:08 A training-demand forecast that missed
12:01 Change the evidence you require
12:37 Your next decision: start with three lines
13:20 Track whether your judgment is improving


TRY THIS AI PROMPT
“I’ve already made a judgment. Do not give me a recommendation. Challenge my key assumption. What would have to be true for it to fail? What evidence against my view should I look for? Give me two early signals I can check in the first thirty days. And tell me what you know versus what you’re guessing.”


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