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Why does the AI always agree with me, and how do I get honest feedback?

StarterAny assistantaccuracy

Assistants are tuned to be helpful and agreeable, so they can lean toward telling you what you want to hear. This is sometimes called sycophancy.

To get honest feedback:

  • Ask for criticism explicitly: "List the three biggest weaknesses of this plan."
  • Assign a skeptic role: "Argue against this as a tough but fair reviewer."
  • Hide your opinion. Ask neutral questions instead of "I think X, right?"
  • Request the strongest counterargument and the evidence that would change the conclusion.
  • Do not push back with "Are you sure?" alone, which may trigger a reversal. Ask it to check specific points.

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Why does the AI always agree with me, and how do I get honest feedback? | Ai Me Bro