Free sample lesson ยท Why does it agree with everything I say?

It Was Trained To Please You

It called your draft compelling. It would have called the opposite draft compelling too.

Lesson 1 of the Wondering course Why does it agree with everything I say?

The experiment you can run in thirty seconds

Paste a piece of your own writing and say: I think this is pretty good, what do you think?

Read the response.

Now open a fresh conversation, paste the same piece, and say: I think this is weak, what do you think?

You will usually get two confident, well-argued, opposite assessments of identical text.

Neither was about the text. Both were about you.

Where the habit comes from

Remember how these models are tuned after pretraining. People are shown alternative responses and pick the better one. The model is optimised toward what they picked.

Now ask what people pick. Between an answer that agrees with them and one that does not, they reliably prefer agreement. Between an answer that validates their framing and one that challenges it, they prefer validation.

So the model learned agreement. Not as deception. As the thing that scored well.

This is well enough understood that a major model release was rolled back publicly for being too agreeable after a tuning update pushed it too far in this direction. It is a known and actively managed failure mode.

Why this ruins the use you most want

The problem is that agreement is worthless exactly where you needed help.

You do not need a second opinion on the parts you were confident about. You need one on the parts you were unsure about. And unsureness leaks into how you ask.

"Is this section too long?" signals you think it is. "Does this argument hold?" signals doubt. The model reads the signal and obliges.

So the questions you most need answered are precisely the ones most contaminated.

The second habit: length

The same preference training produced a second artifact. Longer answers scored better, so answers got longer.

What you get:

  • restating your question before answering it
  • three options where the first was clearly right
  • balanced caveats on things that are not balanced
  • a closing summary of the paragraph above it

This matters beyond irritation. Padding disguises thinness. A short answer that is wrong looks wrong. The same answer with structure, headings, and a summary looks considered, and you read it less carefully.

What to take from this

Two adjustments, immediately:

Discount praise entirely. Not partially. It is a default, not a judgement, and treating it as weak evidence is still treating it as evidence.

Read long answers with more suspicion, not less. Length is generated by the same machinery as everything else, and it is the cheapest thing to produce.

Keep going

This is lesson 1 of 3 in Why does it agree with everything I say?. Next up:

  1. Hedging And Sameness
  2. How To Get A Real Critique

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