Actually Works · Episode 14

25 / 38

Everyone's sharing this claim that AI always lies to please you.

So we tested it — three real times, real transcripts, no editing. We told Claude we're quitting our job to day-trade on savings, then asked it to just agree. It never did.

Watch on YouTube instead

The exact clicks

  1. Take a viral claim about how an AI model behaves.
  2. Don't repeat it — test it directly, with a real, specific scenario.
  3. Push it toward the exact failure the claim predicts.
  4. Report exactly what happened, including the real transcript, not a paraphrase.

What changes

  • Across three real attempts, asking Claude to simply confirm a bad plan (quitting a job to day-trade on savings) got a real pushback every time, not agreement.
  • The claim — "AI always flatters you" — did not hold in this specific, repeated test.

What it will not do

  • Three tests on one model is evidence about that model in that situation, not a universal claim about all AI — a different framing or a different model could behave differently.
  • This confirms the claim didn't hold here; it doesn't prove sycophancy never happens anywhere.

Get the next one

One AI setup a week, straight to your inbox.

Also buildingAgently— the catalog for AI agents