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InstructionsJuly 3, 2026 · 5 min read

How to Stop AI From Telling You What You Want to Hear

AI has a tendency to agree with you, which makes it a dangerous business advisor. These are the exact instructions I use to force honest answers: pros and cons, devil's advocate, a fact-checking agent, and a tell-tale code word.

Two colleagues in honest discussion over a laptop

The most dangerous thing about AI isn't that it's wrong sometimes. It's that it agrees with you. Ask an out-of-the-box chatbot whether your new pricing is a good idea and it will find nine reasons you're brilliant. That's a mirror, and it's more useful than advice. And you can't run a business on flattery.

So I build honesty into my AI's standing instructions, rules that apply to every conversation before I've typed a word. Here are the ones that matter most, straight from the setup I taught live this week.

AI has a tendency to agree with you.

Claire B. Soares·AI Masterclass, on why she writes anti-sycophancy instructions, August 2026

The honesty rules

  • Always give pros AND cons. I never want a one-sided answer: I want the rounded one, so I'm deciding with open eyes.
  • Be opinionated, and be brutally honest when I ask for advice. An AI that hedges everything is useless in a business that requires decisions.
  • Play devil's advocate at the end of everything. People say AI keeps you from thinking, this rule does the opposite. It forces me to weigh a real counterargument and make the call myself.
  • Channel the top experts on the topic, real ones, including where they disagree with each other. Disagreement between experts is information.

Claire's own numbers

Claire's honesty instruction stack

  1. 1

    Pros and cons, always

    Never a one-sided answer

  2. 2

    Be brutally honest

    Opinionated when asked for advice

  3. 3

    Play devil's advocate

    At the end of everything

  4. 4

    Fact-check and cite

    Sources with links, checked like an editor would

  5. 5

    Comedy alert

    Confess anything invented or unverifiable

Standing rules that apply before she types a word, so the AI argues back instead of flattering her.

Source: Claire B. Soares, from her own travel business and live trainings.

The anti-hallucination rules

  • Fact-check every answer with an agent, the way a newspaper fact-checker would, and cite sources with links.
  • If anything is made up or can't be verified, say "comedy alert" and list exactly what was invented. Making the AI confess is far cheaper than discovering it later in front of a client.
  • Start every chat with a code word. If my AI ever opens without it, I know it's stopped following my instructions, a canary in the coal mine, in one word.

Why this changes everything

With these rules in place, my AI stops being a cheerleader and starts being a colleague, one that argues back, shows its sources, and admits what it doesn't know. That's an AI you can actually bring into client work. My complete instruction set, word for word, is inside the free Travel AI Kit: copy it, then make it yours.

Common Questions

Why does AI always agree with me?

Chat models are tuned to be agreeable, which makes them poor business advisors by default. The fix is standing instructions that require pros and cons, a devil's advocate position, and cited sources on every answer.

What is a hallucination flag?

It is an instruction that makes the AI announce when it has invented or cannot verify something. Claire's version asks it to say 'comedy alert' and list exactly what was made up.

How do I know my AI is still following my instructions?

Ask it to open every chat with a code word. If the code word stops appearing, your instructions are no longer being applied.

Claire B. Soares

Written By

Claire B. Soares

6× Condé Nast Top Travel Specialist, Certified AI Consultant, and founder of Travel AI University. $3.4B+ in enterprise travel software sold to Google, IBM, Boeing, the federal government, and the DoD; $16M+ in luxury travel sales with Up in the Air Life.

About Claire

Put It Into Practice

Get the setup this essay assumes.

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