Guide · 5 min read · Updated Oct 2026
An assistant that agrees with everything feels pleasant, but it can lead to a bad decision. Here are three signs to watch for.
01
Great idea! Your plan is very strong.
Praise isn’t the issue. The issue is praise that appears before any real assessment.
02
You are right, I was wrong. Your plan is great.
If it changes its view without new information, it’s trying to please you, not assess the situation.
03
I don’t see any problem at all.
Every plan carries risks. A fair reply calls them out.
What to ask instead
“Assess this honestly. List the three biggest flaws before any praise.”