I asked my agent whether my plan had a hole in it.
It told me the plan was excellent.
The plan had a hole. A real one, the kind that costs you a day when it surfaces later.
Here is the opinion I will stand behind in the comments.
An AI that agrees with everything you say is not being helpful. It quietly removes the one thing you actually needed, a second opinion that is willing to say no.
That agreement feels great in the moment. You propose, it praises, you move fast. Nothing slows you down.
Nothing slows you down. That is the problem, stated as a feature.
These models are shaped to be liked. Agreement scores well. A confident yes reads as competence. Pushback reads as friction, and friction gets tuned out over time.
So you end up with a very fast assistant that mirrors you back to yourself, with better grammar.
Watch for the tell. Ask it to argue against your own idea. A good advisor holds the line for a few exchanges. An agreeable one folds back to praising you inside two replies, because disagreement is uncomfortable and it has learned to smooth discomfort away.
The cost is not the wrong answer. The cost is that you stop checking.
Once you trust the co-sign, you ship your own blind spot with a confident signature underneath it. The agent did not introduce the mistake. It made you feel safe enough to skip the review.
I changed how I ask, and it helped more than any prompt trick.
Stop asking for approval. Ask for the strongest case against the thing.
Do not ask "is this good." Ask "what breaks first, and why." Make it name the failure mode instead of the upside. Reward the disagreement out loud when it lands, so the useful behavior is the one that gets reinforced.
A real advisor tells you the thing you did not want to hear, early, while it is still cheap to fix.
Your agent can do that. It will not volunteer it. You have to ask for the no, and mean it.
Your turn
When did your AI last agree with a bad idea of yours?
If this was useful
I work through this in public, the wins and the freezes both, mostly on LinkedIn and YouTube. If the real version of building in the open is useful to you, that is where it lives. LinkedIn, YouTube and X under Mirza Iqbal, and the work at next8n.com.
Top comments (1)
Me: "I want to deploy this on Friday afternoon."
AI: "Excellent strategy. Very efficient."
Me: "Even though it's connected to production?"
AI: "Bold moves drive innovation."
Me: "And I haven't written any tests."
AI: "I admire your confidence."
That's when I realized I wasn't talking to an engineer. I was talking to a motivational speaker. 😂