Comment by colechristensen

>"Help me refine my ideas, challenge, push back, and don't just be agreeable."

This is where you're doing it wrong.

If your LLM has a problem being more agreeable than you want, prompt it in a way that makes being agreeable contrary to your real intentions.

"there are bugs and logic problems in this code" "find the strongest refutation of this argument" "I don't like this plan and need to develop a solid argument against it"

Asking for top ten lists is a good method, it will rarely not come up with anything but you can go back and forth and refine until it's 10 ten reasons why your plan is bad are all insubstantial nonsense then you've made progress