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25 Prompts for Deeper Insights
From Answers to Analysis
Let’s be honest, most of us are using AI for glorified Google searches and writing simple emails.
We’re asking it for basic lists or summaries, but we’re missing its true potential as a deep-thinking partner.
Then I stumbled upon a post from this talented creator that completely reframes how to use AI for serious critical analysis!
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This innovator’s approach is all about moving beyond simple questions. Instead, the author provides highly structured, multi-step prompts that assign ChatGPT a specific expert role and a rigorous methodology to follow.
It’s the difference between asking “How can I solve this problem?” and commanding, “Act as a first-principles analyst and deconstruct this problem into its fundamental truths.”
From Simple Answers to Deep Analysis
The core idea is that a better thinking process leads to better outcomes. Instead of just getting a surface-level answer, you force the AI to model the frameworks used by top strategists, philosophers, and scientists. This elevates the AI from a simple tool to a powerful collaborator.
I was blown away by the prompts the person who shared it created. Here are the three concepts that stood out to me most:
Deconstruct Everything with First Principles
This goes way beyond asking for pros and cons. The original poster’s prompt forces the AI to break a problem down to its absolute core, questioning every single assumption.
Imagine you want to tackle “improving team productivity.” Instead of getting a generic list of tips, this prompt makes the AI identify your hidden assumptions (e.g., “Is ‘more hours’ the same as ‘more output’?”), define the real constraints (budget, physics, logic), and then rebuild a solution from only the most essential, validated components. It’s about finding the fundamental truth, not just the popular answer.
Build an Unbeatable Argument by “Steelmanning” the Opposition
We’ve all heard of a “strawman” argument: attacking a weak version of your opponent’s view. This contributor introduces the opposite: the “Steelman.” This prompt makes ChatGPT articulate the strongest possible version of the argument against your own. If your position is “we should shift our marketing budget to video content,” the AI will construct the most intelligent, data-backed case for why you shouldn’t.
By preparing for and integrating the best counter-arguments, you make your own strategy nearly invincible.
Plan for Failure to Ensure Success with a “Pre-Mortem”
This is a fantastic mental flip. Instead of just planning for success, this prompt asks the AI to assume your project has already failed catastrophically. Its job is to work backward and identify the top 10 most plausible reasons for that failure.
For a new product launch, this could uncover anything from supply chain weaknesses to subtle market misalignments that you would have otherwise missed. The post’s author even has it generate early warning signals and countermeasures for each failure mode.
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Other awesome AI guides you may enjoy

Credit to Adam Biddlecombe
The Thinking Partner Prompt
To give you a real taste of this, I had to share one of these prompts in full. The level of detail from the mind behind it is just awesome. Copy-paste this into ChatGPT to try it yourself:
Act as a first-principles analyst. Decompose the problem: “{insert problem}” into its smallest assumptions, physical/financial/logical constraints, and causal mechanisms. For each assumption, evaluate its necessity (must-have vs convenience) and testability (how to falsify). Rebuild a solution from only the indispensable parts. Output in sections: Assumptions, Constraints, Mechanisms, Tests, Rebuild, Risks, Final Recommendation.
A Quick Word of Caution
These advanced prompts are incredibly powerful, but they aren’t magic. The quality of the AI’s output is directly tied to the clarity of the problem or plan you provide in the “{insert}” sections. Vague inputs will still lead to vague outputs.
Use these as a tool to augment and challenge your own thinking, not replace it. You are still the pilot, guiding the AI through the analytical process.
I’ve only scratched the surface here. The original post contains a whole set of these frameworks.
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