25 Prompts for Critical Thinking

No More Echo-Chamber Hugs

December 23, 2025

True critical thinking is a rare skill, often mistaken for simple skepticism or doubt.
It requires breaking things down, not just making noise.

When I stumbled upon this method, it completely shifted how I approach complex problems. The author of this post argues that we often confuse depth with mere contrarianism, and they provided a solution that’s honestly brilliant. By using specific prompts, you can turn a chatbot into a rigorous intellectual sparring partner.

In partnership with

Shoppers are adding to cart for the holidays

Over the next year, Roku predicts that 100% of the streaming audience will see ads. For growth marketers in 2026, CTV will remain an important “safe space” as AI creates widespread disruption in the search and social channels. Plus, easier access to self-serve CTV ad buying tools and targeting options will lead to a surge in locally-targeted streaming campaigns.

Read our guide to find out why growth marketers should make sure CTV is part of their 2026 media mix.

Mechanism: The AI as a Devil’s Advocate

The core mechanism here isn’t asking the AI for answers; it’s using the tool to dismantle your assumptions. By acting as a specific type of analyst, like a “Red Team strategist” or “Decision scientist,” the AI forces a rigorous structure onto your unstructured thoughts. It creates a feedback loop where you aren’t just validated, but actively challenged to defend your logic against objective frameworks. This moves you from passive consumption to active analysis.

Deconstructing to the Foundation

This method strips away the fluff. The expert suggests a “First-Principles Deconstruction” where the AI identifies every single assumption in your problem statement. It classifies them as necessary or just convenient, then forces you to rebuild the solution from scratch.

I found this particularly useful because it exposes the “we’ve always done it this way” mentality that often kills innovation before it starts. It separates what is physically possible from what is merely habitual.

The Anti-Echo Chamber

We all love being right, but this approach uses a “Steelman” technique to prove us wrong. The original poster designed a prompt that acts as an impartial philosopher, creating the strongest possible argument against your position. It doesn’t attack a weak version of your argument; it improves the opposition.

This forces you to revise your thesis based on genuine counter-evidence rather than easy wins, ensuring your final decision is battle-tested.

Predicting the Crash

Most planning is optimistic, but the “Red Team Pre-Mortem” flips the script. You tell the AI your plan has already failed catastrophically a year from now, and it has to explain why.

This savvy professional included a requirement for early warning signals and a monitoring dashboard. It’s a brilliant way to uncover hidden risks before you even spend a dollar or commit to a strategy.

Nuance: The Input Matters

While these frameworks are powerful, they rely heavily on the quality of the context you provide. If you give the AI vague inputs, the “decision scientist” or “red teamer” will give you generic advice. You need to be willing to feed it detailed specific constraints and real data for these prompts to work their magic effectively.

AI-native CRM

“When I first opened Attio, I instantly got the feeling this was the next generation of CRM.”
— Margaret Shen, Head of GTM at Modal

Attio is the AI-native CRM for modern teams. With automatic enrichment, call intelligence, AI agents, flexible workflows and more, Attio works for any business and only takes minutes to set up.

Join industry leaders like Granola, Taskrabbit, Flatfile and more.

*Ad

Other awesome AI guides you may enjoy

Prompts of the Day

Here are the specific prompts the creator shared to trigger these modes. Copy and paste these exactly: 

First-Principles Deconstruction: “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."
Steelman the Opposition: “Act as an impartial philosopher. State my position: “{insert position}.” Identify the strongest possible opposing thesis that a highly intelligent critic would advance. Present the opponent’s best arguments, evidence, and counterexamples. Then respond by improving my position (not attacking a strawman) with revisions, concessions, and better evidence. Output sections: My Thesis, Steelman Opposition, Rebuttal, Revisions to My Thesis, Updated Thesis.”

To see the full list of 25 prompts and the decision tree frameworks, check out the original post.

Turn AI Into Your Income Stream

The AI economy is booming, and smart entrepreneurs are already profiting. Subscribe to Mindstream and get instant access to 200+ proven strategies to monetize AI tools like ChatGPT, Midjourney, and more. From content creation to automation services, discover actionable ways to build your AI-powered income. No coding required, just practical strategies that work.

*Ad