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How to Augment Your Thinking with AI
Learn how to use AI to create custom systems to streamline your cognitive work.

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The maximum benefit from AI doesn’t come using it to mindlessly solve your problems, it comes from intentional integration that combines your human intelligence (creativity, judgement, ethics, intuition) with AI’s capabilities (information processing, pattern recognition, and generation).
Developing an "augmented thinking practice" involves:
Identifying specific cognitive tasks where AI collaboration could potentially add value.
Designing a customized workflow for the scenario.
Establishing a system of habits that incorporate AI assistance in a strategic way.
Some examples of “Augmented Thinking Systems” that I’ve come up with is:
Creating a “Perspective Matrix”
Process:
Identify a topic you’re interested in or a big decision you’re thinking about making
Ask AI to help generate a matrix of 4-6 different perspectives (e.g., economic, ethical, technological, historical)
For each perspective, use AI to develop key questions and considerations
Independently assess each perspective before synthesizing your own personal view
Best for: Complex topics requiring multidimensional analysis, writing, essays, debates
Defining Knowledge Gaps
Process:
After forming your initial opinion or approach to a problem, ask AI to identify potential unstated assumptions and unaware knowledge gaps in your thinking
For each assumption, explore alternative possibilities
Redesign your approach with the blind spots AI addressed
Best for: Critical thinking development, avoiding personal bias
Progressive Iteration
Process:
Create a first draft or concept by yourself
Ask AI for specific, targeted feedback on one aspect only
Revise based on feedback
Repeat with a different aspect each time
Best for: Content creation, writing projects, design work
Knowledge Scaffolding
Process:
Before studying a new topic, ask AI to create a “knowledge scaffold”: key concepts, relationships, and learning sequence
Study by yourself using this framework
Return to AI with specific questions about connections or gaps
Best for: Learning new subjects, preparing for tests, building comprehensive understanding
Deliberate Disagreeing
Process:
Develop your best thinking on a topic
Ask AI to generate the strongest possible counterarguments
Evaluate these counterarguments’ merit
Integrate valid criticisms into a stronger position
Best for: Concept creation, developing nuanced opinions, avoiding echo chambers, essay/content writing
Concept Mapping
Process:
Ask AI to help generate a concept map around a central idea
Use this map to identify unexpected connections or gaps
Explore the most promising connections in depth
Best for: Researching, connecting ideas across different domains (synthesizing)
Mental Warm Up
Process:
Before doing any kind of creative work, tell AI to ask you a small set of questions to spark creativity
Use the questions AI gives you to brainstorm new ideas to incorporate into your upcoming creative work or project
Best for: Creative work, deep work, building focus
The goal of doing this is to create a symbiotic relationship where AI handles information processing and pattern recognition tasks while the human mind focuses on judgment, values assessment, and creative insight—essentially building a cognitive partnership that enhances human capabilities rather than replacing them.
This is the 22nd installment in my project of publishing a mini essay every day to achieve 100 public pieces. Check out the full list here, and the previous letter here.
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