Trails

Thematic links across books, automatically discovered by Claude Code.
Read how it works in the explainer.
The Elephant in the Brain
Behave
21 Lessons for the 21st Century
Titan
Steve Jobs

Useful Lies

Self-deception as strategy: the best liars believe themselves.

Blue lies Evolutionary psychology Self-deception
Structures
To Engineer Is Human
The Perfectionists
What Technology Wants
The Origin of Wealth

Invisible Crack

Microscopic defects propagate silently until catastrophic failure.

Brittle fracture Metal fatigue gradual change
The Idea Factory
The Dream Machine
The Information
Steve Jobs
Masters of Doom

Name Game

The hunt for words that stick

Cybernetics naming Etymology Project naming Transistor naming
The Rational Optimist
Leonardo da Vinci
How Asia Works
The Hardware Hacker
The Innovators

Ideas Mate

Weak IP accelerates innovation through collaborative copying.

Innovation spillover Japanese copying Open source
The Goal
Thinking in Systems
Structures
Where Wizards Stay Up Late
An Elegant Puzzle

Pacemaker Principle

Constraints in one part dictate the whole.

Strait of Hormuz Throughput limitation Weakest link
Steve Jobs
Leonardo da Vinci
Alan Turing
Titan
Elon Musk

Father Wound

Absent fathers forged titan ambition through unmet longing.

Childhood trauma Entrepreneurial ambition Father-son relationship
Turing's Cathedral
The Soul of a New Machine
The Dream Machine
The Idea Factory
Showstopper

Unreliable Parts

Mega-projects orchestrate unreliable elements into coherent wholes.

Computer reliability Design redundancy Failure analysis
Chaos Monkeys
Hatching Twitter
No Filter
Founders at Work
Creativity, Inc.

Desperate Pivots

Desperation, not genius, drove transformative pivots.

Hindsight bias Odeo reinvention Startup pivot
Superforecasting
Seeing Like a State
Turing's Cathedral
Coders at Work
Creativity, Inc.

Expert Intuition

Expertise defies formalization; conscious effort defeats itself.

Intuition Mētis knowledge Tacit knowledge
The Knowledge
The Rational Optimist
Guns, Germs, and Steel
The Dream Machine
The Origin of Wealth

Collective Brain

Why isolated groups lose knowledge and capabilities.

Collective knowledge Critical mass Knowledge transmission
The Art of Doing Science and Engineering
Alan Turing
The Dream Machine
Skunk Works
The Soul of a New Machine

Tinkering Sanctuary

Protected spaces insulated from interference enable breakthroughs.

Hands-On Imperative Project isolation Protecting new ideas
The Design of Everyday Things
How to Read a Book
Seeing Like a State
The Knowledge
Superforecasting

Illegibility Premium

Practical knowledge defeats rationalized systems.

Craftsmanship Intuition Procedural knowledge
The Knowledge
Leonardo da Vinci
Zero to One
iWoz
Elon Musk

Rebel Circuits

Rule-breaking as path to understanding.

First-principles thinking Hacker motivation Questioning assumptions
Intuition Pumps And Other Tools for Thinking
The Inner Game of Tennis
21 Lessons for the 21st Century
The Art Of Loving
Thinking in Systems

Self-Surrender

Ego-dissolution enables both transcendence and manipulation.

Alcoholics Anonymous Flow state Letting go
Behave
The Inner Game of Tennis
The Information
The Rational Optimist
Alan Turing

Copy Machine

Imitation powers both learning and conformity.

Cultural transmission Imitation Memes
Guns, Germs, and Steel
Behave
The Elephant in the Brain
The Dictator's Handbook
Titan

Winner's Lock

Winners eliminate competition; victory becomes permanent control.

Coalition dynamics Dominance hierarchy Success feedback loop
At Home
Guns, Germs, and Steel
Economics in One Lesson
The Origin of Wealth
Zero to One

Commodity Clock

Every treasure becomes tomorrow's ordinary commodity.

Creative destruction Red Queen races Temporary advantage
The Mom Test
Developer Hegemony
Freakonomics
Thinking in Systems
Why Greatness Cannot Be Planned

Proxy Trap

Metrics become mirages when optimized directly.

Incentives Objective function Perverse instantiation
Superforecasting
The Book of Why
Hackers & Painters
Out of the Crisis
The PayPal Wars

False Positives

Rare signals drown in false positives.

Base rate Nuclear early warning Outside view
The Elephant in the Brain
Behave
Collapse
The Mom Test
Hackers & Painters

Polite Conspiracy

Silent agreements to avoid uncomfortable truths.

Psychological denial Self-deception Unsayable truths
The Dictator's Handbook
Steve Jobs
Hatching Twitter
The PayPal Wars
Founders at Work

Ejection Seat

Founders ousted through political power dynamics.

Corporate politics Executive conflict Founder danger
The Design of Everyday Things
About Face
The Inner Game of Tennis
Superforecasting
Boyd

Intuitive Flow

Mastery means bypassing conscious thought entirely.

Expert intuition OODA Loop Pattern recognition
Leonardo da Vinci
Conspiracy
Boyd
The Inmates Are Running the Asylum
The Inner Game of Tennis

Necessary Drag

Removing friction sometimes creates chaos.

Clausewitz friction Cognitive friction Policy resistance
The Dictator's Handbook
The Ascent of Money
Manufacturing Consent
Developer Hegemony
Why Nations Fail

Winning Coalition

Organizations minimize coalitions needed to maintain control.

Concentrated power Power dynamics Selectorate theory
The Master Switch
Guns, Germs, and Steel
The Making of the Atomic Bomb
What Technology Wants
Abundance

Multiple Discovery

Ripe ideas emerge independently across the world.

Adjacent possible Invention inevitability Simultaneous discovery
How to Read a Book
Superforecasting
Seeing Like a State
Collapse
Guns, Germs, and Steel

Hidden Structure

Copying forms without understanding structure guarantees failure.

Blueprint copying Rules vs. habit Tacit knowledge
Behave
The Elephant in the Brain
The Rational Optimist
The Dawn of Everything
21 Lessons for the 21st Century

Costly Signals

Actions must be expensive to be believed.

Conspicuous displays Handicap principle Potlatch festivals
Chaos Monkeys
Philosophy in the Flesh
Titan
Debt
Thinking in Systems

Deferred Debts

Gifts, moral debts, and technical debt share logic.

Gift exchange Moral Accounting Technical debt
Bullshit Jobs
Four Thousand Weeks
Leonardo da Vinci
The Dream Machine
Masters of Doom

Joy Dividend

Joy became more productive than efficiency optimization.

Creative work efficiency Joy in work Playfulness
Superforecasting
How to Read a Book
Becoming a Technical Leader
The Inner Game of Tennis
Thinking in Systems

Mastery Ravine

Getting worse precedes getting better in skill.

Conceptual breakthrough Error embracing learning plateau
The Inmates Are Running the Asylum
Skunk Works
Where Wizards Stay Up Late
The Soul of a New Machine
Founders at Work

Trust Networks

Large coordination emerges from small-scale trust.

Managerial candor Pixar Braintrust Team building
The Worldly Philosophers
An Elegant Puzzle
The Master Switch
Seeing Like a State
Coders at Work

Legibility Tax

Standardization enables scale but destroys local knowledge.

Central planning Decentralization Large-scale changes
Thinking in Systems
Philosophy in the Flesh
Prisoners of Geography
The Information
Amusing Ourselves to Death

Shaping Structure

Method of creation shapes what is created.

Conway's Law Embodied mind Physical constraints
The Ascent of Money
The Worldly Philosophers
Why Nations Fail
The Master Switch
Titan

Kronos Cycle

Open systems consolidate into monopoly, then repeat.

Creative destruction Disruptive technology Monopoly capitalism
Out of the Crisis
The Perfectionists
Alan Turing
To Engineer Is Human
Intuition Pumps And Other Tools for Thinking

Testable Thinking

Transforming vague concepts into testable frameworks.

Clarification chain Fermi estimation Intuition pumps
The Goal
The Effective Engineer
The Art of Doing Science and Engineering
How to Measure Anything
Freakonomics

Hidden Meters

Building observability changes what you see.

Hawthorne effect Observer bias System monitoring
Boyd
The Guns of August
Thinking in Systems
The Origin of Wealth
Countdown to Zero Day

Tempo Gradient

Decision-making speed determines conflict outcomes.

Cyberstrike advantages OODA Loop Time delays
Seeing Like a State
1493
Thinking in Systems
What Technology Wants
Steve Jobs

Simplification Trap

Simplification enables breakthroughs or destroys value.

System resilience Uniformity and creativity Utilitarian simplification
Zero to One
Conspiracy
The Ascent of Money
Freakonomics
Founders at Work

Information Edge

Knowing what others don't creates competitive advantage.

Competitive advantage Contrarian thinking Information asymmetry
The Rational Optimist
Guns, Germs, and Steel
Debt
Longitude
The Perfectionists

Measuring Trust

Precise measurement creates infrastructure for distant trust.

Longitude measurement Medieval trade Standardization
The Box
Thinking in Systems
The End of the World is Just the Beginning
Creativity, Inc.
How the World Really Works

Steel Box

Container shipping remade global supply chains.

Containerization Just-in-time manufacturing Labor displacement
Four Thousand Weeks
Leonardo da Vinci
The Perfectionists
Hackers & Painters
Founders at Work

Perfectionist's Trap

Pursuit of perfection prevents completion.

Overengineering Shipping products Worse is Better
Enlightenment Now
The Information
What Technology Wants
The Origin of Wealth
Boyd

Entropy Tax

Import order constantly or dissolve into disorder.

Material decay Open systems Second Law
Philosophy in the Flesh
Intuition Pumps And Other Tools for Thinking
How to Measure Anything
21 Lessons for the 21st Century
The Design of Everyday Things

Mental Maps

Simplified models systematically fail in complex reality.

Chaos theory Heuristics Mental models