These are my guiding principles and the light of my intellectual life. All
of them will help you think better, and I hope they inspire curiosity.

1. Inversion: Avoiding stupidity is easier than trying to be brilliant.
Instead of asking, “How can I help my company?” you should ask, “What’s
hurting my company the most and how can I avoid it?” Identify obvious
failure points, and steer clear of them.

2. Doublespeak: People often say the opposite of what they mean, especially
in political language. It allows people to lie while looking like they’re
telling the truth. As George Orwell famously wrote in 1984, “War is peace.
Freedom is slavery. Ignorance is strength.”

3. Theory of Constraints: A system is only as strong as its weakest point.
Focus on the bottleneck. Counterintuitively, if you break down the entire
system and optimize each component individually, you’ll lower the
effectiveness of the system. Optimize the entire system instead.

4. Preference Falsification: People lie about their true opinions and
conform to socially acceptable preferences instead. In private they’ll say
one thing. In public, they’ll say another.

5. Faustian Bargain: A man once sold his soul to a demon in exchange for
knowledge. At first, it seemed like a smart trade. But the man lost in the
long-run. Tragically, what the man lost was more valuable than what he
earned. In short, he won the battle but lost the war.

6. Mimetic Theory of Desire: Humans are like sheep. We don’t know what we
want, so we imitate each other. Instead of creating our own desires, we
desire the same things as other people. The entire advertising industry is
built on this idea.

7. Mimetic Theory of Conflict: People who are similar are more likely to
fight than people who are different. That’s why Civil Wars and family feuds
create the worst conflicts. The closer two people are and the more equality
between them, the greater the potential for conflict.

8. Talent vs. Genius: Society is good at training talent but terrible at
cultivating genius. Talented people are good at hitting targets others
can’t hit, but geniuses find targets others can’t see. They are opposite
modes of excellence. Talent is predictable, genius is unpredictable.



9. Competition is for Losers: Avoid competition. Stop copying what
everybody else is doing. If you work at a for-profit company, work on
problems that would not otherwise be solved. If you’re at a non-profit, fix
unpopular problems. Life is easier when you don’t compete. (Hint: don’t
start another bottled water company).

10. Secrets are Hidden in Plain Sight:  Most people think of secrets as
Easter eggs. They assume that if a secret is important, it’s necessarily
going to be hard to find. The best ideas can come from things that are so
well-known that they aren’t well-seen.

11. The Never-Ending Now: The structure of our social media feeds blinds us
to history, as it causes us to live in an endless cycle of ephemeral
content consumption. The structure of the Internet pulls people away from
age-old wisdom.

12. Demand Curves Slope Down: The harder something is to do, the fewer
people will do it. For example, raise the price of a product and fewer
people will buy it. Lower the price and more people will buy it. Economics
101.

13. Look for Things That Don’t Make Sense: The world always makes sense.
But it can be confusing. When it is, your model of the world is wrong. So,
things that don’t make sense are a learning opportunity. Big opportunities
won’t make sense until it’s too late to profit from them.

14. The Wisdom of Paradox: Logic is the key to scientific truths, but
paradoxes are the key to psychological ones. When it comes to the human
condition, the deepest truths are often counter-intuitive. When you find
two opposites that are both true, start exploring.

15. Law of Shitty Click-Through Rates: Most marketing strategies have a
short window of success, as click-through rates decrease as tactics mature.
For example, the first banner-ad has a click-through rate of more than 70%.
Now we avoid them with ad-blockers.

16. Russell Conjugation: Journalists often change the meaning of a sentence
by replacing one word with a synonym that implies a different meaning. For
example, the same person can support an estate tax but oppose a death tax —
even though they are the same thing.

17. Opportunity Cost: By reading this tweet, you are choosing not to read
something else. Everything we do is like this. Doing one thing requires
giving up another. Whenever you explicitly choose to do one thing, you
implicitly choose not to do another thing.

18. Overton Window: You can control thought without limiting speech. You
can do it by defining the limits of acceptable thought while allowing for
lively debate within these barriers. For example, Fox News and MSNBC set
limits on what political thoughts they consider acceptable, but in the
grand scheme of things, they’re both fairly conventional. The political
spectrum stretches far beyond the ideas they entertain, but ideas outside
their limits are shunned.

19. Planck’s Principle: Science doesn’t progress because people change
their views. Rather, each new generation of scientists has different views.
As old generations pass away, new ideas are accepted and the scientific
consensus changes.

20. Bike-Shed Effect: A group of people working on a project will fight
over the most trivial ideas. They’ll ignore what’s complicated. They’ll
focus too much on easy-to-understand ideas at the expense of important, but
hard to talk about ideas. For example, instead of approving plans for a
complicated spaceship, the team would argue over the color of the
astronaut’s uniforms.

21. Table Selection: This idea comes from poker, where you’re advised to
choose your opponents carefully. That means you shouldn’t compete against
the best people. You don’t need to get good at doing difficult things if
you get good at avoiding difficult things. If you want to win, pick an easy
table and nail your execution.

22. Goodhart’s Law: When a measure becomes a target, it ceases to be a good
measure. One hospital took too long to admit patients so a penalty was
given for 4+ hour wait times. In response, ambulance drivers were asked to
slow down so they could shorten wait times.

23. Gall’s Law: A complex system that works is invariably found to have
evolved from a simple system that worked. A complex system designed from
scratch never works and cannot be patched up to make it work. You have to
start over with a working simple system.



24. Hock Principle: Simple, clear purpose and principles give rise to
complex and intelligent behavior. Complex rules and regulations give rise
to simple and stupid behavior.

25. Parkinson’s Law: Work expands to fill the time available. People don’t
want to look like they’re lazy, so they find extra tasks to tackle, even if
they’re trivial. If you have six months to complete a project, it will take
six months to complete. Set deadlines accordingly.

26. The Second Law of Thermodynamics: The world tends towards disorder.
That’s why your room becomes messier and messier over time. It’s also why
an engine converts only ~35% of its energy into useful work. Time moves
towards increasing one direction: increasing entropy.

27. The Paradox of Specificity: Focus isn’t as constraining as it seems. In
the age of the Internet, when everybody has Google search and personalized
social media feeds, differentiation is free marketing. The more specific
your goal, the more opportunities you’ll create for yourself. Narrowing
your aperture can expand your horizons.

28. Emergence: When things interact, they often birth new, unpredictable
forms. Therefore, the sum total of a system is more than its component
parts. As a system evolves, its structure can transform — just like how
water becomes cold water until it turns into ice.

29. Occam’s Razor: If there are multiple explanations for why something
happened and they are equally persuasive, assume the simplest one is true.
In the search for truth, remove unnecessary assumptions. Trust the
lowest-complexity answer.

30. Hickam’s Dictum: The opposite of Occam’s Razor. In a complex system,
problems usually have more than one cause. For example, in medicine, people
can have many diseases at the same time.

31. Hormesis: A low dose of something can have the opposite effect of a
high dose. A little bit of stress wakes you up, but a lot of stress is bad
for you. Lifting weights for 30 minutes per day is good for you, but
lifting weights for 6 hours per day will destroy your muscles. Stress
yourself, but not too much.

32. Robustness Principle: Be conservative in what you do, be liberal in
what you accept from others. It’s a design guideline for software and a
good rule for life: Hold yourself to a higher standard than you hold others
to.

33. Legibility: We are blind to what we cannot measure. Not everything that
counts can be measured, and not everything that can be measured counts. But
people manage what they can measure, so society repeats the same mistakes.

34. Horseshoe Theory: Extreme opposites tend to look the same. For example,
a far-right movement and a far-left movement can be equally violent or
desire a similar outcome. People on both sides are more similar to each
other than they are to people in the center.

35. Availability Cascade: A self-reinforcing cycle that creates collective
beliefs. An idea will gain traction once it enters the mainstream, which
triggers a chain reaction, which causes lots of people to adopt it not
because it’s true but because it’s popular.

36. Creativity Begins at the Edge: Change starts away from the spotlight.
Then, it moves towards the center. That’s why the most interesting ideas at
a conference never come from the main stage. They come from the hallways
and the bar after sunset

37. The Copernican Principle: The more we learn about astronomy, the less
it seems that earth is special. It’s a small part of the universe, and each
human is a small part of the earth. We are all spinning through the solar
system — nowhere near the beginning or end of time.

38. Personal Monopoly: Corporations reward conformity, but the Internet
rewards people who are unique. If you work in a creative field, strive to
be the only person who does what you do. Find your own style, then run with
it. Create intellectual real estate for yourself.

39. The Paradox of Consensus: Under ancient Jewish law, if a suspect was
found guilty by every judge, they were deemed innocent. Too much agreement
implied a systemic error in the judicial process. Unanimous agreement
sometimes leads to bad decisions.

40. Penny Problem Gap: Economists assume demand is linear, but people’s
behavior totally changes once an action costs money. If the inventors of
the Internet had known about it, spam wouldn’t be such a problem. If
sending an email cost you $0.001, there’d be way less spam.

41. The Invisible Hand: Markets aggregate knowledge. Rising prices signal
falling supply or increased demand, which incentivizes an increase in
production. The opposite is true for falling prices. Prices are a signal
wrapped in an incentive.

42. Base Rate: The average outcome for an event over time. They’re like
batting averages for life, and they work best with big sample sizes. For
example, if you’re starting a business, avoid the restaurant business where
margins are low and competition is high.

43. Circle of Competence: Define the limits of your knowledge. Hint: the
limits are smaller than you think. That’s because being an expert in one
area doesn’t make you an expert in anything else. Be clear about what you
know and don’t know.

44. Convexity: If you want to be lucky, look for opportunities with big
upsides and low downsides. In addition to increased optionality, your
errors will benefit you more than they harm you. Convex payoffs let you
tinker your way to success and innovation.

45. The Go-For-It Window: Large gaps between accelerating technologies and
stagnating social norms create lucrative new business opportunities. But
they are only available for a short time when people can capitalize on the
difference between the real and perceived state of the world. For example,
2007 was the perfect time to launch the iPhone, but Google Glasses launched
too early.

46. Via Negativa: When we have a problem, our natural instinct is to add a
new habit or purchase a fix. But sometimes, you can improve your life by
taking things away. For example, the foods you avoid are more important
than the foods you eat.

47. The Medium Is the Message: We pay too much attention to what is being
said. But the medium of communication is more impactful. For example, the
Internet’s impact on humanity has a bigger influence than anything that’s
said on the Internet.

48. Resource Curse: Countries with an abundance of natural resources such
as diamonds and fossil fuels tend to have less economic growth and worse
development than countries with fewer natural resources.



49. The Paradox of Abundance: The average quality of information is getting
worse and worse. But the best stuff is getting better and better. Markets
of abundance are simultaneously bad for the median consumer but good for
conscious consumers.

50. The Map Is Not the Territory: Reality will never match the elegance of
theory. All models have inconsistencies, but some are still useful. Some
maps are useful because they’re inaccurate. If you want to find an edge,
look for what the map leaves out.

51. Baker’s Dozen: The key to good hospitality is to delight your guests
with an unexpected gift. If you run a hotel, leave chocolate on the bed. If
you run a bakery, give your customers one extra bagel. If you write an
article like this, share an extra idea.

KR IRS 101123

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