Reading
As someone who read a lot growing up, I will always advise people young and old to pick up a book and not put it down until you get to the other side. I particularly like reading now because books are the one thing I can read without seeing an ad every 10 seconds.
Here are the books I wanted to share and the ones I keep going back to. Grouped by what they are useful for rather than by when I read them.
51 books, 9 subjects
Financial History and Crises
Most of what looks unprecedented has a precedent, and the precedents are usually better documented than the present.
Principles for Navigating Big Debt Crises
The archetype chapter is worth more than all the case studies that follow it.
The Ascent of Money
The broad survey. A good place to start and thin exactly where the other books here are deep.
The Big Short
Lewis is a storyteller first. Read it for how the trade felt, not for how it worked.
Devil Take the Hindmost
Speculation is not a malfunction of markets. It recurs, and it recurs with the same shape.
Secrets of the Temple
Seven hundred pages on the Volcker Fed and never dull. Read it before forming an opinion about what central banks actually do.
The Great Depression: A Diary
A lawyer in Youngstown writing down what the Depression looked like while it was still happening. Contemporaneous beats retrospective.
Markets and Investing
The Intelligent Investor
Chapters 8 and 20 are the book. The rest is context. Extremely slow, but valuable nonetheless.
The Interpretation of Financial Statements
Graham in 130 pages. I hand this to anyone who says they want to learn to read a 10-K.
The Most Important Thing, Illuminated
Second-level thinking, and the memo format taught me as much as the content did.
Mastering the Market Cycle
Where are we in the cycle and what does that imply about positioning. Marks answers it without predicting anything.
Fortune's Formula
The Kelly criterion, Claude Shannon, and the mob. Position sizing is the part of investing almost nobody teaches, and the part I have spent the most time on since.
All About Asset Allocation
Unglamorous and correct. Most portfolios fail on allocation, not on selection.
Common Sense on Mutual Funds
Bogle on costs. The arithmetic is not arguable, which is why it is still uncomfortable.
Risk, Uncertainty, and Judgment
Against the Gods
The history of how we learned to measure risk. Probability as a human invention, which is what it is. One of my favorites.
Fooled by Randomness
Taleb's best book and the one he is least famous for.
The Black Swan
The argument is right and the tone is a lot. Both are true.
Thinking, Fast and Slow
I later learned that parts of the priming literature did not hold. Nonetheless, this book taught me how to think.
Your Money and Your Brain
Zweig on the neuroscience of selling at the bottom. The most directly useful of the behavioral books.
The Psychology of Money
Short, and the one I give to people who do not work in finance.
Economics and Political Economy
Capitalism and Freedom
Friedman's case stated plainly. Worth reading in the original rather than in summary, in my opinion, including by people who disagree with it.
Black Rednecks and White Liberals
Sowell arguing that cultural patterns travel and persist. Heavily contested. Worth engaging with directly rather than secondhand.
Why We're Polarized
A structural account of polarization rather than a moral one. It sits deliberately across the table from the two books above it.
Ten Global Trends Every Smart Person Should Know
A useful corrective when the news makes everything feel terminal.
Technology and Society
Zero to One
Monopoly as the objective rather than the accusation. The chapter on competition is the one that matters.
The Founders
The PayPal group before they were the PayPal group. There is a reason they are called the PayPal mafia.
The Shallows
What reading online does to attention. I try to reread it whenever mine gets worse.
The Filter Bubble
Published in 2011 and more accurate now than it was then, which is the definition of a good prediction.
Guns, Germs, and Steel
Geography as the independent variable. Historians contest it. Still a useful frame to argue with. Referenced it a lot in college.
Blink, The Tipping Point, Outliers
Gladwell is a stylist more than a scientist. Read for the framing and verify the studies yourself. Great reads though.
Method and Craft
Principles
Another foundational book. The management half is better than the life half though.
Writing That Works
Ogilvy's agency on how to write. Short, and it has improved every memo I have written since.
The War of Art
On resistance. Useful on the days the work is not getting done.
Philosophy
Meditations
A Roman emperor's private notes on staying steady. Not written to be read, which is why it works. I think the readings should be taught in schools.
Man's Search for Meaning
Frankl in the camps. The clinical second half is the part people skip and should not.
When Breath Becomes Air
A neurosurgeon dying at 37, on what work is for.
How Will You Measure Your Life?
Christensen applying strategy frameworks to a life. Sounds glib. Is not.
The Miracle of Mindfulness
On attention. Quick read.
History and Biography
Caesar: Life of a Colossus
Caesar without the mythology. Useful on how power is actually accumulated, which is slowly and then not.
Natural Born Heroes
Cretan resistance fighters and the physiology of endurance. I read it while training for an Ironman, which probably explains the affection.
Fiction
Not adjacent to the rest of this. Just what I read.
Blood Meridian
The best American novel I have read and the hardest to recommend.
All the Pretty Horses
McCarthy when he is not trying to break you.
The Road
The Sun Also Rises
Two hundred and fifty pages of people avoiding the subject.
The Nine Cloud Dream
1984
The Circle
1984 for the surveillance you volunteer for.
The Fountainhead
A Song of Ice and Fire
The Dark Tower
The Darkness That Comes Before
Hell House
Next
Recommended, queued, not yet read. This list is honest about that.
Manias, Panics, and Crashes
Lords of Finance
The Price of Time
This Time Is Different
Security Analysis
Expectations Investing
Margin of Safety
Wages of Destruction