| The Fountainhead | Ayn Rand | ★★★★★ | Protagonist is the quintessential visionary... |
| The Brothers Karamazov | Fyodor Dostoevsky | ★★★★★ | Faith vs Reason vs Impulse vs Hedonism. |
| Poor Charlie's Almanack | Charles T. Munger | ★★★★★ | Multidisciplinary knowledge >. |
| The Death of Ivan Ilych | Leo Tolstoy | ★★★★★ | Don't live superficially. |
| Letters from a Stoic | Seneca | ★★★★★ | Be conscious of your thoughts. |
| The Story of Philosophy | Will Durant | ★★★★★ | Everything is downstream of philosophy. |
| Elon Musk | Walter Isaacson | ★★★★★ | Visionary application of business and engin... |
| War and Peace | Leo Tolstoy | ★★★★★ | Witness lives and dreams start and end. |
| Siddhartha | Hermann Hesse | ★★★★★ | Jesus, Buddha, Socrates didn't follow someo... |
| The Straussian Moment | Peter Thiel | ★★★★★ | Western philosophy and liberal democracy wi... |
| The Sovereign Individual: The Transition to the Information Age | James Dale Davidson | ★★★★★ | Predicted everything. The information age w... |
| The Divine Comedy | Dante Alighieri | ★★★★★ | Confronting morality. |
| Demian | Hermann Hesse | ★★★★★ | Authenticity via nonconformity. Pursuing in... |
| The Silmarillion | J.R.R. Tolkien | ★★★★★ | World building. |
| Essays: Self-Reliance, History, American Scholar, etc... | Ralph Waldo Emerson | ★★★★★ | Historical figures affirmed their intuition... |
| Can't Hurt Me | David Goggins | ★★★★★ | Callous your mind. |
| Leonardo da Vinci | Walter Isaacson | ★★★★★ | Relentless curiosity is rare and valuable. |
| The Idiot | Fyodor Dostoevsky | ★★★★★ | Naive virtue encounters the world. |
| East of Eden | John Steinbeck | ★★★★★ | Good and evil have difficulty understanding... |
| Letters to a Young Poet | Rainer Rilke | ★★★★★ | Unspeakable intuition is truer than words. |
| What Has Government Done to Our Money? | Murray N. Rothbard | ★★★★★ | Explains the essence and properties of mone... |
| Anatomy of the State | Murray N. Rothbard | ★★★★★ | |
| The Dream of a Ridiculous Man | Fyodor Dostoevsky | ★★★★★ | Fall of Eden from first person perspective. |
| Notes from the Underground | Fyodor Dostoevsky | ★★★★★ | The acutely conscious mind destroys itself. |
| Think and Grow Rich | Napoleon Hill | ★★★★★ | Success conscious frame of mind. |
| The Power of Now | Eckhart Tolle | ★★★★★ | |
| What If? | Randall Munroe | ★★★★★ | Favorite book in middle school. Fun science... |
| The Picture of Dorian Gray | Oscar Wilde | ★★★★★ | High density of good quotes in the dialogue... |
| The Russian Cosmists | George M. Young | ★★★★★ | Best philosophical argument for space trave... |
| Lee Kuan Yew: The Grand Master's Insights | Graham Allison | ★★★★★ | Q&A with Singapore's founder on important t... |
| Animal Farm | George Orwell | ★★★★★ | Microcosm of communist revolution. |
| Ethics | Baruch Spinoza | ★★★★★ | Durant's intro is needed. |
| Dubliners | James Joyce | ★★★★★ | Mundane modern life. |
| Heart of Darkness | Joseph Conrad | ★★★★★ | Degredation of human nature. |
| The Untethered Soul | Michael A. Singer | ★★★★★ | Reduces neuroticism. |
| The Inner Game of Tennis | W. Timothy Gallwey | ★★★★★ | You can know and act without hard thinking ... |
| The Vintage Guide to Classical Music | Jan Swafford | ★★★★★ | Broad overview of classical music. |
| The Network State | Balaji Srinivasan | ★★★★★ | Revolutionary idea + contemporary political... |
| 100M Leads | Alex Hormozi | ★★★★★ | How to generate potential customers. |
| 100M Offers | Alex Hormozi | ★★★★★ | How to present an offer. |
| 100M Money Models | Alex Hormozi | ★★★★★ | How to structure pricing plans. |
| Expert Secrets | Russell Brunson | ★★★★★ | How to present and monetize ideas. |
| The Forgotten Highlander | Alistair Urquhart | ★★★★☆ | Gruesome POW experience. |
| Endurance: Shackleton's Incredible Voyage | Alfred Lansing | ★★★★☆ | Grueling Antarctic expedition. |
| The Heavenly Christmas Tree | Fyodor Dostoevsky | ★★★★☆ | Bittersweet. |
| The Almanack of Naval Ravikant | Eric Jorgenson | ★★★★☆ | Simple wisdom. |
| When Einstein Walked with Gödel | Jim Holt | ★★★★☆ | Science & philosophy. |
| E Unibus Pluram | David Foster Wallace | ★★★★☆ | Too much irony in pop culture. |
| The Use of Knowledge in Society | Friedrich Hayek | ★★★★☆ | No central authority can understand everyth... |
| Man's Search for Meaning | Viktor E. Frankl | ★★★★☆ | POW experience. |
| Four Quartets | T.S. Eliot | ★★★★☆ | Decent. |
| Mere Christianity | C.S. Lewis | ★★★★☆ | Non-biblical introduction to Christianity. |
| The Kite Runner | Khaled Hosseini | ★★★★☆ | Good climax. Liked it in high school. |
| Never Split the Difference | Chris Voss | ★★★★☆ | Negotiation tips. |
| Where the Sidewalk Ends | Shel Silverstein | ★★★★☆ | Good childhood book. |
| I, Pencil | Leonard Edward Read | ★★★★☆ | Best short explanation of the economy. |
| The Law | Frédéric Bastiat | ★★★★☆ | The purpose of law. |
| The Gulag Archipelago (Abridged) | Aleksandr Solzhenitsyn | ★★★★☆ | Compiled experiences of Soviet prison camps... |
| The Millionaire Fast Lane | M.J. DeMarco | ★★★★☆ | Sold me on entrepreneurship. |
| The Hobbit | J.R.R. Tolkien | ★★★★☆ | Liked it in middle school. |
| Politics and the English Language | George Orwell | ★★★★☆ | How to write clearly. |
| Red Rising | Pierce Brown | ★★★★☆ | Liked it in middle school. |
| Tao Te Ching | Lao Tzu | ★★★★☆ | Taoism. |
| The Master and Margarita | Mikhail Bulgakov | ★★★★☆ | Russian novel. |
| The Courage to Be Disliked | Ichiro Kishimi | ★★★★☆ | Past does not matter. |
| Crime and Punishment | Fyodor Dostoevsky | ★★★★☆ | Guilt and redemption. |
| Meditations | Marcus Aurelius | ★★★★☆ | Stoicism. |
| How to Win Friends & Influence People | Dale Carnegie | ★★★★☆ | My successful grandfather's #1 recommended ... |
| White Nights | Fyodor Dostoevsky | ★★★★☆ | Overly introspective loner. |
| Outwitting the Devil | Napoleon Hill | ★★★★☆ | Definiteness of Purpose. |
| Practicing the Power of Now | Eckhart Tolle | ★★★★☆ | Words are signposts of deeper thoughts. |
| As a Man Thinketh | James Allen | ★★★★☆ | Plant good seeds of thought. |
| 1984 | George Orwell | ★★★★☆ | Surveillance dystopia. |
| Man and His Symbols | Carl Jung | ★★★★☆ | My into to Jungian psychology. |
| The Score Takes Care of Itself | Bill Walsh | ★★★★☆ | Organizations must have a standard of excel... |
| The Anthology of Balaji | Eric Jorgenson | ★★★★☆ | Can craft truth seeking incentive structure... |
| The Beginning of Infinity | David Deutsch | ★★★★☆ | Explanations are infinitely improvable. |
| Notes from Underground | Fyodor Dostoevsky | ★★★★☆ | |
| Blood Meridian | Cormac McCarthy | ★★★★☆ | |
| Zero to One | Peter Thiel | ★★★★☆ | |
| The Road to Serfdom | Friedrich Hayek | ★★★★☆ | Downfalls of government central planning. |
| One Hundred Years of Solitude | Gabriel García Márquez | ★★★★☆ | Intergenerational story about a growing fam... |
| Essay Writing Guide | Jordan B. Peterson | ★★★★☆ | Each paragraph/sentence/word must be meanin... |
| A Hunger Artist | Franz Kafka | ★★★★☆ | |
| Do Androids Dream of Electric Sheep? | Philip K. Dick | ★★★★☆ | |
| Thus Spoke Zarathustra | Friedrich Nietzsche | ★★★★☆ | |
| The Way of the Superior Man | David Deida | ★★★★☆ | |
| The House of the Dead | Fyodor Dostoevsky | ★★★★☆ | |
| The Children of Húrin | J.R.R. Tolkien | ★★★★☆ | Underappreciated Tolkien work. |
| Invention: A Life | James Dyson | ★★★★☆ | Persistent inventor and businessman. |
| Fallen Leaves | Will Durant | ★★★★☆ | Philosopher and historian's final thoughts ... |
| In the Penal Colony | Franz Kafka | ★★★★☆ | |
| A Theory of Everything | Ken Wilber | ★★★★☆ | New philosophies will integrate past philos... |
| The Iliad | Homer | ★★★★☆ | |
| The Alchemist | Paulo Coelho | ★★★★☆ | |
| The Doors of Perception & Heaven and Hell | Aldous Huxley | ★★★★☆ | Ideas exist in your mind before they are co... |
| A Gentle Creature | Fyodor Dostoevsky | ★★★★☆ | |
| The Metamorphosis | Franz Kafka | ★★★★☆ | |
| Faust Pt 1 | Johann Wolfgang von Goethe | ★★★★☆ | |
| Explaining Postmodernism | Stephen R.C. Hicks | ★★★★☆ | History of the philosophy that led to postm... |
| Moonwalking with Einstein | Joshua Foer | ★★★★☆ | |
| Sun & Steel | Yukio Mishima | ★★★★☆ | Mishima seeks experiences that words cannot... |
| Industrial Society and Its Future | Theodore John Kaczynski | ★★★★☆ | |
| An Elegy Written in a Country Churchyard | Thomas Gray | ★★★★☆ | |
| Treasure Island | Robert Louis Stevenson | ★★★★☆ | |
| The Prince | Niccolò Machiavelli | ★★★★☆ | Brutal but effective political advice. |
| The Odyssey | Homer | ★★★★☆ | |
| The Old Man and the Sea | Ernest Hemingway | ★★★★☆ | |
| The Sun Also Rises | Ernest Hemingway | ★★★★☆ | Bittersweet. |
| Lord of the Flies | William Golding | ★★★★☆ | Humans can degrade into barbarism. |
| Atlas Shrugged | Ayn Rand | ★★★★☆ | Productive people hold up society. |
| On Heroes, Hero Worship and the Heroic in History | Thomas Carlyle | ★★★★☆ | Great individuals forge history. |
| The American Scholar: Self-Reliance, Compensation | Ralph Waldo Emerson | ★★★★☆ | Call to intellectual independence. Urges yo... |
| Micromegas | Voltaire | ★★★★☆ | |
| A Portrait of the Artist as a Young Man | James Joyce | ★★★★☆ | |
| Anthem | Ayn Rand | ★★★★☆ | Collectivist dystopia. |
| The Virtue of Selfishness | Ayn Rand | ★★★★☆ | |
| The Champion's Mind | Jim Afremow | ★★★★☆ | Athlete stories and advice. |
| David and Goliath | Malcolm Gladwell | ★★★★☆ | |
| Fahrenheit 451 | Ray Bradbury | ★★★★☆ | |
| The Abolition of Man | C.S. Lewis | ★★★★☆ | Defends objective values and human nature. ... |
| A Book of Five Rings | Miyamoto Musashi | ★★★★☆ | |
| The Art of War | Sun Tzu | ★★★★☆ | |
| Poor Richard's Almanack | Benjamin Franklin | ★★★★☆ | Aphorisms. |
| Brave New World | Aldous Huxley | ★★★★☆ | Drugged up dystopia. |
| The Bitcoin Standard | Saifedean Ammous | ★★★★☆ | Austrian econ + Bitcoin primer. |
| The Road | Cormac McCarthy | ★★★★☆ | |
| Hatchet | Gary Paulsen | ★★★★☆ | Enjoyed when I was a boy. |
| The Monkey's Paw | W.W. Jacobs | ★★★★☆ | |
| Searching for and Maintaining Peace: A Small Treatise on Peace of Heart | Jacques Philippe | ★★★★☆ | |
| One up on Wall Street | Peter Lynch | ★★★★☆ | Business phases, Company Categories, Gave m... |
| Accounting Made Simple | Mike Piper | ★★★★☆ | Good but too simple. |
| Deep Learning | Ian Goodfellow | ★★★★☆ | My foundation of AI mathematics. |
| The Screwtape Letters | C.S. Lewis | ★★★☆☆ | How to make someone doubt Christian doctrin... |
| Zombies in Western Culture: A Twenty-First Century Crisis | John Vervaeke | ★★★☆☆ | Meaning crisis. Lifeless but living. |
| The 22 Immutable Laws of Marketing: Violate Them at Your Own Risk | Al Ries | ★★★☆☆ | Own a word in customers mind. Extending you... |
| The Heroes Journey | Joseph Campbell | ★★★☆☆ | Learned about the monomyth and narrative st... |
| The Mythical Man-Month | Frederick P. Brooks Jr. | ★★★☆☆ | Software development in teams should be sur... |
| The Myth of Sisyphus | Albert Camus | ★★★☆☆ | If life is meaningless, make it meaningful. |
| Demons | Fyodor Dostoevsky | ★★★☆☆ | Insight on leftist revolutationaries but pl... |
| As We May Think | Vannevar Bush | ★★★☆☆ | |
| On Self-Respect | Joan Didion | ★★★☆☆ | |
| Rich Dad Poor Dad | Robert T. Kiyosaki | ★★★☆☆ | |
| Becoming Supernatural | Joe Dispenza | ★★★☆☆ | |
| Ode to a Nightingale | John Keats | ★★★☆☆ | |
| Stillness Is the Key | Ryan Holiday | ★★★☆☆ | |
| A Mathematician's Lament | Paul Lockhart | ★★★☆☆ | |
| The Egg | Andy Weir | ★★★☆☆ | |
| Tuesdays with Morrie | Mitch Albom | ★★★☆☆ | |
| The Importance of Being Earnest | Oscar Wilde | ★★★☆☆ | Dont remember. |
| The Obstacle Is the Way | Ryan Holiday | ★★★☆☆ | |
| A Mind for Numbers | Barbara Oakley | ★★★☆☆ | |
| On the Genealogy of Morals | Friedrich Nietzsche | ★★★☆☆ | Concepts are great. Need to reread. |
| Eugene Onegin | Alexander Pushkin | ★★★☆☆ | |
| Anna Karenina | Leo Tolstoy | ★★★☆☆ | |
| The Personal MBA | Josh Kaufman | ★★★☆☆ | |
| AI Superpowers | Kai-Fu Lee | ★★★☆☆ | |
| King, Warrior, Magician, Lover | Robert L. Moore | ★★★☆☆ | |
| Ego Is the Enemy | Ryan Holiday | ★★★☆☆ | |
| A Brief Guide to World Domination | Chris Guillebeau | ★★★☆☆ | |
| A Mathematician's Apology | G. H. Hardy | ★★★☆☆ | Hard to say math is directly useful to soci... |
| The 4-Hour Workweek | Timothy Ferriss | ★★★☆☆ | Organize life to prioritizes time and freed... |
| The Gambler | Fyodor Dostoevsky | ★★★☆☆ | Not remarkable like his other works. |
| Zen in the Art of Archery | Eugen Herrigel | ★★★☆☆ | Don't remember. |
| No Longer Human | Osamu Dazai | ★★★☆☆ | Suicidal man's thoughts. Helps understand h... |
| Breathing for Warriors | Belisa Vranich | ★★★☆☆ | Meh. |
| Mental Toughness | David Bishopson | ★★★☆ | Short. |
| Economics in One Lesson | Henry Hazlitt | ★★★☆☆ | |
| Waiting for Godot | Samuel Beckett | ★★★☆☆ | Meaningless but that's the point. Has some ... |
| Groundwork for the Metaphysics of Morals | Immanuel Kant | ★★★☆☆ | Don't remember. |
| The Analects | Confucius | ★★★☆☆ | Nature, virtue, wisdom etc... |
| The Richest Man in Babylon | George S. Clason | ★★★☆☆ | Save % of income. |
| A Brief History of Time | Stephen Hawking | ★★★☆☆ | Modern physics. |
| The Bhagavad Gita | Swami Sivananda Saraswati | ★★★☆☆ | Interesting. |
| The Little Book of Common Sense Investing | John Bogle | ★★★☆☆ | Single thesis, invest in index funds. |
| Rich Dad Poor Dad | Robert Kiyosaki | ★★★☆☆ | Solid advice. |
| Dotcom Secrets | Russell Brunson | ★★★☆☆ | Not as good as Expert Secrets. |
| The Psychology of Money | Morgan Housel | ★★★☆☆ | Too much like a self-help book. |
| Head First C | David Griffiths | ★★★☆☆ | Reading a textbook doesn't teach you how to... |
| Dune (Dune, #1) | Frank Herbert | ★★★☆☆ | Wish it was more philosophical. Some intere... |
| Beyond Good and Evil | Friedrich Nietzsche | ★★★☆☆ | Aphorisms were good. Probably went through ... |
| Blue Ocean Strategy | W. Chan Kim and Renée Mauborgne | ★★★☆☆ | Pivot to untapped markets. What non-custome... |
| The Last Lecture | Randy Pausch | ★★★☆☆ | Life advice. |
| Understanding Media | Marshall McLuhan | ★★☆☆☆ | Vague explanations of an interesting concep... |
| The E-Myth Revisited | Michael Gerber | ★★☆☆☆ | Low signal, too much narrative. |
| The Consolation of Philosophy | Boethius | ★★☆☆☆ | Cool personification of Fortune and Philoso... |
| The Communist Manifesto | Karl Marx | ★★☆☆☆ | Incitations to violence to support a warped... |