Investing

On asymmetric bets, margin of safety and compounding.

Chapters

  1. The Nobel Prize Got Loss Aversion Wrong
  2. The Downward Spiral of Oscar Wilde
  3. You’re Not Undisciplined. Your Habit Is Too Big.
  4. From $32 Billion to 25 Years: The Math He Skipped
  5. Do Less, Get More: The F1 Math
  6. Why Achieving Goals Doesn’t Make You Happy
  7. A Day on the Moon. A Decade of Depression.
  8. We Are All Investors
  9. Why Are Some Jobs Paid More Than Others?
  10. From Clay to Code: What 24 Technologies Made Scarce
  11. Software Engineers Were Modern Scribes
  12. I Use Evolution to Predict Which Markets Survive AI
  13. AI Agents: The Most Valuable Customer You Can Sell To
  14. Is Getting Rich Luck or Hard Work? | The Market vs. You
  15. Selling 10 Million Albums and Ending Up With Nothing
  16. I Read 1,000s of Founder Stories. Most Won by Copying…
  17. The Tater Tots Trick for Repurposing Content
  18. Work-Life Balance Is a Myth. Choose Your Table.
  19. You’re in a Status Game Whether You Entered or Not
  20. Your Habits Are Your Investment Portfolio
  21. The NBA Deleted a Shot. Your Habit Needs the Same.
  22. Small Habits, Big Results: 47 Novels Before Work
  23. Stop Trading Your Habits Like Stocks
  24. The 2,000-Day Experiment I Couldn’t Shut Down
  25. Optimizing Your Life Is Killing Your Progress
  26. The $4.6 Billion Lesson in Not Rushing
  27. When You’re Winning… And Lose Everything
  28. The Compounding Trap: Why Selling a Winner Costs You
  29. The Viral Trap: How Social Media Keeps What You Make
  30. Your Habits Have a Hurdle Rate
  31. The Truth About Running Multiple Businesses at Once
  32. How to Stay Consistent (By Finding the Minimum Dose)
  33. 1 Metric for Life Progress: The Daily Tempo Score
  34. Stop Raising Your Standards. Start Proving Them.
  35. The 1 Rule That Stops Me Raising My Goals Too Soon
  36. I Pay 34 Minutes a Day for My Business to Grow
  37. Why Mormons Get Rich and Adventists Live to 100
  38. Your Habits Are Only as Strong as Your Worst Day
  39. Why Rich People and Dying Spacecraft Follow the Same Rule
  40. Habit Banking: What You Can Bank and What You Can’t
  41. Patagonia’s 5-Word Policy for Getting Work Done
  42. How to Focus on One Thing All Day
  43. The 3am Binge Isn’t a Willpower Failure
  44. His Joke Was So Bad It Cost £500 Million
  45. How to Adapt to Change Fast Enough
  46. Consistency Over Intensity: What Pushing Harder Costs
  47. The 4 Habit Levels Where Results Get Insane
  48. Minimum Effective Dose vs Maximum Tolerable Dose
  49. What a 20-Mile Night Run Taught Me About Negative Returns
  50. The Economics of Losing Money on Purpose
  51. The Real Reason Your #1 Problem Keeps Waiting
  52. Force Yourself to Go Faster – Then Pay for It
  53. Fail Fast, Fail Often: My 1-in-20 Hit Rate
  54. I Launched a Product a Day for 17 Days (Then Burned Out)
  55. The Math of Inevitable Success
  56. If I Started Trends.vc Over, This Is Exactly What I’d Ask
  57. What Everyone Gets Wrong About Continuous Improvement
  58. How to Make Hard Decisions When You Already Know
  59. The Chinese Mastermind Group Behind Volvo
  60. Every Type of Courage Explained | Which One Do You Have?
  61. Why Poker Pros Fold What Investors Buy
  62. I Got Lucky. That’s the Problem.
  63. 5 Things Chess Teaches Us About Life
  64. Stop Playing Chess. Start Playing Poker.
  65. The 1 Habit That Changed How I Think
  66. How I Play Aggressive But Safe
  67. Make Two Threats With One Move
  68. I’m 15 Years In. These Are the 2 Habits You Need to Go Deeper
  69. Madam C.J. Walker: $1.25 to 20,000 Agents
  70. Not All Trade-Offs Are Real
  71. Pick Your Pain
  72. Same Habits, Different Days: My Daily Experiments
  73. Proximity Is Power. Here’s the Math.
  74. The 100x Comparison: Big City vs Small Town
  75. Fifteen Years on One Wall. One Day Off the Business Week.
  76. The Map Is Not the Territory (And Why That’s Fine)
  77. Centralize or Decentralize: How to Actually Decide
  78. Why Smart People Stay Broke
  79. The Same Loop That Killed Sears Runs Your Nights
  80. The 3% Mortgage Debate Is Really About Sleep
  81. Chase Risk Before It Chases You
  82. The Most Powerful Problem-Solving Model – Inversion
  83. If You Ain’t Got Nothing, You Ain’t Got Nothing To Lose
  84. The Psychology of Getting Comedy From Failure | Trevor Noah
  85. How I Got My First Customer With 8 Notion Docs
  86. Why I Can’t Drink a Latte (and Billionaires Pay No Tax)
  87. Long Haul Luxuries
  88. The 150-Year Art of Delayed Gratification
  89. New Habits Feel Worse Before They Feel Better And Here Is Why
  90. Charlie Munger’s Learning Machine (In Plain English)
  91. Motivation Wears Off. Here’s What I Do Each Morning.
  92. Not Useful, Yet
  93. Y Combinator’s 1,000-to-1 Bet
  94. What Soros Knew About Prediction Markets
  95. Prediction Markets Are Accurate (That’s the Problem)
  96. AI’s 7-Month Doubling Rule
  97. The 10,000 Hour Rule Counts the Wrong Thing
  98. The Trade You Make 100 Times a Day
  99. Time Is Not Your Most Valuable Asset
  100. I Chose to Be Worst at Replying
  101. Everything Feels Important? It’s a Ranking Problem
  102. The Art of Planning Less and Doing More
  103. One Small Promise, Kept 108 Mornings in a Row
  104. Anti-Habits: The Discipline of Saying No
  105. How I Quit My YouTube Addiction
  106. Why I Turn My Phone Screen Red at 9pm
  107. Remove Choices to Save Your Willpower
  108. I Optimized My Habits Until They Broke
  109. The Navy Cured Scurvy. Then It Uncured It.
  110. You Stopped Feeling It. It Didn’t Stop Working.
  111. 190,000 Taste Tests Said Yes. Customers Said No.
  112. The 200-Million-Year Test for Any Habit
  113. Neil Gaiman’s Two-Draft Rule
  114. My Cold Shower Got Better. My Business Didn’t.
  115. Your Cold Shower Is an Exposure Therapy Rep
  116. Customer Lifetime Value: What ConvertKit Got Wrong
  117. How to Attract the Right Clients With Your Price
  118. Why 1% Better Isn’t Enough
  119. To Achieve Your Goals, Aim at Your Habits
  120. Micro-Failure vs. Macro-Failure
  121. Why Comfort Will Ruin Your Life: The Turkey Problem
  122. The Dark Side of Discipline
  123. Your Habit List Is a Single Point of Failure
  124. Stop Fearing Volatility. Start Hunting It.
  125. The Pattern Behind Every System Collapse
  126. Why I Said No to Venture Capital for Trends.vc
  127. Which Business Model Suits Your Personality?
  128. The 1 Area I Ignored Across 20 Businesses
  129. Don’t Hard-Code Trauma: How to Let Go of the Past
  130. Easy Choices, Hard Life
  131. I Stopped Taking Rest Days. The Binges Started.
  132. Revenge Bedtime Procrastination Isn’t About Sleep. Ask Hermès.
  133. Stop Wasting Your Off Days