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Of Dollars And Data

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522 from 2 Jan 2017 to 27 Oct 2026
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2026 43

  1. Can You Count on Social Security in Retirement?
  2. What is the Average Net Worth by Age? [2025 Latest Data]
  3. Who Got Richer Since 2022?
  4. Playing the Wrong Game
  5. Who Is Really Rich in America? (Hint: Main Street Millionaires)
  6. Is Startup Equity a Bad Deal?
  7. What Was the Best Portfolio Over the Last 50 Years?
  8. Living Poor to Die Rich
  9. Which Graduate Degrees Are the Best Investment? (Why I Skipped My MBA)
  10. Why I Was Wrong to Be Bearish on U.S. Stocks
  11. The Myth of Owning Your Time
  12. The Best Way to Sell a Concentrated Position
  13. Why $100 in Your 20s is Worth $500 in Your 60s
  14. The Problem with Optionality
  15. Money Talks: The Price of Status
  16. Are Stocks Going Up or Is the Dollar Going Down?
  17. A Century of U.S. Stock Returns: Expect the Unexpected
  18. Is $5M in Treasury Bills Enough to Be Set for Life?
  19. Why Poorer Students Earn Less (Even With the Same Degree)
  20. Can Supply and Demand Predict the Stock Market?
  21. How Much Will SpaceX Actually Cost Your Index Fund?
  22. Being Useful is More Attractive Than Being Rich
  23. Hacks vs. Artists
  24. Why Taxing the Wealthy is Harder Than it Looks
  25. The Risk-Wealth Paradox: Why More Money Means You Should Take Less Risk
  26. The Great Filter
  27. What I’ve Learned Writing 500 Blog Posts
  28. Survival is the Only Success
  29. Did AI Kill Coast FIRE?
  30. The Upper Middle Class Trap
  31. Is U.S. Housing Starting to Crash?
  32. There Will Be No Permanent Underclass
  33. Why Private School Isn’t Worth the Cost
  34. Are Your Beliefs Assets or Liabilities?
  35. Signal Collapse and the New Proof of Work
  36. Wanna Get Rich? Marry a College Grad or Start a Business
  37. Does the U.S. Actually Have a Housing Shortage?
  38. Why Consensus Fails
  39. Is Inflation Higher Than We Think?
  40. There’s Always Room for Quality
  41. Why You Can’t Time the Market (Even When You Know the Future)
  42. Is Home Equity Fake Wealth?
  43. The Leaf Leafs Anyway

2025 52

  1. Pray for Beta, Not Alpha
  2. The Risk You Aren’t Thinking About
  3. No, the Poverty Line Isn’t $140,000 a Year
  4. My Favorite Investment Writing of 2025
  5. There is No Substitute for Thinking
  6. Is This How the AI Bubble Pops?
  7. The One Thing My Worst Investments Had in Common
  8. The Ideal Level of Wealth
  9. Should You Buy at All-Time Highs?
  10. What’s Going on With Gold?
  11. Are Millennials Doomed?
  12. All the Money, None of the Satisfaction
  13. Wealth for Yourself vs. Wealth for Others
  14. The Millionaire’s Dilemma
  15. Why the 5% Rule is the New 4% Rule
  16. Going Terminally Offline
  17. The Bar Only Gets Higher
  18. Proof of Wealth
  19. Why I’m Bearish on U.S. Stocks (for the Second Time Since 2017)
  20. Optimizing Ourselves to Death
  21. The First $10,000 is the Most Important
  22. It’s the Housing, Stupid
  23. The Best Leading Indicator of Wealth
  24. The Wealth Ladder (Out Now!)
  25. The Death of the Amex Lounge: Why the Upper Middle Class Isn’t Special Anymore
  26. How to Make More Without Working More
  27. Why Financial Independence is Overrated
  28. What’s Better Than U.S. Bonds for Downside Protection?
  29. The Separate + Joint Method: How My Spouse and I Manage Our Money
  30. Lost Decades are Even Rarer Than You Think
  31. What’s the Best Withdrawal Strategy in Retirement?
  32. Why You Don’t Lose Money in Bonds (If You Wait Long Enough)
  33. You Can’t Put a Price on Mental Freedom
  34. Has the American Dream Become Unattainable?
  35. Borrowing From Your Future Can Cost You Everything
  36. Be Minimally Extractive
  37. Give Now, Not Later
  38. The Price of Peace: Why Diversification is Difficult, but Necessary
  39. How Long Does it Take for the Market to Recover?
  40. Would $2M at 23 Make You “Set for Life”?
  41. Why Trend Following is Harder Than it Looks
  42. How Not to Invest
  43. Never Root for a Recession
  44. Scams, Damn Scams, and Investors
  45. How Should Your Allocation Change With Age?
  46. Are 401(k)s Becoming Obsolete?
  47. Is $1 Million Still a Lot of Money?
  48. How to Invest for a Post-AGI World
  49. Do You Need to Own International Stocks?
  50. The New Currency is Attention
  51. Is There a Problem with Passive Investing?
  52. Are We Bullish Enough? (Redux)

2024 53

  1. Don’t Bet Against Biology
  2. The Ignorance of the Crowd
  3. Do As I Say, Not As I Did
  4. My Favorite Investment Writing of 2024
  5. Now Do Japan
  6. 3 Predictions for the Next 10 Years
  7. The Things You Can’t Buy
  8. Should You Ever Put More Than 20% Down on a Home?
  9. When Did this Bull Market Start?
  10. How to Change Yourself: Pain vs. Perceived Pain
  11. How Much House is Too Much?
  12. The Low Stability of High Income
  13. Do Vanguard, BlackRock, and State Street Run the World?
  14. How Much is My Pension Worth?
  15. Embrace the Uncertainty: On the Benefits of Upside Surprises
  16. Are Demographics Destiny for the Stock Market?
  17. Getting Paid to Not Understand It
  18. Is Nvidia Overvalued? The $3 Trillion Question
  19. Nothing is Certain Except Debt and Taxes
  20. How to Track Your Net Worth (ft. my FREE Net Worth Tracker)
  21. What is Coast FIRE? The Ultimate Guide to Semi-Retirement
  22. How Long Can Stocks Underperform?
  23. The Sustainable Path is the Only Path
  24. Why Lifestyle Creep is Mostly a Myth
  25. Don’t Take the Last Dollar
  26. Digital Déjà Vu
  27. How Does Inflation Impact Retirement?
  28. Selfish
  29. Why Stocks Are the Greatest Asset Class
  30. Why Haven’t Home Prices Dropped?
  31. Is Maximizing Credit Card Rewards Worth It?
  32. Do You Need Alternatives to Get Rich?
  33. How Does the Stock Market Perform in an Election Year?
  34. Bitcoin and Gold Won’t Save You
  35. The Rise of the Forever Renter Class
  36. Whose Tax is it Anyway?
  37. Why Do People Make “Bad” Financial Decisions?
  38. Invest for the Decades, Not the Years
  39. Where You Should Put Your Money (And When)
  40. The Story That’s Sold
  41. Should You Rent or Buy a House?
  42. The Best Way to Get Things Done
  43. More People Buy, Number Go Up
  44. Can the Typical Person Become a Millionaire?
  45. The Case For and Against Dividend ETFs
  46. Millionaires Don’t Use Astrology, Billionaires Do
  47. The Holy Sale of Investing
  48. The Most Overrated Things in Personal Finance
  49. Should You Invest in Stocks at All-Time Highs?
  50. Can You Retire at 30 with $10 Million?
  51. Should Your Job Determine How You Invest?
  52. Should Your Portfolio Be 100% U.S. Stocks?
  53. Your Money or Your Life

2023 61

  1. Will 2024 Be an Up Year for the Stock Market?
  2. Doing the Thing vs. Selling the Thing
  3. What is the Safe Withdrawal Rate in Retirement?
  4. My Favorite Investment Writing of 2023
  5. What is Liquid Net Worth? [And Why It’s So Important]
  6. Solving the Wrong Problem
  7. The Downsides of Diversification
  8. How Safe is an 8% Withdrawal Rate?
  9. It Never Gets Easier
  10. The Racial Wealth Gap is Shrinking, But Problems Remain
  11. What is the Average Net Worth by Age? [2022 Data]
  12. How Much Income Do You Need to Be Rich? [2022 Latest Data]
  13. How to Invest During Times of War
  14. Where Michael Lewis Went Wrong
  15. Is the U.S. Stock Market as Bad as it Seems?
  16. Why Luck Isn’t Real
  17. The 4 Types of Leverage to Supercharge Your Income
  18. The Never-Ending Then
  19. Never Look Down the Road Not Taken
  20. Only the Passionate Survive
  21. The Top High Income Skills for 2023 and Beyond
  22. How to Save for a House: The Comprehensive Guide to Homeownership
  23. Paychecks, Not Portfolios: Why Income is the Key to Financial Success
  24. The Greatest Investment Quotes [That Everyone Should Know]
  25. The Return on Hassle Spectrum
  26. The Problem with Valuation
  27. Understanding Fat FIRE: The Comprehensive Guide to a Luxurious Early Retirement
  28. The 11 Best Investing Books [That You Can’t Miss]
  29. How to Spend More in Retirement
  30. The Bulls Are Back In Town
  31. Why Are Houses So Expensive?
  32. If You’re So Rich, Why Are You Desperate?
  33. Why Down & Sideways Markets are Bullish
  34. The Liabilities of Success
  35. What Happens if the US Defaults on its Debt?
  36. Should You Save More to Retire Earlier?
  37. Money Can’t Buy Happiness…Or Can It?
  38. How Much to Save in Your Emergency Fund: A Comprehensive Guide
  39. Rich vs Wealthy: Summarizing the Differences
  40. How Much Lifestyle Creep is Okay? [The Definitive Guide]
  41. 3 Lessons I Learned From Publishing a Book [And How They Can Help You]
  42. The Ultimate Guide to Investing in International Stocks: Risks, Rewards, and Strategies
  43. Should I Max Out My 401k? [The Surprising Truth]
  44. How to Build Generational Wealth [All You Need to Know]
  45. Should I Buy a House Now?
  46. Concentration is Not Your Friend
  47. The 9 Best Income Producing Assets to Grow Your Wealth
  48. The 7 Streams of Income to Get Rich
  49. How Long Does it Take to Double Your Money?
  50. The 7 Greatest Asset Bubbles of All Time [All You Need to Know]
  51. Is Small Cap Investing Right for You?
  52. Ray Dalio All Weather Portfolio [2024 Update]
  53. Why the Medallion Fund is the Greatest Money-Making Machine of All Time
  54. Is 200k a Year Good? [What the Data Says]
  55. Where Do Millionaires Keep Their Money? [In 2024]
  56. Dollar Cost Averaging vs Lump Sum [All You Need to Know]
  57. Should You Buy Short-Term Bonds or Long-Term Bonds?
  58. Why is Gold Valuable? [The Definitive Guide]
  59. The 13 Best Wall Street Movies [That You Can’t Miss]
  60. Are Declining Interest Rates Responsible for Stock Growth?
  61. It’s Time to Work

2022 54

  1. Take Your Losses…While You Still Can
  2. Trading Games
  3. The Gift of Time
  4. Why Weakness in the Economy Doesn’t Mean Weakness in the Stock Market
  5. My Favorite Investment Writing of 2022
  6. How Much Growth Can You Expect?
  7. Learning to Live
  8. Proof of Work
  9. How Do the Wealthy Invest?
  10. The Present Defines the Past
  11. How the 60/40 Portfolio Makes A Comeback
  12. Why You Might Want to Retire Soon If You Have a Pension
  13. The Triumph of Logos
  14. What the Money is For
  15. Why You Shouldn’t Optimize Your Life
  16. Spending Without Regrets
  17. Should You Invest More After the Market Declines?
  18. How to Get More Time
  19. Who Holds the Student Loan Debt?
  20. How Do Retirees Actually Spend Their Money?
  21. When Data Fails
  22. Should You Die With Zero?
  23. Reject the Algorithm
  24. Why This Crash is Worse Than 2020 (and Why It Might Be Over Soon)
  25. There Will Always Be Sorcerers
  26. Sell Slowly
  27. In Defense of Dollar Cost Averaging
  28. When Should You Hire a Financial Advisor?
  29. Think Outside the Portfolio
  30. Too Good to Be True
  31. Solve Life Backwards
  32. Rallies to the Bottom
  33. How to Not Panic
  34. Revenge is Easy, Kindness is Hard
  35. Right Now, But Wrong Later
  36. We All Knew This Would Happen
  37. The Most Reliable Way to Build Wealth Revealed
  38. A Stock is Not an Index
  39. You’ve Been Thinking About Inflation All Wrong
  40. Just Keep Buying (The Book)
  41. The Yield Curve Just Inverted…Now What?
  42. Choose Your Status Game Wisely
  43. When the Optimists are Too Pessimistic
  44. Great Depression or Bust
  45. Life of the Party
  46. Will the Optimists Triumph Yet Again?
  47. When Was the Last Time the Market Was Fairly Valued?
  48. How Do Investors Fail?
  49. Do I Have Your Attention Now?
  50. Why Investing Like Your Neighbors Isn’t As Dumb As it Seems
  51. Should You Max Out Your 401(k) Earlier in the Year?
  52. The High Cost of an Easy Job
  53. Are We Bullish Enough?
  54. Why You Should Ignore the Metagame

2021 53

  1. Just 5 Years Can Change Your Life
  2. Why Congress Shouldn’t Be Able to Buy Individual Stocks
  3. The Age of Financial Misinformation
  4. My Favorite Investment Writing of 2021
  5. Escape Your Bubble
  6. This Will Not Last
  7. How to Invest Your Money When Inflation is High
  8. The Most Important Decision in Life
  9. Fear and Loathing in Cryptoland
  10. Risking, Fast and Slow
  11. Ignore the Price, Remember the Dividends
  12. It’s Never Too Late to Change
  13. Are We Craving Risk or Losing Reward?
  14. The Broken Clock
  15. Why Buying the Dip is a Terrible Investment Strategy
  16. Never Forget
  17. What Really Predicts Happiness?
  18. Price Rules Everything Around Me
  19. Are We in a Melt-Up?
  20. The Best Advantage in Life
  21. Want to Improve Your Career? Become an Uncertainty Killer
  22. My Investing Nightmare
  23. Go Big, Then Stop
  24. We Are All Investors Now
  25. How Does a Raise Early in Your Career Affect Your Finances?
  26. In Defense of Global Stocks
  27. How Often Does Dollar Cost Averaging Fail?
  28. How Much Do You Need to Be Financially Independent?
  29. Don’t Win the Game Too Early
  30. Is There A Better Way to Invest in Meme Stocks?
  31. Is $1 Million Still Worth $1 Million?
  32. No, Millennials Aren’t Poorer Than Previous Generations
  33. Should You Ever Invest in a Leveraged Index Fund?
  34. 4 Investing Lessons from David Swensen
  35. Two Bets for the Next Decade
  36. Whose Decline is it Anyway?
  37. The Craziest Market I’ve Ever Seen
  38. When Wealth Isn’t Real
  39. Why You Shouldn’t Pick Individual Stocks
  40. If You Play With FIRE, Don’t Get Burned
  41. Started From the Bottom
  42. The Boy Who Cried Bubble
  43. In Defense of Non-Fungible Tokens (NFTs)
  44. Why Are We Panicking Again?
  45. Being Honest About Your Investment Performance
  46. Have Fun Staying Poor
  47. Respect the Base Rate
  48. The 10 Biggest Money Mistakes
  49. When They Start to Lose, They Change the Rules!
  50. Let Them Vote
  51. 10 Investing Lessons from 2020
  52. Just Take the Money
  53. Why I’ve Changed My Mind on Bitcoin

2020 55

  1. Should You Buy An All-Time High?
  2. Running Out of Time Before Running Out of Money
  3. 5 Lessons From the Only 2 Stocks I’ve Ever Owned
  4. The Best Way to Organize Your Assets
  5. My Favorite Investment Writing of 2020
  6. Rich As I Say, Not As I Do
  7. We Begin Our Lives as Growth Stocks, But End Our Lives As Value Stocks
  8. How to Save for a Big Purchase
  9. What a Biden Presidency Means for Your Finances
  10. What Does the Stock Market Do Around Election Day?
  11. Why Own Bonds When Rates are So Low?
  12. The 3 Ways Tax Loss Harvesting Can Save You Money
  13. No, This Isn’t a Repeat of the Dot-Com Bubble
  14. Why Do Poor People Stay Poor?
  15. What’s Driving the Rise of the Individual Investor?
  16. No, Robinhood Traders Aren’t Affecting the Stock Market
  17. In the Eye of the Beholder
  18. A Follower is Not a Follower
  19. The Most Important Number in Personal Finance
  20. You Don’t Need Alpha
  21. There is Nothing Wrong With a Traditional Career
  22. What Risk Isn’t
  23. Regrets
  24. Roth 401(k) vs. 401(k): Which is the Better Option?
  25. Why So Many People Are Getting into the Stock Market
  26. The Depth of Privilege
  27. How Big is the Racial Wealth Gap?
  28. Nobody Knows Nothing
  29. Why Failed Predictions Don’t Matter
  30. How Much Could You Lose?
  31. Which Portfolio is Right for You?
  32. Why You Should Invest in Stocks
  33. Talk is Cheap
  34. Who Feels Rich Really?
  35. The Average Net Worth by Age and Education Level
  36. Death of a Value Investor
  37. Has the Dust Settled Yet?
  38. The Flight to Safety
  39. The Craziest Month in Stock Market History
  40. Was That the Bottom?
  41. Buying During a Crisis
  42. Should You Buy Stocks Now?
  43. How the Coronavirus Crash is Different From 2008
  44. 3 Things I Learned from the Coronavirus Crash
  45. The Worst Day of Our Investment Lives
  46. How Stocks Perform After the Fed Cuts Rates
  47. 3 Reasons Why You Should Invest in Bonds
  48. What Happens Next?
  49. Avoid the Zeros
  50. How Will Coronavirus Affect Your Portfolio?
  51. The Biggest Lie in Personal Finance
  52. Why Market Timing Can Be So Appealing
  53. This Climb is Different?
  54. The Investor’s Fallacy
  55. How Much Does Rebalancing Frequency Matter?

2019 50

  1. My Best Advice to Prospective Bloggers
  2. Climbing the Wealth Ladder
  3. My Favorite Investment Writing of 2019
  4. How to Spend Money
  5. The Best Investment You Can Make
  6. N = 1
  7. Realistic Investment Results
  8. The sCAPEgoat
  9. Escape the Fee Prison Now
  10. Money Blinders
  11. What’s Your Delta?
  12. Are Wealth Taxes A Good Idea?
  13. There Are No Secrets
  14. The Cost of Waiting
  15. The Financial Turing Test
  16. The Best Way to Consume Information
  17. Skewed Expectations
  18. The Red Queen of Investing
  19. The Seduction of Above Average
  20. When Money Dies
  21. How Do You Plan For This?
  22. Eating Your Own Cooking
  23. Losing Dollars vs. Losing Percentages
  24. The Price of Admission
  25. Should You Take the Annuity or the Lump Sum?
  26. Are Smarter People Better Investors?
  27. Being Wrong When You Get It Right
  28. The Goldilocks Zone of Personal Finance
  29. Not Efficient, But Effective
  30. Stop the Financial Pornography!
  31. Losing More Than a Bet
  32. When Does Market Timing Work?
  33. The Errors That I Don’t See
  34. The Problem With Most Financial Advice
  35. The Will To Survive
  36. The Money We Don’t Talk About
  37. Just One More
  38. Nothing is Safe
  39. We All Make Mistakes
  40. Nothing Happens, Then Everything Happens
  41. No Laws, Only Tendencies
  42. The Easiest Retirement Choice
  43. How to Invest a Lump Sum
  44. The Cognitive Aristocracy
  45. Even God Couldn’t Beat Dollar-Cost Averaging
  46. One Big Thing
  47. Fickle Fortune
  48. Beware the Gatekeeper
  49. The Price of Greed
  50. The Rise After the Fall

2018 52

  1. Kind or Hostile
  2. Expectation vs. Reality
  3. My Favorite Investment Writing of 2018
  4. When Things Stop Working
  5. What You Can’t Buy
  6. 4 Things Leonardo da Vinci Can Teach Us About Investing
  7. The Old Gods and the New
  8. The McRib Effect
  9. You Have No Competition
  10. A Change in Perspective
  11. What is Your Financial Tipping Point?
  12. Why The Best Predictor of Future Stock Market Returns is Useless
  13. Exception To The Rule
  14. Why You Don’t Know the Price Until You Sell
  15. One Decade Later
  16. Nothing Into Something
  17. An Investment To Die For
  18. What Will Always Be True
  19. 5 Tips for More Eloquent Writing
  20. We All Have It Now
  21. Hidden Costs
  22. 4 Lessons From the Richest Woman In Wall Street History
  23. The Right Place, The Right Time
  24. The Most Important Asset
  25. The Peak and The End
  26. The Privilege of Knowledge
  27. You See What You Want To See
  28. The Evil Hours
  29. It Can Happen to Anyone
  30. Reps, Reps, Reps
  31. Easy in Theory, Difficult in Practice
  32. Borrow…If You Dare
  33. Great Things Take Time
  34. Why Winners Keep Winning
  35. The Process Matters
  36. Be Careful What You Choose
  37. In the Land of the Lost
  38. The Echo Chamber
  39. The 6 Ways of Influence
  40. Ask Yourself Why
  41. Lies, Damned Lies, and Stories
  42. Stay on Script
  43. Roll the Dice
  44. A Margin of Safety
  45. The Abnormal Environment
  46. It’s All Relative
  47. Cutting the Gordian Knot
  48. The Best Way to Lose 5 Billion Dollars
  49. Success by Exhaustion
  50. Follow the Money
  51. The Patterns That Weren’t There
  52. 7 Things I Learned From One Year of Blogging

2017 49

  1. My Favorite Investment Writing (and Books) of 2017
  2. When Do You Sell?
  3. The Double-Edged Sword
  4. Beyond All Expectations
  5. There Are Many Ways to Win
  6. It’s Not About the Money
  7. A Little Knowledge is Dangerous
  8. The Constant Reminder
  9. The War Between Fear and Evidence
  10. Is Bitcoin in the Optimal Portfolio?
  11. Shaking the Hourglass
  12. Losing With a Winning Hand
  13. Find What You Do
  14. And the Crowd Goes Wild…
  15. Know Thy Investing Self
  16. The Cobra Effect
  17. Falling Fast and Rising Slow
  18. Should You Buy Stocks When There is Blood in the Streets?
  19. Cooperation in the Age of Anger
  20. Turn Off, Tune Out, Get Rich
  21. Against the Gods
  22. Wanna Get Rich? Think Fractally
  23. E Pluribus Unum, Among Many…One
  24. Free Yourself from Your Investments
  25. Bitcoin and the Power of Belief
  26. Strike While the Iron is Hot
  27. Having Water in the Desert
  28. The End is Everything
  29. Risk and Reward in a New Era
  30. The Unknown Unknowns of Investing
  31. Bad Investment Results? Your Birth Year May Be to Blame
  32. Following Your Passion is a Numbers Game
  33. The Early Bird Gets the Return
  34. Fantastic Lies and How to Find Them
  35. Just Keep Buying
  36. Saving is For the Poor, Investing is For the Rich
  37. The Eye of The Storm
  38. Your Greatest Asset is YOU
  39. If You Want to Play The Investment Game…Know These 4 Rules
  40. The Scars of the Great Recession
  41. The Fees Are Too Damn High
  42. Inequality and Justice For All
  43. 6 Months Are Responsible For All of the Gains in the U.S. Stock Market Since 2000
  44. The Poverty Myth
  45. Where to Invest When You’re Investing
  46. Don’t Follow Your Passion
  47. Why Manufacturing Jobs Aren’t Coming Back
  48. Retirement in America
  49. How Hedge Funds Get Rich (Hint: It’s Not Their Returns)