Writing

The following is a collection of most of what I've written on the internet since 2021. The first section is various individual essays. The second is a series of ~60 travel blogs from time abroad.

Essays

• What Comes Next? (February 9, 2026)
• Some thoughts on "Head of Narrative" (December 18, 2025)
• Performative Grind Culture and the "9-9-6" (September 2, 2025)
• What Are You Optimizing For? (August 22, 2025)
• My Recent Experience with "Vibe Coding" (July 24, 2025)
• 28% Loaded. (April 7, 2025)
• Russian Uber Drivers Are America's Leading Optimists (March 10, 2025)
• My First Evening in San Francisco (March 3, 2025)
• What happens when knowledge is commoditized? (February 27, 2025)
• Investing in Creators. (February 17, 2025)
• The Late-20-Something's Professional Dilemma (January 23, 2025)
• New Year, New Me, New Job, New City. (January 16, 2025)
• Factory Reset. (December 6, 2024)
• You Only Have to Get Rich Once. (November 21, 2024)
• Ask Good Questions (November 8, 2024)
• Status Games Rule Everything Around Me. (October 3, 2024)
• Investing in an Age of Distraction (September 27, 2024)
• On the False Romanticization of Small Town USA. (September 20, 2024)
• Tell Good Stories. (September 12, 2024)
• 8/26/2024 Market Thoughts (August 27, 2024)
• 8/22/24 Thoughts on Financial Markets (August 22, 2024)
• Analog Is Cool Again (August 15, 2024)
• The Overton Window Has Shifted (July 26, 2024)
• The Purpose of Things Isn't to Stop Doing Things. (July 11, 2024)
• The Benefits of Slowing Down. (June 20, 2024)
• AI is making the internet worse (May 29, 2024)
• Adios, Business School. (May 14, 2024)
• No Rules. (May 1, 2024)
• Be Your Own Marketing (April 17, 2024)
• "Is Business School Worth It?" (April 10, 2024)
• Rethinking Risk. (March 25, 2024)
• Media Isn't Dead, It's Evolving. (March 19, 2024)
• Why Don't We Do What We Want? (February 27, 2024)
• What Are We Assuming? (February 19, 2024)
• On Anonymity and the Right to Privacy (February 8, 2024)
• The Cost of Efficiency (January 17, 2024)
• Everything Wrong with New Year's Resolutions (January 3, 2024)
• Not Everything "Depends on Context." (December 6, 2023)
• Americans Aren't Poor, They're "Pre-Rich" (December 5, 2023)
• The Cost of Progress (November 10, 2023)
• Creating Your Own Career (November 1, 2023)
• The Creator Economy Isn't Dead (October 31, 2023)
• Why Are Young People Rich and Miserable? (October 25, 2023)
• Two Types of Money Problems (October 13, 2023)
• Magic Internet Money (October 5, 2023)
• Betting Against Regulators (September 25, 2023)
• Everything You Can't Predict. (September 20, 2023)
• Instacart's IPO and the Problem with "Series I's" (September 18, 2023)
• The Cyclicality of Everything (September 9, 2023)
• Margin of Safety (September 4, 2023)
• Timing Matters (August 27, 2023)
• What's a Reputation Worth? (August 27, 2023)
• Some Advice for a 22-Year-Old Just Getting Started (August 22, 2023)
• Halfway Through My Professionally-Acceptable Two-Year Experiment (August 12, 2023)
• What's Going On: Retail Traders Love Bankrupt Stocks (August 7, 2023)
• The Inefficient Market Hypothesis: How Hertz Became the First Meme Stock (August 1, 2023)
• Categories of 1 (July 26, 2023)
• Five Career-Related Things I've Changed My Mind On (July 17, 2023)
• Does Threads Pose an Existential Threat to Twitter? (July 10, 2023)
• The Money Cliff (June 30, 2023)
• In Defense of the Fed (June 21, 2023)
• Chasing the AI Goldrush (June 12, 2023)
• The Difference Between Self-Employment and "Normal" Jobs (June 6, 2023)
• You Don't Have to (and Probably Shouldn't) Make Your Passion Your Profession (May 23, 2023)
• You Can Be Successful Without Being Insufferable (May 8, 2023)
• The Case for Living Life Backwards (May 7, 2023)
• The Most Important Asset That You Never Think About (April 30, 2023)
• The Offers You Shouldn't Accept. (April 24, 2023)
• We Should Really Be Having More Kids (April 23, 2023)
• The Upside to Delayed Success (April 13, 2023)
• That Whole "Your Network Is Your Net Worth" Cliche (April 12, 2023)
• Dopamine Overload (April 12, 2023)
• Did Judas Iscariot Make the Worst Deal in History? (April 5, 2023)
• The Metaverse Was a Pandemic Pipe Dream. (March 29, 2023)
• How to Create Your Own Luck (March 27, 2023)
• 26% Loaded (March 27, 2023)
• Fighting Entropy (March 22, 2023)
• Everything You Didn't Think Of. (March 14, 2023)
• Infinite Games (March 2, 2023)
• How Does This Whole "Writing Online" Thing Work? (February 27, 2023)
• Let Me Tell You a Story. (February 21, 2023)
• For the Love of God, Can We Stop Virtue Signaling? (February 17, 2023)
• What Does "Upper-Middle Class" Actually Mean? (February 8, 2023)
• Lifestyles of the Rich & Famous (February 8, 2023)
• One Trick Ponies (February 8, 2023)
• The Timeless Stuff. (February 5, 2023)
• It's Not Supposed to Be Easy. (January 31, 2023)
• When Diversification Dies (January 30, 2023)
• 11 Things That 0% Interest Rates Caused (January 26, 2023)
• Bear Markets and Identity Crises (January 20, 2023)
• If You're Reading This You've Already Won (January 6, 2023)
• Why New Year's Resolutions Fail (January 2, 2023)
• Why Investing Is Hard. (December 29, 2022)
• That's a Wrap, 2022 (December 29, 2022)
• The Hidden Cost of Artificial Intelligence (December 26, 2022)
• Defining "Enough" (December 9, 2022)
• Terminally Online (December 1, 2022)
• Weird Nerds and Seductive Stories (December 1, 2022)
• The Struggles of Being a Creator (November 26, 2022)
• Ineffective Altruism (November 12, 2022)
• The Golden Age of Grift (November 10, 2022)
• Location, Location, Location (November 3, 2022)
• Some More Unconventional Finance Advice (October 31, 2022)
• The Money Value of Time (October 29, 2022)
• I'm Pretty Sure I Broke Linkedin (October 25, 2022)
• In the Heat of the Moment (October 24, 2022)
• Will AI Replace Creative Work? (October 15, 2022)
• "So Why Are You in Business School?" (October 14, 2022)
• The Dichotomy of Work (October 12, 2022)
• Almost Didn't Happen (October 5, 2022)
• Are You Paying Attention? (September 23, 2022)
• A Memoir to Chamath and the SPAC Bubble (September 21, 2022)
• FOMO (September 18, 2022)
• Good Ignorance. (September 12, 2022)
• Same Cards, Different Games (September 9, 2022)
• Flavor of the Week (September 4, 2022)
• You Can't Cure Cancer with a Bandaid: The Student Debt Problem (August 29, 2022)
• On Meaningless Careers (August 23, 2022)
• Apple's Diabolical Plan to Control the Ads (August 17, 2022)
• Can't Take It with You (August 15, 2022)
• Six Types of Wealth (August 3, 2022)
• The Religion of Speculation (August 2, 2022)
• Moving to New York (August 2, 2022)
• $660M in a Day: The Big Oil Short (August 1, 2022)
• 1+1 = 3 (July 20, 2022)
• The Case for Traveling More (July 19, 2022)
• What Recession? (July 18, 2022)
• The Truth about Work-Life Balance (July 17, 2022)
• Good Luck. (July 11, 2022)
• Young Money Turns 1! (July 7, 2022)
• How I Write. (June 27, 2022)
• A Totally Serious List of Ideas to Solve the Debt Crisis (June 26, 2022)
• In Pursuit of Side Quests (June 26, 2022)
• A Politically Incorrect Blog Post. (June 25, 2022)
• Spotlight Effect (June 24, 2022)
• The Eye of the Storm (June 19, 2022)
• Not Financial Advice. (June 13, 2022)
• What Money Can't Buy. (June 7, 2022)
• What a Time to Be Alive (June 5, 2022)
• The World's Best Inflation Hedge (June 5, 2022)
• The Benefits of Boring (June 5, 2022)
• The Future of You (May 30, 2022)
• The Inefficient Market Hypothesis (May 27, 2022)
• Snap Back to Reality (May 21, 2022)
• What Are You Waiting For? (May 18, 2022)
• 10 Ideas That I've Been Thinking About. (May 17, 2022)
• How to Actually Learn a Foreign Language (May 14, 2022)
• Price Anchoring and Broken Stories (May 9, 2022)
• Argentina's Inflation Problem (May 5, 2022)
• Let's Spend Some Money (May 3, 2022)
• The Paradox of Choice (April 27, 2022)
• Fate Loves Irony (April 25, 2022)
• A New Definition of Alpha (April 19, 2022)
• Trickle-Down Euphoria (April 18, 2022)
• Putting Success on a Pedestal (April 18, 2022)
• Jack of All Trades, Master of Some (April 12, 2022)
• Madness of the Crowds (April 6, 2022)
• When the Clock Hits Zero (April 5, 2022)
• Sins of Extrapolation (April 4, 2022)
• The Economics of Writing Online (April 1, 2022)
• 25% Loaded (March 28, 2022)
• Germany's Russian Gas Problem (March 28, 2022)
• How I Lost $150K in a Day (March 22, 2022)
• The Privilege to Take Risks (March 21, 2022)
• March Madness & the Billion Dollar Nonprofit (March 16, 2022)
• Time Isn't Money (March 12, 2022)
• Risk (March 10, 2022)
• "F*ck You" Money (March 2, 2022)
• Precedented Times (February 27, 2022)
• Perverse Incentives (February 24, 2022)
• The Market Is Wrong, Bro (February 18, 2022)
• Being Right for the Wrong Reasons (February 18, 2022)
• Dopamine. (January 29, 2022)
• Don't Burn the Ships (January 28, 2022)
• When the ARKK Is Full (January 23, 2022)
• Volatile Times (January 23, 2022)
• Valuation Matters (January 21, 2022)
• The Opportunity Cost of Everything (January 19, 2022)
• Rest in Pieces, Legacy Media (January 18, 2022)
• Turbulent Times (January 18, 2022)
• Creating Value > Exerting Effort (January 12, 2022)
• Leverage for Your Life (January 11, 2022)
• Why Is Friendship a Casualty of Growing Up? (January 10, 2022)
• When "Community" Is Shaped Like a Pyramid (January 5, 2022)
• House Money (December 21, 2021)
• Life Pro Tip: Learn to Write (December 15, 2021)
• Rich in Experiences, Sufficient in Finances (December 13, 2021)
• A Bit about Me (December 9, 2021)
• Bias Towards Action (December 6, 2021)
• External Evidence > Internal Confidence (November 24, 2021)
• National Treasure 3: The Rug Pull (November 22, 2021)
• The Definition of Insanity (November 16, 2021)
• We the Peopl3 (November 13, 2021)
• Inflation Up, Your Savings Down (November 11, 2021)
• Power to the Players (November 8, 2021)
• Play Dumb, Get Rich (October 29, 2021)
• How Memes Move Markets (October 25, 2021)
• Indefinite Optimism (October 22, 2021)
• Everything Is Sales (October 4, 2021)
• All You Need Is a Good Story (September 27, 2021)
• FIRE Festival (September 23, 2021)
• Remote Work Life Hack (September 21, 2021)
• Carpe DM (September 13, 2021)
• Health is Wealth (September 9, 2021)
• Wealth Isn't Zero Sum (August 31, 2021)
• So You Wanna Trade Stocks (August 27, 2021)
• Not Fungible (August 25, 2021)
• Picking the Right Game > Being the Best Player (August 16, 2021)
• Where Do I Start? (August 12, 2021)
• Slowly, Then All at Once (August 9, 2021)
• Frameworks & Opportunities > Goals (August 5, 2021)
• Stocks Only Go Up (August 2, 2021)
• Just Do It (July 29, 2021)
• Homeownership: American Dream or Financial Nightmare? (July 26, 2021)
• It's Okay to Spend Money (July 22, 2021)
• Bitcoin or Bitcon? (July 20, 2021)

Travel Blogs

• Pre-Travel Check (August 24, 2021)
• Chapter 1: Viva La Barcelona (August 29, 2021)
• Chapter 2: Adios Barca, Hola Prague (September 2, 2021)
• Chapter 3: Slavic City (September 5, 2021)
• Chapter 4: Budapest (September 8, 2021)
• Chapter 5: Some Thoughts After Two Weeks Abroad (September 11, 2021)
• Chapter 6: Adios Budapest, Hello Krakow (September 12, 2021)
• Chapter 7A: Hell on Earth (September 13, 2021)
• Chapter 7B: Hell on Earth (September 14, 2021)
• Chapter 8: What's Krackin' Krakow? (September 15, 2021)
• Chapter 9: Lehgo Lagos (September 21, 2021)
• Chapter 9.5: Travel Tips for the Folks Back Home (September 24, 2021)
• Chapter 10: A Good Week in Southern Spain (September 25, 2021)
• Chapter 11: A Few Good Stories & The City of Lights (September 27, 2021)
• Chapter 12: Slight Pivot, Welcome to Switzerland (October 3, 2021)
• Chapter 13: An Italian Heist and a Floating City (October 6, 2021)
• Chapter 14: World's Best Road Trip (October 9, 2021)
• Chapter 15: Cliff Jumping in Croatia (October 12, 2021)
• Chapter 15.5: 50 Days in, Now What? (October 14, 2021)
• Chapter 16: From Budapest to Florence 🤌🏼 (October 17, 2021)
• Chapter 17: Jack's Romana (October 22, 2021)
• Chapter 18: Fish and Chips (October 27, 2021)
• Chapter 19: EdinBRUH, Halloween (Pt. 1), and a New Job (October 30, 2021)
• Chapter 20: Tallest Man in Europe (November 3, 2021)
• Chapter 21: Edinburgh Is so Class (November 9, 2021)
• Chapter 21.5: 77 Thoughts for 77 Days (November 10, 2021)
• Chapter 22: Bike Capital of the World (November 15, 2021)
• Chapter 23: Scandinavious (November 19, 2021)
• Chapter 24: King of the North (November 25, 2021)
• Chapter 25: Berlin (November 29, 2021)
• Chapter 26: My Laptop Broke lol (December 6, 2021)
• Chapter 27: Feliz Navidad in Sevilla (December 11, 2021)
• Chapter 28: A Proper Good Week in England (December 18, 2021)
• Chapter 29: Reflection. (December 21, 2021)
• Chapter 30: We're So Back (February 1, 2022)
• Chapter 31: Viva Argentina (February 9, 2022)
• Chapter 32: Super Bowl Down South (February 18, 2022)
• Chapter 33: Mar Del Plata (March 4, 2022)
• Chapter 34: Patagonia (Not the Jacket) (March 12, 2022)
• Chapter 34.5: Let's Run It Back (May 12, 2022)
• Chapter 35: When in Rome (May 25, 2022)
• Chapter 36: Venice & Sicily (May 29, 2022)
• Chapter 37: Back to Barcelona (June 2, 2022)
• Chapter 38: Me Gusta Madrid (June 5, 2022)
• Chapter 39: Sevilla Was Hotter Than the Surface of the Sun (June 8, 2022)
• Chapter 40: Weekend in Barca (June 12, 2022)
• Chapter 41: Island Bois (June 19, 2022)
• Chapter 42: Madrid (v2) and Porto (June 29, 2022)
• Chapter 43: Amsterdam with Friends! (July 6, 2022)
• Chapter 44: Moving to New York (August 2, 2022)
• Chapter 45: Dominican Republic (November 10, 2022)
• Chapter 46: Medellin (December 4, 2022)
• Chapter 47: Live, Laugh, London ❤️ (January 3, 2023)
• Chapter 48: Family-Friendly Fun in Edinburgh (January 8, 2023)
• Chapter 49: The Squad Goes to Chamonix (January 16, 2023)
• Chapter 50: The Boys Go to Japan (March 14, 2023)
• Chapter 51: Sumo, Sake, and Some Naked Dudes in a Pool. (March 20, 2023)
• Chapter 52: BOYS TRIP TO GUATE (May 13, 2023)
• Chapter 53: Colombia with Columbia, Part 1 (May 17, 2023)
• Chapter 54: Colombia with Columbia, Part 2 (May 21, 2023)
• Chapter 55: Summer in Spain (August 23, 2023)
• Chapter 56: RV Trip Out West (October 24, 2023)
• Chapter 57: A Week in Tel Aviv (August 15, 2025)
• Chapter 58: From India, with Love. (December 26, 2025)