Kyle Harrison

Essays

Recent writing from Investing 101 and beyond.

One Rule: Never Miss a Week
584,382 words across 236 weekly essays since 2022.
2026YTD
79,550
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29 weeks posted
2025
117,775
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52 weeks posted
2024
130,778
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52 weeks posted
2023
137,625
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52 weeks posted
2022
118,654
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51 weeks posted
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Capital Allocation Is Dead
The Analyst Is Dead. Long Live the Allocator.
July 18, 2026 · 4,280 words · 19 min read
Rat's Nest Problems
Bet You Can't Pull Just One Thread
July 11, 2026 · 3,511 words · 16 min read
An American Redemption
My Annual Love Letter To America
July 4, 2026 · 5,187 words · 23 min read
The Bifurcation of Capital is Inevitable
What Berkshire Hathaway Teaches Us About the Future of Venture
June 27, 2026 · 2,302 words · 10 min read
Every Moat Becomes Moot
Thin Margins & The Shelf-Life of Defensibility
June 20, 2026 · 1,970 words · 9 min read
The Magic of World Building
Creating Something Out of Nothing
June 13, 2026 · 3,550 words · 16 min read
Venture Capital's Fourth Turning
Benchmark Breaking Ranks, Anti-Tech Sentiment Come Home To Roost, and No Moral Leadership In Sight
June 6, 2026 · 3,599 words · 16 min read
Family Towns
The Tallest Trees Are Built From The Strongest Roots
May 30, 2026 · 756 words · 3 min read
The Internet Wants Me Dead
The Artificial Meritocracy of Excel vs. The Natural Meritocracy of Violence
May 23, 2026 · 3,948 words · 18 min read
Read Old Books
"Never read any book that is not a year old." (Ralph Waldo Emerson)
May 16, 2026 · 1,308 words · 6 min read
What Do You Have To Believe?
Building a Mental Model of Risk and Reward
May 9, 2026 · 2,058 words · 9 min read
The Anduril Thesis
I wrote a book!
May 2, 2026 · 3,292 words · 15 min read
Revisiting The Outcome Distortion Complex
In other words? “The ends rewrite the means.”
April 25, 2026 · 1,901 words · 8 min read
Anxiously Engaged in a Good Cause
Latter-Day Saint ethos in American industry and technology.
April 18, 2026 · 2,582 words · 11 min read
Know Thyself
Let Your "Why" Be Your Guide
April 11, 2026 · 1,865 words · 8 min read
The $1B Rorschach Test
Move Fast and Break Laws
April 4, 2026 · 2,423 words · 11 min read
The Techno-Solutionist Commitment
Casting Off Doe-Eyed Optimism and Dangerous Doomerism Alike
March 28, 2026 · 2,744 words · 12 min read
The Great Circle of Life
First, consumer. Then, software. Now? AI?
March 21, 2026 · 1,253 words · 6 min read
Venture Capital Doesn't Exist
What we call 'venture capital' is actually four different things — seed investing, venture classic, supercharged growth, and private small caps. Continuing to pretend otherwise does a disservice to everyone involved.
March 14, 2026 · 2,144 words · 10 min read
Hijacking The Huckster's Hypebook
Dissecting 300 years of fundraising fraud to reverse-engineer a playbook for founders building real things — from Gregor MacGregor's invented country to WeWork's Community Adjusted EBITDA.
March 7, 2026 · 5,146 words · 23 min read
Dr. Tokens or: How I Learned to Stop Worrying and Love the AI Bubble
The Glorious History of Productive Delusion, The Physics of a Bubble (A Scientific Framework), Genuine Benefits of Mass Technological Psychosis, and Why Everything Will Go According To Plan
February 28, 2026 · 6,676 words · 30 min read
Legible To Yourself
A Soulful Parody of Will Manidis' 'Legible to capital'
February 22, 2026 · 864 words · 4 min read
The Self-Own of Doubt
"What is doubt but letting a traitor in the back door of your soul?"
February 14, 2026 · 1,525 words · 7 min read
The Incompetent Confidence Complex
An Epidemic of Unchecked Incompetence
February 7, 2026 · 2,003 words · 9 min read
Revisiting Clarity of Thought
The Great Founder Sifter
January 31, 2026 · 2,680 words · 12 min read
Saying The Quiet Part Out Loud
"When someone tells you who they are, believe them."
January 24, 2026 · 2,226 words · 10 min read
We Need a Renaissance of Rhetoric
Our arguments suck. Nothing is convincing for any of the right reasons.
January 18, 2026 · 4,252 words · 19 min read
Becoming a Cult Leader
Make Me Believe You
January 10, 2026 · 1,060 words · 5 min read
Investing 101
Revolution Through Evolution
January 3, 2026 · 2,445 words · 11 min read
Having a Conversation With Myself: 2025
Revisiting My Own Ideas
December 27, 2025 · 10,151 words · 45 min read
2025 in Books
Reshaping Capitalism, Epic World-Building, Collective Self vs. Self-Acceptance, & Mormon Apologetics
December 20, 2025 · 2,242 words · 10 min read
"You Sit on a Throne of Lies"
The Fibs That Fashion Our Families & Faculties
December 13, 2025 · 3,334 words · 15 min read
Complaining Is The Mind Killer
If You're Going To Rewire Your Brain, Rewire It For The Better
December 6, 2025 · 1,435 words · 6 min read
Tell Better Stories
A Season of Storytelling
November 29, 2025 · 1,357 words · 6 min read
Do Nothing & Do Everything
"Doing nothing is often the most important something."
November 22, 2025 · 1,442 words · 6 min read
“Build What’s Fundable”
YC’s Formula For Startup Manufacturing
November 16, 2025 · 5,050 words · 22 min read
Founder Ideology
The Missionary, The Mercenary, and The Minstrel
November 8, 2025 · 2,513 words · 11 min read
Everything I Own
Our Version of “The Things They Carried”
November 2, 2025 · 327 words · 1 min read
My Style of Panic Writing
Just as Reflective as Reactive
October 25, 2025 · 566 words · 3 min read
Momentum != Moat
Poisoning The Well
October 18, 2025 · 1,852 words · 8 min read
Why Bother?
"When everyone is super, no one will be."
October 11, 2025 · 2,130 words · 9 min read
A Latticework of Knowledge
Weaving Together Your Understanding of the Universe
October 4, 2025 · 2,564 words · 11 min read
In Defense of Disney
Imagineering: A Prototype For Imagination
September 28, 2025 · 3,175 words · 14 min read
Conviction Capitalists
The Clash of Conviction vs. Consensus
September 20, 2025 · 2,607 words · 12 min read
The Ethos of Nuance
“When people stop talking that’s when you get violence.” (Charlie Kirk)
September 13, 2025 · 3,853 words · 17 min read
Wearing Fiduciary Hats
A Schizophrenic Obligation
September 6, 2025 · 1,015 words · 5 min read
What Is An Extraordinary Man?
The Moral Imperative To Grind, The Social Safety Net, & The Mournful Middle Class
August 30, 2025 · 8,252 words · 37 min read
I Wish I Knew How To Quit Roam Research
Dreaming Of The Global Knowledge Graph
August 23, 2025 · 1,237 words · 5 min read
Have Kids. Or Don't. But Have Kids.
Making The Case For Hope Maximalism
August 16, 2025 · 2,465 words · 11 min read
Chips For America
Building An American TSMC
August 9, 2025 · 190 words · 1 min read
The Cogsec Chronicles
Combating The Hypnotized Consent of The Majority
August 2, 2025 · 7,314 words · 33 min read
Be Still
"And Know That I Am God."
July 26, 2025 · 447 words · 2 min read
Seek Sunlight
Here We Are Again At The Twilight
July 19, 2025 · 900 words · 4 min read
The Holding Companies of Our Hearts
Capital Allocation That a VC Could Never
July 12, 2025 · 2,392 words · 11 min read
An American Optimism
An Ongoing Love Affair With The US of A
July 5, 2025 · 1,083 words · 5 min read
VCs Beyond The Meme
The First Principles of Being Useful, Circling Back, and Backing Outliers
June 28, 2025 · 3,215 words · 14 min read
A Fungible Worldview
Why Cluely Is The Dark Spirit of Venture Capital, Whether You Like It Or Not
June 21, 2025 · 2,811 words · 12 min read
The Burden of Proof
A Return To Critical Thinking
June 14, 2025 · 2,279 words · 10 min read
Regret Maximization Sickness
Too busy languishing in regret to make room for hope
June 7, 2025 · 1,321 words · 6 min read
Clarity of Thought
The Great Founder Sifter
May 31, 2025 · 2,550 words · 11 min read
Conviction-Led Contrarianism
Unpacking The Layers of Dependencies That Delay Deviance
May 24, 2025 · 5,641 words · 25 min read
Automating Clinical Trials (with Josh Pacini @ Valinor)
"Biology is not an indecipherable black box; it’s living code that we can model and understand."
May 14, 2025 · 1,466 words · 7 min read
Pondering The Grass
Reframing & Reflecting
May 10, 2025 · 341 words · 2 min read
The Volume of Your Inaccuracy
The Currency of the Attention Economy Is Loudness
May 3, 2025 · 865 words · 4 min read
The State of Startup Media
A Newfound Republic of Letters
April 27, 2025 · 4,785 words · 21 min read
Building Informational Leverage (with Evan Armstrong)
Exploring Not Just WHAT Happened, But WHY
April 26, 2025 · 329 words · 1 min read
The Horse, The Jockey, or The Whole Race?
How VCs Are Picking Their Bets
April 19, 2025 · 927 words · 4 min read
Speculative Obsession (with Michael Dempsey)
Venture as a Thesis Delivery Mechanism
April 12, 2025 · 357 words · 2 min read
Don't Die With Your Music Still in You
"Literal life force transmuted into shareholder value." (Augustus Doricko)
April 5, 2025 · 861 words · 4 min read
A Return To Artisanal Venture (with Rex Woodbury)
Building a Venture Firm With Authenticity
March 29, 2025 · 339 words · 2 min read
Beliefs, Blockbusters, and Boyhood
A Smorgasbord of Reactions
March 22, 2025 · 2,675 words · 12 min read
Creativity as Connectivity
Stepping Back Again To Reflect
March 15, 2025 · 775 words · 3 min read
Revisiting Competitive Moats
Defensibility Is For Dummies
March 8, 2025 · 2,766 words · 12 min read
The 7 Deadly Sins of Venture Capital (with Dan Gray)
Mapping The Systemic Flaws in the Venture Ecosystem
March 1, 2025 · 929 words · 4 min read
Barking in Public
"We're Just People, Man"
February 22, 2025 · 1,582 words · 7 min read
Building Mighty Small Businesses
Pushing Back Against The Loudest Models in Venture Capital
February 15, 2025 · 2,312 words · 10 min read
When History Rhymes (with Beezer Clarkson)
The Wisdom of Cycles & The Importance of Thinking For Yourself
February 8, 2025 · 696 words · 3 min read
The Four Pillars of Venture Investing
Trade-Offs In Everything You Do
February 1, 2025 · 3,242 words · 14 min read
The Loudest Models (with Trace Cohen)
How The Venture Ecosystem Gets Pulled Towards The Loudest Actors
January 25, 2025 · 736 words · 3 min read
Venture Capital Unbundled
A Revolution Years In The Making
January 18, 2025 · 2,275 words · 10 min read
The Inevitability of Advertising
Perplexity's journey, plus an update on the evolution of Investing 101
January 11, 2025 · 1,073 words · 5 min read
The Future of Investing 101
Pondering The Future Form of My Writing Function
January 4, 2025 · 734 words · 3 min read
Having a Conversation With Yourself: 2024
Revisiting Your Own Ideas
December 28, 2024 · 11,384 words · 51 min read
2024 in Books
Defense Deep Dives, Intellectual Faith, and More
December 21, 2024 · 2,378 words · 11 min read
The Superhero Theory of Defense
“Our very strength invites challenge.”
December 14, 2024 · 3,481 words · 15 min read
What Wicked Taught Me About B2B Sales
An Ode To Revisionist History
December 7, 2024 · 2,696 words · 12 min read
Who Is My Neighbor?
A Brief Repose From Investing To Reflect On Service
December 1, 2024 · 1,658 words · 7 min read
The Levers of Innovation
A Shortage of Founders, Funding, Foundations, or Guts?
November 23, 2024 · 3,254 words · 14 min read
The Unholy Trinity of Venture Capital
Allocators, Agglomerators, and Absorbers
November 16, 2024 · 3,179 words · 14 min read
Embrace The Nuance
A Struggle At The Extremes
November 9, 2024 · 3,399 words · 15 min read
Performative Failure
Fetishization of Performative Failure Creates a Phobia of Actual Failure
November 3, 2024 · 1,629 words · 7 min read
Different Strokes For Different Folks
Sizing Up Each Fund's Strategy
October 26, 2024 · 1,041 words · 5 min read
My Cup Runneth Over
Indexing Your Beliefs Before They Get Drowned Out
October 19, 2024 · 1,771 words · 8 min read
Even More a Father
On Stewardship
October 12, 2024 · 847 words · 4 min read
Back To The Future
Palmer Luckey's Perspective on Historical Futurism
October 5, 2024 · 1,413 words · 6 min read
Loudest or Proudest
Balancing Big Promises and Big Payoffs
September 28, 2024 · 1,266 words · 6 min read
The Apprenticeship Litmus Test
Good Business vs. Business As Usual
September 21, 2024 · 2,158 words · 10 min read
Decades
The Unit of Underestimation
September 14, 2024 · 3,131 words · 14 min read
Unions, Unions Everywhere
And... Not a Good Idea?
September 8, 2024 · 5,029 words · 22 min read
Against Your Own Self-Interest
The Art of Convincing Me I’m Not Getting Played
August 31, 2024 · 1,882 words · 8 min read
Mo' Money, Mo' Problems
The Math Behind Venture Fund AUM
August 24, 2024 · 3,219 words · 14 min read
Science Fiction's Dueling Fates
Painting Two Dramatically Different Worlds in Our Collective Imaginations
August 17, 2024 · 3,006 words · 13 min read
The Hits Business
"Singles and doubles win games, but home runs win hearts."
August 10, 2024 · 4,678 words · 21 min read
Little Sister Syndrome
Career-Building Blindness in Venture
August 3, 2024 · 1,570 words · 7 min read
The Siren Song of Raising a Venture Fund
"Half the budget is a waste; we just don't know which half."
July 27, 2024 · 1,705 words · 8 min read
Cultivating Cults
Storytelling, Chief Evangelists, and World Building on Vibes
July 20, 2024 · 9,398 words · 42 min read
Guide Your Gaze
"If you don't keep your feet, there's no knowing where you might be swept off to.”
July 13, 2024 · 715 words · 3 min read
America
An Investment Memo
July 6, 2024 · 1,558 words · 7 min read
The Groucho Marx Mandate
Venture Capitalist’s Self-Loathing Mentality
June 29, 2024 · 561 words · 2 min read
From Digital Sandbox To Digital Garden
"Once you start writing, you see things to write about everywhere."
June 22, 2024 · 1,320 words · 6 min read
Regret Porn
"You can either run from it, or... learn from it!"
June 15, 2024 · 2,650 words · 12 min read
The Hardening Of The Great Softening
Miles To Go Before We Sleep
June 9, 2024 · 5,441 words · 24 min read
The Sine Waves of Creativity
Constantia Prima
June 1, 2024 · 498 words · 2 min read
The Tail That Wags The Dog
Why Are Mommy & Daddy Fighting About AI?
May 25, 2024 · 3,243 words · 14 min read
Foundations & Frontiers
Defining What It Means To Be a Research-Driven Venture Firm
May 18, 2024 · 497 words · 2 min read
The Value Cycle
Imagination, Creation, Capture, Conversion
May 11, 2024 · 2,540 words · 11 min read
Renegade Spotlight: Renegade Partners
"Turning Startups Into Companies"
May 4, 2024 · 1,987 words · 9 min read
Life Imitates Art
Science Fiction as a Product Roadmap
April 27, 2024 · 1,391 words · 6 min read
Oh Say, What is Truth?
The Need For A Renaissance of Truth Seekers
April 20, 2024 · 2,744 words · 12 min read
Hype Deflation & Inflation
The Endless Ebb And Flow
April 13, 2024 · 1,765 words · 8 min read
The Glass-Half War: Empty or Full?
April Fool's, The Optimist's Christmas + Learning Is Good, Actually
April 6, 2024 · 1,829 words · 8 min read
Taking a Breath
Of Things That Matter Most
March 30, 2024 · 325 words · 1 min read
Driving Your Own Train
Two kinds of people in the world: Those who drive, and those who ride
March 23, 2024 · 428 words · 2 min read
Revisiting The Professionalization of Startups
Process, People, and Playbooks
March 16, 2024 · 2,379 words · 11 min read
Intellectual Seat Belts
Finding The Courage To Be Wrong
March 9, 2024 · 1,178 words · 5 min read
The Age of Incumbents
Distribution + Data Become Concentration Functions
March 2, 2024 · 2,613 words · 12 min read
Deep Tech For Deep Minds? Or Deep Pockets?
Thinking Through The History & Evolution of Hard Investing
February 24, 2024 · 1,842 words · 8 min read
The Trough of Feedback
The Insecurities of VCs Who Desperately Want To Be Liked
February 17, 2024 · 1,982 words · 9 min read
The Non-Zero-Sum Game of Ambition
The Rarest of Commodities, But The Furthest Reaching Impact
February 10, 2024 · 2,064 words · 9 min read
Panic Writing
The Art of Not Slowing Down
February 3, 2024 · 574 words · 3 min read
Books 2.0
Reinventing Your Information Input Systems
January 27, 2024 · 5,168 words · 23 min read
Crafting Your Average
You Are What You Think About
January 20, 2024 · 2,337 words · 10 min read
The Puritans of Venture Capital
Cottage Keepers vs. Capital Agglomerators
January 13, 2024 · 5,047 words · 22 min read
Long Enough To Matter
The Sound of Silence
January 6, 2024 · 930 words · 4 min read
Having a Conversation With Yourself: 2023
Revisiting Your Own Ideas
December 30, 2023 · 20,363 words · 91 min read
2023 In Books
Fiction, Playbooks, and a Call For Improvement
December 23, 2023 · 974 words · 4 min read
It's Time To Build... But Build What?
From A Four Year Old Essay To A New Theology
December 16, 2023 · 4,774 words · 21 min read
Revisiting The Death of a Venture Fund
A Surprising Spike In Venture Fund Mortality
December 9, 2023 · 1,757 words · 8 min read
Sharing The Indie Era of Startups
Featuring Bryce Roberts
December 2, 2023 · 392 words · 2 min read
Revisiting The Age of Acquisition
Consolidation Is Upon Us
November 25, 2023 · 3,580 words · 16 min read
The Leaders of Movements
Reflecting On The Most Interesting Timeline
November 18, 2023 · 878 words · 4 min read
The Bubble Brains of Silicon Valley
Becoming Unprogrammable
November 11, 2023 · 2,261 words · 10 min read
Surviving The Death of Venture Capital
"Don't Euthanize Me"
November 4, 2023 · 2,862 words · 13 min read
Oops, I Did It Again
Plus, an excerpt on Midjourney
October 28, 2023 · 859 words · 4 min read
You Don’t Want My Value Add
When "Let Me Know How I Can Be Helpful" Fails
October 21, 2023 · 1,972 words · 9 min read
The Inescapable Debate of Human Nature
You Best Start Believing That Psychology Matters. Its All That Matters
October 14, 2023 · 2,469 words · 11 min read
The Pace of FOMO Cycles
Sharing a recent podcast appearance
October 8, 2023 · 217 words · 1 min read
The Value Chain of Capital
And The VC "Back-Scratch" Circle
September 30, 2023 · 3,444 words · 15 min read
Becoming An Allocator
Defining Your Personal Bar
September 23, 2023 · 414 words · 2 min read
On Writing
A 30,000 Foot View
September 16, 2023 · 1,012 words · 4 min read
The Rising Generation
Whatever You Are, Be A Good One
September 9, 2023 · 3,450 words · 15 min read
Playing Different (Stupider) Games
The Other End Of The Valuation Stick
September 2, 2023 · 3,019 words · 13 min read
Teamshares, Hold Co's, & Corporate Cities
A Model For Building Communities / Juntos / Cities / Holding Companies
August 26, 2023 · 2,267 words · 10 min read
Back To The Grass
Getting Off The Grid
August 19, 2023 · 646 words · 3 min read
Institutionalized Belief In The Greater Fool
Or Why Hopin Is Everything Wrong With Venture Capital
August 12, 2023 · 2,472 words · 11 min read
King-Making vs. Taste-Making
Capital Can Only Control So Much
August 5, 2023 · 1,409 words · 6 min read
Historical Futurism (Essay)
Using Science Fiction to Invent the Future
July 29, 2023 · 4,699 words · 21 min read
The Wrath of Reading & Writing
"Where is the wisdom we have lost in knowledge? Where is the knowledge we have lost in information?" (T.S. Eliot)
July 22, 2023 · 1,466 words · 7 min read
The Openness of AI
A Deep Dive From Contrary Research
July 15, 2023 · 3,076 words · 14 min read
Revisiting A Tale of Two Markets
An Idea I Return To Again And Again
July 8, 2023 · 2,109 words · 9 min read
The Existential Dread of Cognitive Dissonance
“So much of our lives is meaningless, a self-canceling vacillation and futility."
July 1, 2023 · 1,300 words · 6 min read
The Scramble Landscape
Acquisitions, Shutdowns, and Layoffs Oh My
June 24, 2023 · 1,098 words · 5 min read
The Axis of Building
Speed vs. Cost
June 17, 2023 · 1,861 words · 8 min read
The Coward's Conviction
Why It's Easier To Say No Than It Is To Ask "Why?"
June 10, 2023 · 3,590 words · 16 min read
VC Contagion
Is Venture Capital Killing Itself?
June 3, 2023 · 3,454 words · 15 min read
The Gospel of ARK Invest
Why Do People Hate Cathie Wood So Much?
May 27, 2023 · 3,201 words · 14 min read
On Hype And Hot Air
Introducing Retrospection Into The Hype Cycle
May 20, 2023 · 2,400 words · 11 min read
Chasing The Rush of Creation
A Conversation With Alexa Kayman
May 13, 2023 · 1,316 words · 6 min read
Blaspheming Against The Hype
Trickle Down Hype-onomics
May 6, 2023 · 2,987 words · 13 min read
Eat What You Kill
The Meritocracy of Venture Capital
April 29, 2023 · 3,065 words · 14 min read
Let Me Know How I Can Be Helpful
The Memeification of Venture Capital
April 22, 2023 · 2,158 words · 10 min read
Building an Actual Unicorn
$1B Valuation < $1B ARR < $1B Cash Flow
April 15, 2023 · 2,415 words · 11 min read
Relationship Liquidity
Haaave you met so-and-so?
April 6, 2023 · 2,938 words · 13 min read
The Renaissance of Rise and Grind
Working Hard, Or Hardly Working?
April 1, 2023 · 5,681 words · 25 min read
Where Have All The Good Ones Gone?
In Defense of Good Tech Companies
March 24, 2023 · 3,350 words · 15 min read
The Meme Economy
The Evolution of Interest
March 18, 2023 · 3,118 words · 14 min read
Building Customer Love
A Contrary Research Event
March 11, 2023 · 650 words · 3 min read
Competitive Moats
Defensibility Is For Dummies
March 4, 2023 · 3,040 words · 14 min read
Contrary Research
The Best Starting Point To Understand Any Private Tech Company
March 1, 2023 · 307 words · 1 min read
What Is An Investor?
Framing a Frame of Mind
February 25, 2023 · 3,842 words · 17 min read
Touch Some Grass
The What Is Never As Important As The Why
February 18, 2023 · 547 words · 2 min read
Dreaming Of Dry Powder
The Collective Hallucination of Oncoming Capital
February 11, 2023 · 1,690 words · 8 min read
Updating The Hype Cycle
Reflecting on The AI Moment
February 3, 2023 · 2,379 words · 11 min read
Controlling Your Own Destiny
Dependencies & Failure Points
January 28, 2023 · 1,535 words · 7 min read
Thinning The Herd
The Culling of The Unicorns
January 20, 2023 · 1,675 words · 7 min read
Risk Management In The Age Of YOLO
Betting The Mouse To Save The House
January 12, 2023 · 3,014 words · 13 min read
The Art and Science of Investing
Reinventing The Practice In The Process Of Learning It
January 7, 2023 · 2,173 words · 10 min read
Having a Conversation With Yourself: 2022
Revisiting Your Own Ideas
December 29, 2022 · 6,846 words · 30 min read
2022 in Books
Storytelling, Leadership, Predicting The Future, and Faithfully Asking Questions
December 22, 2022 · 1,193 words · 5 min read
The Blackstone of Innovation
Venture Capital Is The Name, AUM Collection Is The Game
December 17, 2022 · 2,969 words · 13 min read
What's In a Post-Mortem?
Learn To Keep From Dying
December 10, 2022 · 2,368 words · 11 min read
I Choose Optimism
And All The Responsibility That Goes With It
December 3, 2022 · 1,928 words · 9 min read
The Age of Acquisition
Consolidation Is Coming In 2023
November 22, 2022 · 2,607 words · 12 min read
The Diligence That's Due
Why We Never Ask The Right Questions
November 19, 2022 · 2,590 words · 12 min read
Stewards of Capital
To Burn? Or Not To Burn?
November 10, 2022 · 2,354 words · 10 min read
Markets, Markets, and Markets
Total Addressable Mirage? Or Miracle?
November 3, 2022 · 2,494 words · 11 min read
The Hype Cycles of Venture Capital
Fool Me Once? Shame On Me. Fool Me Twice? I'll Lead Your Round
October 27, 2022 · 2,090 words · 9 min read
You Know Who You Should Talk To?
The Art of the Outreach
October 21, 2022 · 1,374 words · 6 min read
Learning To Dream
Dreaming The Dream Takes Practice
October 16, 2022 · 1,859 words · 8 min read
Learnable Empathy
The Human Element of Investing
October 6, 2022 · 1,697 words · 8 min read
The Mysteries of an Economic Engine
Is The Juice Worth The Squeeze?
September 29, 2022 · 2,825 words · 13 min read
The Reality of Unrealistic Outliers
My Figma Surprise
September 22, 2022 · 2,191 words · 10 min read
Open-Source Knowledge
Announcing Contrary Research
September 16, 2022 · 2,472 words · 11 min read
Of Things That Matter Most
An Allocator of Time
September 8, 2022 · 397 words · 2 min read
Being Honest About Intellectual Honesty
The Hard Truth About Soft Truths
September 1, 2022 · 1,266 words · 6 min read
Toil We Must
But for what purpose?
August 25, 2022 · 3,465 words · 15 min read
The Rise of The Cash Man
A Case Study On The Venture Process
August 18, 2022 · 4,022 words · 18 min read
Grabbing the Bear by the Horns
Does "Everyone Is An Investor" Still Hold in a Recession?
August 11, 2022 · 2,986 words · 13 min read
The Tales of Usefulness Have Been Greatly Exaggerated
An Exploration of "How Can I Be Helpful?"
August 4, 2022 · 2,359 words · 10 min read
The Storytelling of Investing
"The universe is made of stories, not of atoms." (Muriel Rukeyser)
July 28, 2022 · 2,788 words · 12 min read
The Outcome Distortion Complex
In other words? “The ends rewrite the means.”
July 21, 2022 · 1,429 words · 6 min read
You're The Only Investment That Matters
July 14, 2022 · 602 words · 3 min read
Tailwinds: What's in a Thesis?
July 9, 2022 · 1,480 words · 7 min read
Compensation Conversations
Transparency in Talent Data
June 30, 2022 · 1,610 words · 7 min read
The Natural Selection of Time
June 23, 2022 · 1,373 words · 6 min read
Building a Product Engine
The Pursuit of "Venture Scale"
June 16, 2022 · 2,176 words · 10 min read
Renegade Spotlight: The General Partnership
June 10, 2022 · 1,953 words · 9 min read
Is Now a Bad Time To Be a VC?
June 2, 2022 · 1,970 words · 9 min read
The Death of a Venture Fund
May 27, 2022 · 2,517 words · 11 min read
All According To The [Terrible] Plan
May 19, 2022 · 1,383 words · 6 min read
Contrary: My Renegade of Choice
May 13, 2022 · 1,353 words · 6 min read
Fantasy Capital
Building a Better Venture Firm
May 7, 2022 · 2,493 words · 11 min read
Cash—Kingmaker or Killer?
A examination of when cash can anoint a market winner
April 28, 2022 · 3,265 words · 15 min read
Index Bets: From Products to People
April 26, 2022 · 2,758 words · 12 min read
Renegade Spotlight: Synthesis
April 21, 2022 · 1,278 words · 6 min read
The Talent Vortex: Mafias and Magnets
April 14, 2022 · 3,338 words · 15 min read
Renegade Spotlight: Paradigm
April 8, 2022 · 1,732 words · 8 min read
The Renegades of Venture Capital
March 31, 2022 · 3,153 words · 14 min read
Renegade Spotlight: Lowercarbon
March 24, 2022 · 2,444 words · 11 min read
Natural Selection Among Startups
March 16, 2022 · 2,865 words · 13 min read
Why Most VCs Suck At Talent
March 10, 2022 · 2,233 words · 10 min read
Renegade Spotlight: Homebrew
March 2, 2022 · 1,527 words · 7 min read
Kids 3.0
Frameworks for Reflection
February 22, 2022 · 1,770 words · 8 min read
The Professionalization of Startups
Process, People, and Playbooks
February 15, 2022 · 1,843 words · 8 min read
A Tale of Two Markets
In the late 80s, early 90s my Dad was in almost exactly the same phase of life as I am now. We're both in our 30s and about to have our 3rd kids. In just that generation the world has changed dramatic...
February 8, 2022 · 2,656 words · 12 min read
What's In a Valuation?
February 1, 2022 · 2,839 words · 13 min read
The Productization of Venture Capital
When Everyone is Special Nobody is
January 25, 2022 · 2,208 words · 10 min read
The Unbundling of Venture Capital
Power of the People
January 18, 2022 · 2,961 words · 13 min read
I Love The Taste of Pain in the Morning
A lot of you haven't lost a fortune and it shows
January 10, 2022 · 1,942 words · 9 min read
How can I be helpful vs. Is this helpful?
Investors hear tons and tons of pitches. They pass much more often than they fund a company so they have to think of a way to maintain a relationship without being able to invest.
January 1, 2022 · 363 words · 2 min read
Networked Conviction: Roam + Investing
Investing, in simplest terms, is taking one finite resource and trying to allocate it to maximize for an ideal outcome. Whether you're allocating money, time, energy, or attention. Everyone is an allocator of something.
March 16, 2021 · 4,732 words · 21 min read
Building the Global Knowledge Graph
This essay first appeared on the RoamBrain blog.
January 1, 2021 · 1,593 words · 7 min read
The Importance of Arguing With Yourself
This article is a result of the intellectual rigor of a Junto, inspired by Benjamin Franklin’s club for mutual improvement of the same name, between the author, Tim Riser, Minna Wang, Nikita Singaredd...
August 18, 2018 · 2,431 words · 11 min read
Employees Wanted, The Educated Need Not Apply
This article was written by Kyle Harrison, as a result of the intellectual rigor of a Junto, with Clark Brimhall, Erik Hansen, Megumi DeMond, and Christina Muhlestein
February 25, 2018 · 1,658 words · 7 min read
You Don’t See Many Mothers These Days
Appreciation is a funny thing. People say “the squeaky wheel gets the grease,” and that basically emphasizes that the things that call attention to themselves are the most successful in getting attent...
May 13, 2017 · 1,201 words · 5 min read
I’m the Dumbest Person in the Room. Again.
When I got to college, I knew just about nothing. I was going to major in film because I liked making stupid videos with my friends. I thought girls would like me for my “personality.” I took Beginnin...
May 2, 2017 · 722 words · 3 min read
Is The Lean Startup a Stupid Way to Start a Company?
This semester, I’ve had the opportunity to work as a co-instructor in an instructional psychology & technology class focused on EdTech startups. The class is broken up into three parts, (1) intro to c...
January 25, 2017 · 2,525 words · 11 min read
My Experience at Campus Founders Fund
In September 2014, I had just declared my major. Accounting. What did I want to do with that? Who knows, but it sure sounded stable. I was sitting in one of my business classes, desperately trying to ...
January 1, 2017 · 606 words · 3 min read
Education: Turning a Debt Market into an Equity Market
Here’s the thing. I don’t profess to be an economist (or a zoologist, but that’s for a different reason). I don’t know every issue that is wrong with education, but I think a conversation I had last w...
June 16, 2016 · 1,750 words · 8 min read
The American Dream: Stop Calling it Capitalism
I want to make sure I offer this disclaimer, the things talked about in the conference were off the record and I’m just sharing some interesting thoughts that I had without any specific details from t...
June 14, 2016 · 713 words · 3 min read