Money, and the life it’s actually for.
Two letters a week. No tips, no hype. The same thinking I’d share across the table, written before we ever talk. The fastest way to know whether the way I think fits the way you do. Looking for the longer pieces? Browse the articles.
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The Stock You Never Chose.
The morning after an all-stock deal closes, you own a company you didn’t research. One question tells you whether you’d have bought it.
The Day Your Company Gets Acquired.
Every piece of your equity gets handled differently, and the documents that decide aren’t the ones everyone’s reading.
The Most Famous Advice in Investing Comes From a Man Who Ignores It.
What looks like a contradiction is the whole lesson on diversification, and the version that fits your life.
Every House I Build Can Take a Hurricane. Can Your Money Plan Take a Bad Year?
Nobody calls the building code pessimistic, and what that means for the good years you're planning on.
That Money Advice Was Good. It Was Just Written for Somebody Else.
Why the same advice builds one person and costs another, and the three things it has to match.
I Was Taught All Debt Is Bad. Debt Bought My Homes and Built My Businesses.
Both are true, and two questions tell you which kind you're holding.
Rich Stops When You Stop. Wealth Doesn't.
Nobody explained the difference to me, and confusing them is expensive.
The Question You Didn't Think to Ask Is the One That Costs You.
Why I keep experienced people around my biggest decisions, and what they catch.
The Biggest Money Calls of Your Life Come With No Practice.
One shot each, and somehow the room is empty.
I'll Start When I Make More. Nobody Told Me What That Costs.
The plain version of compounding, and the part that never gets explained.
My Parents Had One Money Rule. It Got Me Through 2008.
I kept it word for word. I only changed what one word means.
Your Money Rules Were Written 30 Years Ago. Not by You.
What my house taught me about money, and what it left out.
You’re Not Touching That Money for Ten Years. Why Watch It Every Day?
What I build goes two years without a price. Turns out that’s an advantage.
Nothing Gets My Money Without Answering This.
One short question, asked before the analysis ever starts.
Cartoon Monkeys Sold for Six Figures. What a Racket.
Million-dollar cards, meme coins, and why I sit every frenzy out.
What Could Actually Force Me to Sell?
The check I run on my own money when nothing is wrong.
One Crash Wiped Me Out. The Next One Made Me a Buyer.
The difference was decided years before it hit.
Everyone Had a Say in My Money Except Me.
The filter I built after losing almost everything.
You’ve Never Priced the Life You Actually Want.
Until you do, every raise just moves the finish line.
You’ll Hit the Number and Still Feel Broke.
Making more will not fix it, and your own paycheck already proves it.
By the Time the Money Shows Up, the Work Is Done.
The unglamorous decisions almost nobody makes in time.
I Have Watched People Get Rich in a Single Morning.
The number is the easy part.
Two Kinds of Down
Not every fall is the same fall. Only one kind can actually end you.
When the market falls, I feel relief.
The thing that nearly wiped me out at twenty one is the thing I now wait for.
If one of these reads like your own situation, fifteen minutes gets you a straight answer.
Book a 15-minute checkup
You bought it again this morning.
The one question that shows you what you are actually holding.
The most expensive thing I was ever sure of.
I have changed into a completely different person more than once. It never once started with new information.
The most dangerous thing in money is not being wrong.
Dalio, Ackman, Soros. All dead wrong at least once. So was I.
None of it crossed my mind.
The hardest weeks of my life, and the question I have not been able to put down since.
The richest people I know live the simplest lives.
The freest of them needed the least to feel like themselves.
I know doctors and attorneys making seven figures who can’t afford to stop working.
Their income went up every year for 20 years. So did the cage.
I tried to figure out my whole life alone. It was the most expensive thing I ever did.
Love and the right counsel are two different things. I spent years confusing them.
I made a fortune at 21. Then I watched it disappear.
The story I should have told years ago, and the difference between being early and being wrong.
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