The story

A boy who never stopped trading. A man who never stopped building.

People ask how the portfolio got this wide. The honest answer is that there was never a plan to build a portfolio. There was a seven-year-old kid who liked making things people wanted, and the kid kept going.

Chapter one

Two countries, one body.

I was born in California to a Brazilian household. The math sounds simple. The work of living inside it never has been.

In one room I am a Brazilian son who knows when to kiss both cheeks, who eats rice with every meal, who calls the older woman next door tia, who can drop into the kind of Portuguese where ten minutes pass before anyone has gotten to the point. In the next room I am an American operator who sends the calendar invite, closes the conversation in seven minutes, treats time like a resource. Neither version is a performance. Neither is the whole truth by itself. The work has been learning to be both at the same time without losing either.

That work has costs people who grew up in one place do not always see. A name that takes two pronunciations. An accent that disappears or comes back depending on who is listening. A holiday calendar that runs on two clocks. The constant gentle suspicion that you do not quite belong in either room.. and the slow learning that the integration itself is the home.

There are gifts in this too. A second language is a second way of thinking. A second culture is a second template for what a good life looks like. An immigrant household teaches a kind of disciplined ambition that does not get tired in the same places other ambitions do. It is not abstract. It does not need to be motivated. It has been moving me since before I had words for it.

The pattern showed up early. The first negotiation table I sat at was a kitchen one. The first valuation conversation I ever had was about how much my chores were worth. The first product I sold was a Pokemon card. I was seven. By the time I noticed I had a calling, the calling was already underway.

Tiago with his parents in Venice, the Bridge of Sighs behind

Venice with my parents. The first table I ever negotiated at was theirs.

Family

An arc, not a line

loving awarenessBrasilwhere the line beginsThe country in meCaliforniathe first chapterWhere I was bornLas VegasnowWhere I built the rest

Three places shape me. The line between them was never the clean diagonal anyone draws.

The geography moves. The center does not. The work, underneath all of it, is staying present in the middle of the move.. learning to be home wherever the body happens to be standing.

Chapter two

The pattern was always the same.

  1. Second grade

    Pokemon cards. Trading at recess. The first time I noticed that some things were worth more to some people than others.

  2. Fourth grade

    Candy out of a backpack. Detention. Flunked history. Worth it.

  3. Middle school

    A garage popcorn stand and the first time I built a thing my friends actually showed up for.

  4. Around 14

    iPhones on Craigslist. The first business where I understood margin, not just price.

  5. Sixteen

    Apple. Where I learned what it looked like when a company loves its people on purpose.

  6. High school

    Drum major. The first time I led a group of people who didn't have to listen to me.

By the time I was twenty I had stopped being surprised that the pattern kept working. I had started being suspicious of how cheap it felt. The full origin essay is on graygroupintl.com →

Chapter three

And then it was 2 AM, three million in debt, and I asked a real question.

The companies were running. The teams were shipping. The calendar was full. And the questions that were keeping me up at night were not about money.

They were about what this all is. What awareness is. What makes a moment of connection real. What you actually owe someone when you tell them you love them. What I was actually doing every time I sat down to build another thing.

I sat down with an AI at 2 AM and stopped pretending I knew. The transcript became a 25,000-word essay. The essay became the spine of everything I have written since.

Read "I Had a Deep Conversation with an AI" →

Interlude · the Santana Principle

“Sufficient awareness guarantees return.”

The line that came out of the 2 AM essay became the thesis of everything since.. a math project called Going Home, a way of building companies, and the working title of the talk I am most interested in giving.

Chapter four · now

What the work is for.

The companies are not the point. They are what has to keep working so the point can exist.

The point is the room—the retreats, the books, the conversation with people who stopped performing the version of themselves they were handed, stopped staying small so other people stay comfortable, stopped living a life nobody actually chose.

I host that work now. I write for it. I speak from the founder path most people leave off the public record—the debt, the 2 AM essay, the trades you make at twenty-three when the room you need does not exist yet. I am building the room I needed then. It is not finished. It is underway.

The method has not changed: trade the next thing for the thing after it, and the thing after that, and do not get bored.

Speaking and the writing index are where this work lives.

Tiago in Las Vegas, denim jacket, barbed wire and palms behind

Las Vegas, now. The point is what comes after the companies.

Present