How to train your first AI Agent
The 4 step process for turning every conversation you have into insight
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Dear Friend, Subscriber, and Category Pirate,
In 1975, Ray Dalio, founder of the world's largest hedge fund (Bridgewater Associates), made a decision that most executives today would still consider insane.
He began recording every meeting.
Every conversation.
Every debate.
His logic was simple:
If we’re going to make the most important decisions in the world, shouldn’t we know how we made them?
Many leaders can’t stomach that level of transparency.
But Dalio saw what others didn’t. He wanted truthful data on how decisions are made. Fifty years later, that radical idea is back.
Only this time, it’s to help you create your own AI Agent.
The leaders who capture, codify, and train AI Agents on their knowledge will have a decade-long head start.
Category Designers like Sergey Brin are already bringing that mindset into management. When Gemini’s new workplace model went live inside Google, Brin fed the transcripts of his team’s meetings into AI. He asked it to spot hidden patterns of contribution: who spoke, who led, who listened, who asked the best questions.
It showed patterns and people he hadn’t noticed before.
Every meeting is data. Every decision is a signal. Every instinct is a pattern.
If you’re not recording, reflecting, and training AI on this information, you’re wasting the raw material of intelligence.
In the pre-AI world, that was forgivable.
In the Agentic era, it’s fatal.
Because Agents don’t invent intelligence. They inherit it. The next generation of Agentic Executives will build organizations where knowledge compounds. They’ll act like engineers training their own personal AIs—one conversation, one reflection, one decision at a time.
The most important Agent to build is one that knows how you think.
The 4-Step Agentic Executive Playbook
Use this process to turn your conversations into training data for your first Agent: