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AI × CEO
Running a company with AI, from the CEO's desk
Using AI to actually run a thousand-person company, not just talking about it. Strategy, operations, leadership, and what changes when the CEO builds with the same tools as the engineering team.
7 ESSAYS
AI × CEO
Is it possible to be a 100x CEO? The whole gap between an AI-augmented CEO and a 100x CEO is context assembly. An engineering problem, not a cognition problem. READ → AI × CEO
Rebuilding Gmail for the AI future Email is a context-assembly problem in a writing problem's costume. The system I built makes four or five judgments before any words get drafted. READ → AI × CEO
How AI is reshaping my calendar Meetings are context-loading problems dressed up as coordination problems. The architecture from the email system carries over almost without modification. READ → AI × CEO
Right words, wrong direction The system learned to sound like me. What it still could not guess was which way I would actually go. So it stopped predicting one reply and started writing every real direction at once. READ → AI × CEO
The software that fixes itself The system is large, it changes every day, and none of its code was written by hand. Something that big should drown in its own bug count by month two. It hasn't, and the reason is a loop that finds, fixes, and learns from its own bugs. READ → AI × CEO
Putting a number on it For most of the time I spent building the AI that does my job, I had no way to put a number on how well it was working. So I built a page that tracks one number: the minutes of my time it saves. Every action priced, graded down by what I actually did with it. READ → AI × CEO
The to-do list that maintains itself Every meeting hands me a few more things to deal with, and on a packed day that adds up to dozens. So instead of feeding a tracker by hand, the system keeps one impact-ranked list that builds itself, arrives with the work already done, and closes items off on its own. READ →