01

AI × CYBER

How AI is rewriting the rules of cybersecurity

I run a company that stops AI-powered attacks every day and I talk to Fortune 500 CISOs every week about what they're seeing. These essays come from those conversations and that frontline experience.

AI × CYBER MAR 4, 2026 · 7 MIN
AI Instructions Are Not Controls You're securing AI agents with polite wishes rather than reliable controls. Instructions tell an agent what you want. They don't constrain what it can do. READ →
AI × CYBER FEB 24, 2026 · 7 MIN
Hacking Trust AI deepfakes are now good enough to fool your own family. When every communication channel is a potential attack surface, what does it actually mean to verify someone's identity? READ →
02

AI × FUTURE

Making the implicit future explicit

2026 is the year science fiction stopped being fiction. Each essay observes something happening right now, extrapolates it 5-20 years into the future, then returns to the present to reframe what we're looking at. The implicit future we're heading toward, made explicit. Part essay, part science fiction, grounded in what I'm seeing from inside the industry.

IMPLICIT FUTURES MAR 13, 2026 · 10 MIN
AI Value Injection What happens when AI shapes your beliefs 0.04% at a time, while making you more productive? The most effective influence doesn't look like influence. READ →
IMPLICIT FUTURES WORK IN PROGRESS · 11 MIN
The Rounding Error The gap between human and AI output is real. It may always be real. But it's becoming too small to change any decision you'd make based on the number. READ →
IMPLICIT FUTURES WORK IN PROGRESS · 11 MIN
The Loneliness Economy 52 million Americans are lonely. The profitable choice and the isolating choice have always been the same choice. Now add AI. READ →
03

AI × CODE

What I've learned building with AI every day

What works, what doesn't, and what surprised me. Practical lessons from someone who codes with AI every day and builds the infrastructure that other companies run their AI on.

AI × CODE WORK IN PROGRESS · 4 MIN
Prompts Are Source Code I lost 846 prompts on a Tuesday. I could regenerate every Python file from those prompts in an afternoon. I could not regenerate those prompts from the Python files in a lifetime. READ →
04

AI × TRANSFORMATION

How enterprises need to work differently in the age of AI

Organizational models, product development processes, and communication structures are all changing. These essays explore the fundamentals of how teams build things when AI changes the equation.

AI × TRANSFORMATION APR 7, 2026 · 9 MIN
The Projection Problem Why smart teams ship the wrong product, and what AI changes about it. Multi-dimensional geometry explains why product development breaks down at every handoff. READ →
05

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.

AI × CEO JUN 4, 2026 · 5 MIN
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 →
AI × CEO MAY 25, 2026 · 5 MIN
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 MAY 4, 2026 · 6 MIN
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 →
VIEW ALL 7 →
PODCASTS

ENTERPRISE AI INNOVATORS

Conversations with Fortune 500 CIOs on AI transformation strategy

63 EPISODES

ENTERPRISE AI DEFENDERS

CISOs on AI and the cybersecurity landscape

38 EPISODES
MEDIA & APPEARANCES

Talks and interviews on AI, security, and what it takes to build in this moment

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