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.

COMING SOON
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 MAR 9, 2026 · 8 MIN
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 MAR 2, 2026 · 7 MIN
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 FEB 23, 2026 · 5 MIN
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 →
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

Keynotes, television, and featured conversations

COMING SOON