Product - Tech - AI - Strategy
I spent two decades leading product and technology organizations of 50 to 500+ people, most recently as CTO across media, online marketplaces, and iGaming. Now I work with companies on AI adoption: what to try, what to ignore, and what changes once it's real. I run a handful of side projects, built spec-first with my AI friends. Claude, Codex, and Gemini do the heavy lifting, and a few others get consulted for special cases or when nobody can agree.
Latest thinking

(When) will AI automate your job?on LinkedIn
Why breaking jobs into tasks tells you more about AI exposure than ranking whole occupations.

Next Patient: Core IT. It Wrote Its Own Chart.on LinkedIn
Core IT is the best-documented place to put agents to work, and that documentation is a decade out of date.

Your Best Engineer Is Now a Manager of Machineson LinkedIn
The senior engineer's job shifted from telling machines how to do things to judging what they hand back.

The Spec Is the Code Nowon LinkedIn
Twenty years spent escaping the spec, and agents are pulling us straight back to it.

HR Was Always About People - AI Might Finally Let It Be.on LinkedIn
A century of renaming the HR function, and AI is pushing on the label again.

From Developer Productivity to Engineering Throughputon LinkedIn
Measuring developer productivity assumes people are the bottleneck. That stopped being true.
Projects

peterfrey.app
This site. Written as a full specification before any code existed, then handed to AI builders to construct.

The Job Automation Index
A task-level index ranking 100 U.S. occupations by how exposed they are to AI automation.

AI Power Rankings
Fifteen frontier AI labs, ranked across ten dimensions by a panel of AI evaluator models. The structural-power index of who actually leads AI.

AI Dev Check-in
A fast read on what a development organization is using AI for today, and the starting point for deciding what to change.

AI Maturity Assessment
A framework for assessing where an organization stands on AI, across eight strategic dimensions or eleven business functions.