TWENTY EDITIONS LATER
The focus has evolved from AI tools and copilots toward a bigger question:
How do enterprises themselves change because of AI?
AI at the Frontlines explores that question through essays, frameworks, and field notes on leadership, operating models, governance, and organizational design.
Written from the perspective of a practitioner with two decades of enterprise transformation experience, AI at the Frontlines is organized as a body of work rather than a collection of isolated articles.
What You’ll Find Here
Essays
Perspectives on leadership, operating models, governance, and the future of work.
Frameworks
Practical models for building AI-native enterprises.
Field Notes
Observations and lessons from two decades of enterprise transformation.
Season Series
A body of work organized around major questions facing enterprises in the AI era.
Current Seasons
Season 1 — Foundations
Building the base for enterprise AI.
Season 2 — Why AI Programs Stall
Understanding the barriers to scale.
Season 3 — Intelligent Systems
From automation to autonomy.
Season 4 — Beyond Copilots
From copilots to agentic systems.
Season 5 — Leading the AI-Native Enterprise
Designing and leading AI-native organizations.
What started as a newsletter became a thesis.
Welcome to AI at the Frontlines.



