Long-form perspectives on power, technology, governance and the way organizations change.
ITOLOGY connects enterprise experience, philosophy and technology to examine the systems beneath strategy, execution and decision-making.
The series explores information networks, organizational memory, leadership, enterprise AI and board governance.
From information power to enterprise AI governance.
The numbered editions trace recurring questions about authority, resilience, execution, human judgment and the governance of increasingly capable systems.
Power, identity and data strategy
Information networks, the path from business engineering to technology leadership and the trade-offs underneath enterprise data strategy.
03–06Resilience and organizational memory
Leadership when the map fails, strategic blind spots, prestige-driven decisions and what organizations lose when memory thins out.
07–10Execution and human consequences
Process fragmentation, corporate decision bottlenecks, misunderstanding in transformation and the human implications of increasingly capable machines.
11–14Enterprise AI and board governance
Deployment realities, evidence behind AI claims, workspace governance and decision intelligence under pressure.
Explore the full series.
Each edition examines a distinct enterprise question while building on recurring themes of power, information, operating design and technology.
When the Board Gets the Problem Wrong
Decision intelligence, leadership design and how boards under pressure can mistake speed for judgment.
Workspace AI and the Illusion of the Simple Setting
Why enabling Gemini or Copilot can change the governance logic surrounding sensitive information.
Everyone Says “AI-Powered”, Until The Board Asks For Evidence
Why boards need evidence that the systems represented as AI actually match the claims made about them.
What Y Combinator Won’t Tell You: The 27 Laws of Enterprise AI
Field-informed observations on the operating realities that determine whether enterprise AI succeeds.
What Happens When Machines Get Better at Being Human Than We Are?
A reflection on AI, intimacy, automation and what should remain distinctly human.
The Architecture of Misunderstanding
How specifications, language and organizational interpretation distort transformation before delivery begins.
The Corporate Game That Everyone Plays But No One Acknowledges
How approval loops, territorial incentives and invisible decision bottlenecks can consume management capacity while preserving the appearance of governance.
Behind The Scenes of Failure
The invisible performance tax created by fragmented processes and operating models.
The Company Without a Witness
Corporate memory, replication and the cost of reproducing information without preserving judgment.
The Prestige Trap: A Nine-Figure Lesson in Strategic Humility
Vendor prestige, technology choice and the cost of confusing brand recognition with fit.
Blindspots and Purple Ponies: A Leadership Paradox
How bias and organizational perception shape what leaders notice and ignore.
When the Map Fails: 580,300 Steps, 414 km and the Unwritten Rules of Resilient Leadership
Resilience and adaptation when the plan no longer matches reality.
One Big Burger or a Buffet? The Data Strategy Mistake You’re Probably Making
Centralization, decentralization and the governance choices underneath data strategy.
Pain, Passion, Profession: From Business Engineer to Global IT & Data CXO
A personal reflection on business engineering, operations and technology leadership.
From Democracy to Digital: What Harari’s “Nexus” Teaches CIOs About Power and Information
Information networks, governance and how enterprise technology redistributes authority.
What decision does this perspective need to inform?
Use the ideas in the Insights library to frame the operating problem, clarify the constraints and connect the discussion to the services, leadership priorities and delivery evidence that matter next.