Insights library

Four decades in the CIO seat,
written down.

Long-form articles on enterprise AI evaluation, board-level IT roadmapping, and technology diligence — plus free field papers on the questions boards, PE sponsors, and operators actually ask.

Articles

Cornerstone guides

AI Strategy

Evaluating, governing, and operationalising enterprise AI without inheriting risk you cannot explain.

IT Roadmapping

Turning business strategy into a funded, sequenced, board-defensible technology plan.

CIO Leadership

Operating in the CIO seat: org design, influence, reporting cadence, and credibility.

M&A & Due Diligence

Technology diligence, integration planning, and value creation across the deal lifecycle.

Field papers

Free PDFs for boards and operators

Paper · 0112 min

How CIOs Bring Value to Boards

Translating technology strategy into P&L, risk posture, and growth levers the board can act on — without technical translation.

Paper · 0211 min

The Technology Driving Digital Transformation

The infrastructure, platforms, and governance decisions that separate transformation programs that ship from transformation programs that stall.

Paper · 039 min

Enterprise Business Architecture

How a mature EA discipline collapses cost, standardizes operations, and readies a portfolio company for exit.

Paper · 048 min

Unlocking the Value of ePMOs

Enterprise PMOs earn their seat when they measure business outcomes, not project throughput. Here is the operating model.

Paper · 057 min

Knowledge of Data Classifications

A practical data-classification framework for regulated industries — HIPAA-adjacent, audit-ready, and usable by non-technical stewards.