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.

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.