Editorial portrait of Kierra D., founder of The ROI Report, in a green draped dress against a deep brown curtain
The ROI Report — Founder

About

I see the relationships other people analyze separately.

Technology, economics, infrastructure, workforce, governance, operating models, markets and geopolitics are usually treated as different conversations, held by different people, in different rooms.

Executives experience their consequences at the same time, in a single decision.

My work sits in the relationships between them — in what their interaction changes about the choice in front of a leader.

Formation

I learned technology from inside the systems.

Not as a category to have an opinion about. As something built, operated, funded, governed, and lived with long after the decision was announced.

Built

Software, infrastructure, data engineering and architecture — technology understood from inside the systems, not from a summary of them.

Operated

Enterprise technology, cloud and platform environments — how organizations actually run what they buy, and what that costs them.

Decided

AI strategy and executive advisory — the room where the decision is made, and where strategy detaches from technical and organizational reality.

Seeing technology from several altitudes is what makes the interactions visible. Most strategic failures I have watched were not failures of insight. They were failures of connection between layers that were each, on their own, correct.

Worldview

AI strategy is business strategy in the context of AI.

A serious AI decision is never only an AI decision. It is economics, infrastructure, operating models, workforce, governance, vendor strategy, organizational capability, regulation and geopolitics arriving together, disguised as a technology choice.

That is why The ROI Report reads technological change through a broader strategic lens — and increasingly as a question of power, dependency, and optionality.

Kierra D. seated in a green editorial gown against brown curtains

I am interested in what changes the decision.

Information is cheap, abundant, and easy to access. Interpretation that materially improves a decision is invaluable.

I pay attention when a development materially alters:

  • competitive positioning
  • capital allocation
  • organizational capability
  • market structure
  • operating models
  • technology dependency
  • strategic optionality
  • executive decision-making

The ROI Report is built around those consequences — where leverage is moving, which assumptions are weakening, and what deserves executive attention next.

Technology + Systems

Engineering, infrastructure, data architecture, cloud, platforms, and enterprise technology.

Strategy + Advisory

Executive AI and technology strategy leadership, and strategic counsel to senior decision-makers.

Intelligence + Industry

Research and analysis, executive conferences, capital-markets conversations, speaking, and The ROI Report.

Two ways to work with the same perspective.